Terzić-Jovanović, Nataša

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Authority KeyName Variants
orcid::0000-0002-4127-525X
  • Terzić-Jovanović, Nataša (29)
  • Terzić-Jovanović, Natasa (2)
Projects
The synthesis of aminoquinoline-based antimalarials and botulinum neurotoxin A inhibitors Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200026 (University of Belgrade, Institute of Chemistry, Technology and Metallurgy - IChTM)
Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200168 (University of Belgrade, Faculty of Chemistry) Serbian Academy of Sciences and Arts
Control of infections by Apicomplexan pathogens: from novel drug targets to prediction Reinforcement of the Faculty of Chemistry, University of Belgrade, towards becoming a Center of Excellence in the region of WB for Molecular Biotechnology and Food research
Peroksidni antimalarici i njihove himere sa hinolinima: sinteza i biološka aktivnost Ministero dellIstruzione, dellUniversita e della Ricerca (PRIN) Project [20154JRJPP_004]
Serbian Academy of Sciences and Arts, Executive Programme of Scientific and Technological Cooperation between the Italian Republic and the Republic of Serbia Bill & Melinda Gates Foundation [OPP1040394]
Fundacao para a Ciencia e Tecnologia, Portugal [PTDC/SAUMIC/117060/2010] Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology
Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200042 (University of Belgrade, Institute of Molecular Genetics and Genetic Engineering) Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200288 (Innovation Center of the Faculty of Chemistry)
National Institute of Allergy and Infectious Diseases (U.S.) [5-U01AI082051-02, R33-AI101387] Serbian Academy of Sciences and Arts [F80]
U.S. Defense Threat Reduction Agency/Joint Science and Technology Office Bulgarian Academy of Sciences
HrZZ-IP-2020-02-9343/Croatian Science Foundation Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200007 (University of Belgrade, Institute for Biological Research 'Siniša Stanković')
Synthesis, characterization and activity of organic and coordination composition and their application in (bio) nanotechnology Ministry of Agriculture and Environmental Protection of Serbia [decision no. 323-07-02444/2014-05/1].
NCI NIH HHS [Y3-CM-100505] Serbian Academy of Sciences and Arts (grant F80)
Serbian Academy of Sciences and Arts Grant numbers 01-2019-F65. Serbian Academy of Sciences and Arts (Project No. F80)

Author's Bibliography

Pd Nanoparticles Supported on Ultrapure ZnO Nanopowders as Reusable Multipurpose Catalysts

Kokanović, Andrija; Ajdačić, Vladimir; Terzić-Jovanović, Natasa; Stankić, Slavica; Opsenica, Igor

(American Chemical Society, 2023)

TY  - JOUR
AU  - Kokanović, Andrija
AU  - Ajdačić, Vladimir
AU  - Terzić-Jovanović, Natasa
AU  - Stankić, Slavica
AU  - Opsenica, Igor
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6282
AB  - Herein, we report the synthesis and application of a highly active and
versatile Pd/chemical vapor synthesis-ZnO (Pd/CVS-ZnO) catalytic system. The twostep
preparation of the catalyst includes chemical vapor synthesis (CVS) of ultrapure
ZnO nanotetrapods, followed by the liquid-phase in situ reduction of a Pd precursor
and deposition of polycrystalline Pd nanoparticles (∼6 nm). The as-synthesized catalyst
was characterized using standard instrumental techniques. The catalyst was successfully
applied in four chemical reactions: Suzuki−Miyaura cross-coupling, reduction of
nitroarenes, decarbonylation, and hydrodebromination of aromatic compounds, of
which, the latter two are reported for the first time for the Pd/ZnO catalytic system.
The catalyst showed excellent activity within a wide range of substrates, delivering the products in high yields (70−99%). The
recyclability of the Pd/CVS-ZnO catalyst was tested through two different approaches. First, the catalyst recyclability was examined
in all four reactions, reusing the catalyst up to four times in the Suzuki−Miyaura cross-coupling reaction, as well as the reduction of
4-nitrobenzonitrile, without a significant loss of yield. Furthermore, the catalyst was successively used in three different reactions,
showing a high degree of stability and delivering excellent product yields in all cases. In addition to its excellent activity, versatility,
and stability, the Pd/CVS-ZnO catalytic system also exhibits excellent recyclability over consecutive runs, which makes it a
promising candidate for future application in complex industrial processes.
PB  - American Chemical Society
T2  - ACS Applied Nano Materials
T1  - Pd Nanoparticles Supported on Ultrapure ZnO Nanopowders as Reusable Multipurpose Catalysts
VL  - 6
IS  - 17
SP  - 15820
EP  - 15828
DO  - 10.1021/acsanm.3c02743
ER  - 
@article{
author = "Kokanović, Andrija and Ajdačić, Vladimir and Terzić-Jovanović, Natasa and Stankić, Slavica and Opsenica, Igor",
year = "2023",
abstract = "Herein, we report the synthesis and application of a highly active and
versatile Pd/chemical vapor synthesis-ZnO (Pd/CVS-ZnO) catalytic system. The twostep
preparation of the catalyst includes chemical vapor synthesis (CVS) of ultrapure
ZnO nanotetrapods, followed by the liquid-phase in situ reduction of a Pd precursor
and deposition of polycrystalline Pd nanoparticles (∼6 nm). The as-synthesized catalyst
was characterized using standard instrumental techniques. The catalyst was successfully
applied in four chemical reactions: Suzuki−Miyaura cross-coupling, reduction of
nitroarenes, decarbonylation, and hydrodebromination of aromatic compounds, of
which, the latter two are reported for the first time for the Pd/ZnO catalytic system.
The catalyst showed excellent activity within a wide range of substrates, delivering the products in high yields (70−99%). The
recyclability of the Pd/CVS-ZnO catalyst was tested through two different approaches. First, the catalyst recyclability was examined
in all four reactions, reusing the catalyst up to four times in the Suzuki−Miyaura cross-coupling reaction, as well as the reduction of
4-nitrobenzonitrile, without a significant loss of yield. Furthermore, the catalyst was successively used in three different reactions,
showing a high degree of stability and delivering excellent product yields in all cases. In addition to its excellent activity, versatility,
and stability, the Pd/CVS-ZnO catalytic system also exhibits excellent recyclability over consecutive runs, which makes it a
promising candidate for future application in complex industrial processes.",
publisher = "American Chemical Society",
journal = "ACS Applied Nano Materials",
title = "Pd Nanoparticles Supported on Ultrapure ZnO Nanopowders as Reusable Multipurpose Catalysts",
volume = "6",
number = "17",
pages = "15820-15828",
doi = "10.1021/acsanm.3c02743"
}
Kokanović, A., Ajdačić, V., Terzić-Jovanović, N., Stankić, S.,& Opsenica, I.. (2023). Pd Nanoparticles Supported on Ultrapure ZnO Nanopowders as Reusable Multipurpose Catalysts. in ACS Applied Nano Materials
American Chemical Society., 6(17), 15820-15828.
https://doi.org/10.1021/acsanm.3c02743
Kokanović A, Ajdačić V, Terzić-Jovanović N, Stankić S, Opsenica I. Pd Nanoparticles Supported on Ultrapure ZnO Nanopowders as Reusable Multipurpose Catalysts. in ACS Applied Nano Materials. 2023;6(17):15820-15828.
doi:10.1021/acsanm.3c02743 .
Kokanović, Andrija, Ajdačić, Vladimir, Terzić-Jovanović, Natasa, Stankić, Slavica, Opsenica, Igor, "Pd Nanoparticles Supported on Ultrapure ZnO Nanopowders as Reusable Multipurpose Catalysts" in ACS Applied Nano Materials, 6, no. 17 (2023):15820-15828,
https://doi.org/10.1021/acsanm.3c02743 . .
2

Novel artesunate–pyrimidine-based hybrids with anticancer potential against multidrug-resistant cancer cells

Koračak, Ljiljana; Lupšić, Ema; Terzić-Jovanović, Nataša; Jovanović, Mirna; Novaković, Miroslav M.; Nedialkov, Paraskev; Trendafilova, Antoaneta; Zlatović, Mario; Pešić, Milica; Opsenica, Igor

(Royal Society of Chemistry, 2023)

TY  - JOUR
AU  - Koračak, Ljiljana
AU  - Lupšić, Ema
AU  - Terzić-Jovanović, Nataša
AU  - Jovanović, Mirna
AU  - Novaković, Miroslav M.
AU  - Nedialkov, Paraskev
AU  - Trendafilova, Antoaneta
AU  - Zlatović, Mario
AU  - Pešić, Milica
AU  - Opsenica, Igor
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6245
AB  - The synthesis of 17 hybrid molecules, consisting of artesunate, a derivative of naturally occurring artemisinin, and synthetic 4-aryl-2-aminopyrimidines, is described. New compounds were designed to improve the parent compounds' cytotoxic properties, activity, and selectivity. The synthesized hybrid molecules (15a–f with ethylenediamine linker and 16a–k with piperazine linker), as well as their precursors – pyrimidine derivatives (13a–f and 14a–k), artemisinin, and artesunate, were tested on sensitive and multidrug-resistant (MDR) human non-small cell lung carcinoma (NSCLC) cells. All hybrid compounds with piperazine linker 16a–k were selective toward NSCLC cells and displayed IC50 values below 5 μM. Although they showed similar anticancer potency as artesunate, their selectivity against cancer cells was considerably improved. Importantly, 16h–k hybrid compounds were able to evade MDR phenotype, inhibit P-glycoprotein (P-gp) activity, and increase the sensitivity of MDR NSCLC cells to doxorubicin (DOX). The inhibition of P-gp activity induced by 16h–j was stronger than the one obtained with artesunate. Among these four hybrid compounds, 16k was the most potent anticancer agent with similar IC50 values of around 1.5 μM (for comparison – over 3.1 μM for artesunate) in sensitive and MDR NSCLC cells.
PB  - Royal Society of Chemistry
T2  - New Journal of Chemistry
T1  - Novel artesunate–pyrimidine-based hybrids with anticancer potential against multidrug-resistant cancer cells
VL  - 47
IS  - 14
SP  - 6844
EP  - 6855
DO  - 10.1039/D3NJ00427A
ER  - 
@article{
author = "Koračak, Ljiljana and Lupšić, Ema and Terzić-Jovanović, Nataša and Jovanović, Mirna and Novaković, Miroslav M. and Nedialkov, Paraskev and Trendafilova, Antoaneta and Zlatović, Mario and Pešić, Milica and Opsenica, Igor",
year = "2023",
abstract = "The synthesis of 17 hybrid molecules, consisting of artesunate, a derivative of naturally occurring artemisinin, and synthetic 4-aryl-2-aminopyrimidines, is described. New compounds were designed to improve the parent compounds' cytotoxic properties, activity, and selectivity. The synthesized hybrid molecules (15a–f with ethylenediamine linker and 16a–k with piperazine linker), as well as their precursors – pyrimidine derivatives (13a–f and 14a–k), artemisinin, and artesunate, were tested on sensitive and multidrug-resistant (MDR) human non-small cell lung carcinoma (NSCLC) cells. All hybrid compounds with piperazine linker 16a–k were selective toward NSCLC cells and displayed IC50 values below 5 μM. Although they showed similar anticancer potency as artesunate, their selectivity against cancer cells was considerably improved. Importantly, 16h–k hybrid compounds were able to evade MDR phenotype, inhibit P-glycoprotein (P-gp) activity, and increase the sensitivity of MDR NSCLC cells to doxorubicin (DOX). The inhibition of P-gp activity induced by 16h–j was stronger than the one obtained with artesunate. Among these four hybrid compounds, 16k was the most potent anticancer agent with similar IC50 values of around 1.5 μM (for comparison – over 3.1 μM for artesunate) in sensitive and MDR NSCLC cells.",
publisher = "Royal Society of Chemistry",
journal = "New Journal of Chemistry",
title = "Novel artesunate–pyrimidine-based hybrids with anticancer potential against multidrug-resistant cancer cells",
volume = "47",
number = "14",
pages = "6844-6855",
doi = "10.1039/D3NJ00427A"
}
Koračak, L., Lupšić, E., Terzić-Jovanović, N., Jovanović, M., Novaković, M. M., Nedialkov, P., Trendafilova, A., Zlatović, M., Pešić, M.,& Opsenica, I.. (2023). Novel artesunate–pyrimidine-based hybrids with anticancer potential against multidrug-resistant cancer cells. in New Journal of Chemistry
Royal Society of Chemistry., 47(14), 6844-6855.
https://doi.org/10.1039/D3NJ00427A
Koračak L, Lupšić E, Terzić-Jovanović N, Jovanović M, Novaković MM, Nedialkov P, Trendafilova A, Zlatović M, Pešić M, Opsenica I. Novel artesunate–pyrimidine-based hybrids with anticancer potential against multidrug-resistant cancer cells. in New Journal of Chemistry. 2023;47(14):6844-6855.
doi:10.1039/D3NJ00427A .
Koračak, Ljiljana, Lupšić, Ema, Terzić-Jovanović, Nataša, Jovanović, Mirna, Novaković, Miroslav M., Nedialkov, Paraskev, Trendafilova, Antoaneta, Zlatović, Mario, Pešić, Milica, Opsenica, Igor, "Novel artesunate–pyrimidine-based hybrids with anticancer potential against multidrug-resistant cancer cells" in New Journal of Chemistry, 47, no. 14 (2023):6844-6855,
https://doi.org/10.1039/D3NJ00427A . .
3
1
1

4-Aminoquinoline-Based Adamantanes as Potential Anticholinesterase Agents in Symptomatic Treatment of Alzheimer’s Disease

Komatović, Katarina; Matošević, Ana; Terzić-Jovanović, Nataša; Žunec, Suzana; Šegan, Sandra B.; Zlatović, Mario; Maraković, Nikola; Bosak, Anita; Opsenica, Dejan

(MDPI, 2022)

TY  - JOUR
AU  - Komatović, Katarina
AU  - Matošević, Ana
AU  - Terzić-Jovanović, Nataša
AU  - Žunec, Suzana
AU  - Šegan, Sandra B.
AU  - Zlatović, Mario
AU  - Maraković, Nikola
AU  - Bosak, Anita
AU  - Opsenica, Dejan
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5381
AB  - Considering that acetylcholinesterase (AChE) inhibition is the most important mode of action expected of a potential drug used for the treatment of symptoms of Alzheimer’s disease (AD), our previous pilot study of 4-aminoquinolines as potential human cholinesterase inhibitors was extended to twenty-two new structurally distinct 4-aminoquinolines bearing an adamantane moiety. Inhibition studies revealed that all of the compounds were very potent inhibitors of AChE and butyrylcholinesterase (BChE), with inhibition constants (Ki) ranging between 0.075 and 25 µM. The tested compounds exhibited a modest selectivity between the two cholinesterases; the most selective for BChE was compound 14, which displayed a 10 times higher preference, while compound 19 was a 5.8 times more potent inhibitor of AChE. Most of the compounds were estimated to be able to cross the blood–brain barrier (BBB) by passive transport. Evaluation of druglikeness singled out fourteen compounds with possible oral route of administration. The tested compounds displayed modest but generally higher antioxidant activity than the structurally similar AD drug tacrine. Compound 19 showed the highest reducing power, comparable to those of standard antioxidants. Considering their simple structure, high inhibition of AChE and BChE, and ability to cross the BBB, 4-aminoquinoline-based adamantanes show promise as structural scaffolds for further design of novel central nervous system drugs. Among them, two compounds stand out: compound 5 as the most potent inhibitor of both cholinesterases with a Ki constant in low nano molar range and the potential to cross the BBB, and compound 8, which met all our requirements, including high cholinesterase inhibition, good oral bioavailability, and antioxidative effect. The QSAR model revealed that AChE and BChE inhibition was mainly influenced by the ring and topological descriptors MCD, Nnum, RP, and RSIpw3, which defined the shape, conformational flexibility, and surface properties of the molecules
PB  - MDPI
T2  - Pharmaceutics
T1  - 4-Aminoquinoline-Based Adamantanes as Potential Anticholinesterase Agents in Symptomatic Treatment of Alzheimer’s Disease
VL  - 14
IS  - 6
SP  - 1305
DO  - 10.3390/pharmaceutics14061305
ER  - 
@article{
author = "Komatović, Katarina and Matošević, Ana and Terzić-Jovanović, Nataša and Žunec, Suzana and Šegan, Sandra B. and Zlatović, Mario and Maraković, Nikola and Bosak, Anita and Opsenica, Dejan",
year = "2022",
abstract = "Considering that acetylcholinesterase (AChE) inhibition is the most important mode of action expected of a potential drug used for the treatment of symptoms of Alzheimer’s disease (AD), our previous pilot study of 4-aminoquinolines as potential human cholinesterase inhibitors was extended to twenty-two new structurally distinct 4-aminoquinolines bearing an adamantane moiety. Inhibition studies revealed that all of the compounds were very potent inhibitors of AChE and butyrylcholinesterase (BChE), with inhibition constants (Ki) ranging between 0.075 and 25 µM. The tested compounds exhibited a modest selectivity between the two cholinesterases; the most selective for BChE was compound 14, which displayed a 10 times higher preference, while compound 19 was a 5.8 times more potent inhibitor of AChE. Most of the compounds were estimated to be able to cross the blood–brain barrier (BBB) by passive transport. Evaluation of druglikeness singled out fourteen compounds with possible oral route of administration. The tested compounds displayed modest but generally higher antioxidant activity than the structurally similar AD drug tacrine. Compound 19 showed the highest reducing power, comparable to those of standard antioxidants. Considering their simple structure, high inhibition of AChE and BChE, and ability to cross the BBB, 4-aminoquinoline-based adamantanes show promise as structural scaffolds for further design of novel central nervous system drugs. Among them, two compounds stand out: compound 5 as the most potent inhibitor of both cholinesterases with a Ki constant in low nano molar range and the potential to cross the BBB, and compound 8, which met all our requirements, including high cholinesterase inhibition, good oral bioavailability, and antioxidative effect. The QSAR model revealed that AChE and BChE inhibition was mainly influenced by the ring and topological descriptors MCD, Nnum, RP, and RSIpw3, which defined the shape, conformational flexibility, and surface properties of the molecules",
publisher = "MDPI",
journal = "Pharmaceutics",
title = "4-Aminoquinoline-Based Adamantanes as Potential Anticholinesterase Agents in Symptomatic Treatment of Alzheimer’s Disease",
volume = "14",
number = "6",
pages = "1305",
doi = "10.3390/pharmaceutics14061305"
}
Komatović, K., Matošević, A., Terzić-Jovanović, N., Žunec, S., Šegan, S. B., Zlatović, M., Maraković, N., Bosak, A.,& Opsenica, D.. (2022). 4-Aminoquinoline-Based Adamantanes as Potential Anticholinesterase Agents in Symptomatic Treatment of Alzheimer’s Disease. in Pharmaceutics
MDPI., 14(6), 1305.
https://doi.org/10.3390/pharmaceutics14061305
Komatović K, Matošević A, Terzić-Jovanović N, Žunec S, Šegan SB, Zlatović M, Maraković N, Bosak A, Opsenica D. 4-Aminoquinoline-Based Adamantanes as Potential Anticholinesterase Agents in Symptomatic Treatment of Alzheimer’s Disease. in Pharmaceutics. 2022;14(6):1305.
doi:10.3390/pharmaceutics14061305 .
Komatović, Katarina, Matošević, Ana, Terzić-Jovanović, Nataša, Žunec, Suzana, Šegan, Sandra B., Zlatović, Mario, Maraković, Nikola, Bosak, Anita, Opsenica, Dejan, "4-Aminoquinoline-Based Adamantanes as Potential Anticholinesterase Agents in Symptomatic Treatment of Alzheimer’s Disease" in Pharmaceutics, 14, no. 6 (2022):1305,
https://doi.org/10.3390/pharmaceutics14061305 . .
7
8
7
5

Unraveling the anti-virulence potential and antifungal efficacy of 5-aminotetrazoles using the zebrafish model of disseminated candidiasis

Radaković, Nataša; Nikolić, Andrea; Terzić-Jovanović, Nataša; Stojković, Pavle; Stanković, Nada; Šolaja, Bogdan A.; Opsenica, Igor; Pavić, Aleksandar

(Elsevier, 2022)

TY  - JOUR
AU  - Radaković, Nataša
AU  - Nikolić, Andrea
AU  - Terzić-Jovanović, Nataša
AU  - Stojković, Pavle
AU  - Stanković, Nada
AU  - Šolaja, Bogdan A.
AU  - Opsenica, Igor
AU  - Pavić, Aleksandar
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/4877
AB  - Candida albicans remains the main causal agent of candidiasis, the most common fungal infection with disturbingly high mortality rates worldwide. The limited diversity and efficacy of clinical antifungal drugs, exacerbated by emerging drug resistance, have resulted in the failure of current antifungal therapies. This imposes an urgent demand for the development of innovative strategies for effective eradication of candidal infections. While the existing clinical drugs display fungicidal or fungistatic activity, the strategy specifically targeting C. albicans filamentation, as the most important virulence trait, represents an attractive approach for overcoming the drawbacks related to clinical antifungals. The results acquired in this study revealed the significant potential of 5-aminotetrazoles as a new class of effective and safe anti-virulence agents. Moreover, these novel agents were active when applied both alone and in combination with clinically approved polyenes. Complete prevention of C. albicans morphogenetic yeast-to-hyphae transition was achieved at doses as low as 1.3 μM under conditions mimicking various filamentation-responsive stimuli in the human body, while no cardio- or hepatotoxicity was observed at doses as high as 200 μM. The treatment of C. albicans-infected zebrafish embryos with nystatin alone had low efficacy, while the combination of nystatin and selected 5-aminotetrazoles prevented fungal filamentation, successfully eliminating the infection and rescuing the infected embryos from lethal disseminated candidiasis. In addition, the most potent anti-virulence 5-aminotetrazole prevented C. albicans in developing the resistance to nystatin when applied in combination, keeping the fungus sensitive to the antifungal drug.
PB  - Elsevier
T2  - European Journal of Medicinal Chemistry
T1  - Unraveling the anti-virulence potential and antifungal efficacy of 5-aminotetrazoles using the zebrafish model of disseminated candidiasis
VL  - 230
SP  - 114137
DO  - 10.1016/j.ejmech.2022.114137
ER  - 
@article{
author = "Radaković, Nataša and Nikolić, Andrea and Terzić-Jovanović, Nataša and Stojković, Pavle and Stanković, Nada and Šolaja, Bogdan A. and Opsenica, Igor and Pavić, Aleksandar",
year = "2022",
abstract = "Candida albicans remains the main causal agent of candidiasis, the most common fungal infection with disturbingly high mortality rates worldwide. The limited diversity and efficacy of clinical antifungal drugs, exacerbated by emerging drug resistance, have resulted in the failure of current antifungal therapies. This imposes an urgent demand for the development of innovative strategies for effective eradication of candidal infections. While the existing clinical drugs display fungicidal or fungistatic activity, the strategy specifically targeting C. albicans filamentation, as the most important virulence trait, represents an attractive approach for overcoming the drawbacks related to clinical antifungals. The results acquired in this study revealed the significant potential of 5-aminotetrazoles as a new class of effective and safe anti-virulence agents. Moreover, these novel agents were active when applied both alone and in combination with clinically approved polyenes. Complete prevention of C. albicans morphogenetic yeast-to-hyphae transition was achieved at doses as low as 1.3 μM under conditions mimicking various filamentation-responsive stimuli in the human body, while no cardio- or hepatotoxicity was observed at doses as high as 200 μM. The treatment of C. albicans-infected zebrafish embryos with nystatin alone had low efficacy, while the combination of nystatin and selected 5-aminotetrazoles prevented fungal filamentation, successfully eliminating the infection and rescuing the infected embryos from lethal disseminated candidiasis. In addition, the most potent anti-virulence 5-aminotetrazole prevented C. albicans in developing the resistance to nystatin when applied in combination, keeping the fungus sensitive to the antifungal drug.",
publisher = "Elsevier",
journal = "European Journal of Medicinal Chemistry",
title = "Unraveling the anti-virulence potential and antifungal efficacy of 5-aminotetrazoles using the zebrafish model of disseminated candidiasis",
volume = "230",
pages = "114137",
doi = "10.1016/j.ejmech.2022.114137"
}
Radaković, N., Nikolić, A., Terzić-Jovanović, N., Stojković, P., Stanković, N., Šolaja, B. A., Opsenica, I.,& Pavić, A.. (2022). Unraveling the anti-virulence potential and antifungal efficacy of 5-aminotetrazoles using the zebrafish model of disseminated candidiasis. in European Journal of Medicinal Chemistry
Elsevier., 230, 114137.
https://doi.org/10.1016/j.ejmech.2022.114137
Radaković N, Nikolić A, Terzić-Jovanović N, Stojković P, Stanković N, Šolaja BA, Opsenica I, Pavić A. Unraveling the anti-virulence potential and antifungal efficacy of 5-aminotetrazoles using the zebrafish model of disseminated candidiasis. in European Journal of Medicinal Chemistry. 2022;230:114137.
doi:10.1016/j.ejmech.2022.114137 .
Radaković, Nataša, Nikolić, Andrea, Terzić-Jovanović, Nataša, Stojković, Pavle, Stanković, Nada, Šolaja, Bogdan A., Opsenica, Igor, Pavić, Aleksandar, "Unraveling the anti-virulence potential and antifungal efficacy of 5-aminotetrazoles using the zebrafish model of disseminated candidiasis" in European Journal of Medicinal Chemistry, 230 (2022):114137,
https://doi.org/10.1016/j.ejmech.2022.114137 . .
2
4
4
2

Supplementary data for article: Radakovic, N.; Nikolić, A.; Jovanović, N. T.; Stojković, P.; Stankovic, N.; Šolaja, B.; Opsenica, I.; Pavic, A. Unraveling the Anti-Virulence Potential and Antifungal Efficacy of 5-Aminotetrazoles Using the Zebrafish Model of Disseminated Candidiasis. European Journal of Medicinal Chemistry 2022, 230, 114137. https://doi.org/10.1016/j.ejmech.2022.114137.

Radaković, Nataša; Nikolić, Andrea; Terzić-Jovanović, Nataša; Stojković, Pavle; Stanković, Nada; Šolaja, Bogdan A.; Opsenica, Igor; Pavić, Aleksandar

(Elsevier, 2022)

TY  - DATA
AU  - Radaković, Nataša
AU  - Nikolić, Andrea
AU  - Terzić-Jovanović, Nataša
AU  - Stojković, Pavle
AU  - Stanković, Nada
AU  - Šolaja, Bogdan A.
AU  - Opsenica, Igor
AU  - Pavić, Aleksandar
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/4878
PB  - Elsevier
T2  - European Journal of Medicinal Chemistry
T1  - Supplementary data for article: Radakovic, N.; Nikolić, A.; Jovanović, N. T.; Stojković, P.; Stankovic, N.; Šolaja, B.; Opsenica, I.; Pavic, A. Unraveling the Anti-Virulence Potential and Antifungal Efficacy of 5-Aminotetrazoles Using the Zebrafish Model of Disseminated Candidiasis. European Journal of Medicinal Chemistry 2022, 230, 114137. https://doi.org/10.1016/j.ejmech.2022.114137.
UR  - https://hdl.handle.net/21.15107/rcub_cherry_4878
ER  - 
@misc{
author = "Radaković, Nataša and Nikolić, Andrea and Terzić-Jovanović, Nataša and Stojković, Pavle and Stanković, Nada and Šolaja, Bogdan A. and Opsenica, Igor and Pavić, Aleksandar",
year = "2022",
publisher = "Elsevier",
journal = "European Journal of Medicinal Chemistry",
title = "Supplementary data for article: Radakovic, N.; Nikolić, A.; Jovanović, N. T.; Stojković, P.; Stankovic, N.; Šolaja, B.; Opsenica, I.; Pavic, A. Unraveling the Anti-Virulence Potential and Antifungal Efficacy of 5-Aminotetrazoles Using the Zebrafish Model of Disseminated Candidiasis. European Journal of Medicinal Chemistry 2022, 230, 114137. https://doi.org/10.1016/j.ejmech.2022.114137.",
url = "https://hdl.handle.net/21.15107/rcub_cherry_4878"
}
Radaković, N., Nikolić, A., Terzić-Jovanović, N., Stojković, P., Stanković, N., Šolaja, B. A., Opsenica, I.,& Pavić, A.. (2022). Supplementary data for article: Radakovic, N.; Nikolić, A.; Jovanović, N. T.; Stojković, P.; Stankovic, N.; Šolaja, B.; Opsenica, I.; Pavic, A. Unraveling the Anti-Virulence Potential and Antifungal Efficacy of 5-Aminotetrazoles Using the Zebrafish Model of Disseminated Candidiasis. European Journal of Medicinal Chemistry 2022, 230, 114137. https://doi.org/10.1016/j.ejmech.2022.114137.. in European Journal of Medicinal Chemistry
Elsevier..
https://hdl.handle.net/21.15107/rcub_cherry_4878
Radaković N, Nikolić A, Terzić-Jovanović N, Stojković P, Stanković N, Šolaja BA, Opsenica I, Pavić A. Supplementary data for article: Radakovic, N.; Nikolić, A.; Jovanović, N. T.; Stojković, P.; Stankovic, N.; Šolaja, B.; Opsenica, I.; Pavic, A. Unraveling the Anti-Virulence Potential and Antifungal Efficacy of 5-Aminotetrazoles Using the Zebrafish Model of Disseminated Candidiasis. European Journal of Medicinal Chemistry 2022, 230, 114137. https://doi.org/10.1016/j.ejmech.2022.114137.. in European Journal of Medicinal Chemistry. 2022;.
https://hdl.handle.net/21.15107/rcub_cherry_4878 .
Radaković, Nataša, Nikolić, Andrea, Terzić-Jovanović, Nataša, Stojković, Pavle, Stanković, Nada, Šolaja, Bogdan A., Opsenica, Igor, Pavić, Aleksandar, "Supplementary data for article: Radakovic, N.; Nikolić, A.; Jovanović, N. T.; Stojković, P.; Stankovic, N.; Šolaja, B.; Opsenica, I.; Pavic, A. Unraveling the Anti-Virulence Potential and Antifungal Efficacy of 5-Aminotetrazoles Using the Zebrafish Model of Disseminated Candidiasis. European Journal of Medicinal Chemistry 2022, 230, 114137. https://doi.org/10.1016/j.ejmech.2022.114137." in European Journal of Medicinal Chemistry (2022),
https://hdl.handle.net/21.15107/rcub_cherry_4878 .

Iron salt-promoted oxidation of steroidal phenols by m -chloroperbenzoic acid: a route to possible antitumor agents

Kop, Tatjana J.; Terzić-Jovanović, Nataša; Žižak, Željko; Šolaja, Bogdan A.; Milić, Dragana R.

(Royal Society of Chemistry, 2022)

TY  - JOUR
AU  - Kop, Tatjana J.
AU  - Terzić-Jovanović, Nataša
AU  - Žižak, Željko
AU  - Šolaja, Bogdan A.
AU  - Milić, Dragana R.
PY  - 2022
UR  - https://pubs.rsc.org/en/content/articlelanding/2022/ra/d2ra03717c
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5523
AB  - Iron salt-promoted reaction of estrone and its derivatives with              meta              -chloroperoxybenzoic acid was developed and epoxyquinols were further transformed. Most compounds showed              in vitro              antiproliferative activity.                      ,                           A new oxidant, containing              m              -chloroperoxybenzoic acid (MCPBA) and an iron salt, was developed and used for oxidation of steroidal phenols to a quinol/epoxyquinol mixture. Reaction was optimized for estrone, by varying initiators (Fe-salts), reaction temperature, time and mode of MCPBA application. A series of five more substrates (17β-estradiol and its hydrophobized derivatives) was subjected to the optimized oxidation, providing corresponding              p              -quinols and 4β,5β-epoxyquinols in good to moderate yields. The obtained epoxyquinols were additionally transformed by oxidation, as well as the acid-catalyzed oxirane opening. In a preliminary study of the antiproliferative activity against human cancer cell lines, all newly synthesized compounds expressed moderate to high activity.
PB  - Royal Society of Chemistry
T2  - RSC AdvancesRSC Adv.
T1  - Iron salt-promoted oxidation of steroidal phenols by m -chloroperbenzoic acid: a route to possible antitumor agents
VL  - 12
IS  - 32
SP  - 20649
EP  - 20655
DO  - 10.1039/D2RA03717C
ER  - 
@article{
author = "Kop, Tatjana J. and Terzić-Jovanović, Nataša and Žižak, Željko and Šolaja, Bogdan A. and Milić, Dragana R.",
year = "2022",
abstract = "Iron salt-promoted reaction of estrone and its derivatives with              meta              -chloroperoxybenzoic acid was developed and epoxyquinols were further transformed. Most compounds showed              in vitro              antiproliferative activity.                      ,                           A new oxidant, containing              m              -chloroperoxybenzoic acid (MCPBA) and an iron salt, was developed and used for oxidation of steroidal phenols to a quinol/epoxyquinol mixture. Reaction was optimized for estrone, by varying initiators (Fe-salts), reaction temperature, time and mode of MCPBA application. A series of five more substrates (17β-estradiol and its hydrophobized derivatives) was subjected to the optimized oxidation, providing corresponding              p              -quinols and 4β,5β-epoxyquinols in good to moderate yields. The obtained epoxyquinols were additionally transformed by oxidation, as well as the acid-catalyzed oxirane opening. In a preliminary study of the antiproliferative activity against human cancer cell lines, all newly synthesized compounds expressed moderate to high activity.",
publisher = "Royal Society of Chemistry",
journal = "RSC AdvancesRSC Adv.",
title = "Iron salt-promoted oxidation of steroidal phenols by m -chloroperbenzoic acid: a route to possible antitumor agents",
volume = "12",
number = "32",
pages = "20649-20655",
doi = "10.1039/D2RA03717C"
}
Kop, T. J., Terzić-Jovanović, N., Žižak, Ž., Šolaja, B. A.,& Milić, D. R.. (2022). Iron salt-promoted oxidation of steroidal phenols by m -chloroperbenzoic acid: a route to possible antitumor agents. in RSC AdvancesRSC Adv.
Royal Society of Chemistry., 12(32), 20649-20655.
https://doi.org/10.1039/D2RA03717C
Kop TJ, Terzić-Jovanović N, Žižak Ž, Šolaja BA, Milić DR. Iron salt-promoted oxidation of steroidal phenols by m -chloroperbenzoic acid: a route to possible antitumor agents. in RSC AdvancesRSC Adv.. 2022;12(32):20649-20655.
doi:10.1039/D2RA03717C .
Kop, Tatjana J., Terzić-Jovanović, Nataša, Žižak, Željko, Šolaja, Bogdan A., Milić, Dragana R., "Iron salt-promoted oxidation of steroidal phenols by m -chloroperbenzoic acid: a route to possible antitumor agents" in RSC AdvancesRSC Adv., 12, no. 32 (2022):20649-20655,
https://doi.org/10.1039/D2RA03717C . .

Palladium on carbon in PEG-400/cyclohexane: Recoverable and recyclable catalytic system for efficient decarbonylation of aldehydes: Scientific paper

Terzić-Jovanović, Nataša; Ajdačić, Vladimir

(2022)

TY  - JOUR
AU  - Terzić-Jovanović, Nataša
AU  - Ajdačić, Vladimir
PY  - 2022
UR  - https://www.shd-pub.org.rs/index.php/JSCS/article/view/11599
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5982
AB  - A simple methodology for the decarbonylation of aldehydes catal­ysed by commercially available palladium on carbon in a green two-solvent system is reported. Various aromatic, aliphatic and heteroaromatic aldehydes were transformed to the corresponding decarbonylated products in good yields. Pro­duct isolation from the reaction mixture is simple in practice, and the cat­alyst can be reused three times.
T2  - Journal of the Serbian Chemical Society
T1  - Palladium on carbon in PEG-400/cyclohexane: Recoverable and recyclable catalytic system for efficient decarbonylation of aldehydes: Scientific paper
VL  - 87
IS  - 6
SP  - 669
EP  - 675
DO  - 10.2298/JSC220128024T
ER  - 
@article{
author = "Terzić-Jovanović, Nataša and Ajdačić, Vladimir",
year = "2022",
abstract = "A simple methodology for the decarbonylation of aldehydes catal­ysed by commercially available palladium on carbon in a green two-solvent system is reported. Various aromatic, aliphatic and heteroaromatic aldehydes were transformed to the corresponding decarbonylated products in good yields. Pro­duct isolation from the reaction mixture is simple in practice, and the cat­alyst can be reused three times.",
journal = "Journal of the Serbian Chemical Society",
title = "Palladium on carbon in PEG-400/cyclohexane: Recoverable and recyclable catalytic system for efficient decarbonylation of aldehydes: Scientific paper",
volume = "87",
number = "6",
pages = "669-675",
doi = "10.2298/JSC220128024T"
}
Terzić-Jovanović, N.,& Ajdačić, V.. (2022). Palladium on carbon in PEG-400/cyclohexane: Recoverable and recyclable catalytic system for efficient decarbonylation of aldehydes: Scientific paper. in Journal of the Serbian Chemical Society, 87(6), 669-675.
https://doi.org/10.2298/JSC220128024T
Terzić-Jovanović N, Ajdačić V. Palladium on carbon in PEG-400/cyclohexane: Recoverable and recyclable catalytic system for efficient decarbonylation of aldehydes: Scientific paper. in Journal of the Serbian Chemical Society. 2022;87(6):669-675.
doi:10.2298/JSC220128024T .
Terzić-Jovanović, Nataša, Ajdačić, Vladimir, "Palladium on carbon in PEG-400/cyclohexane: Recoverable and recyclable catalytic system for efficient decarbonylation of aldehydes: Scientific paper" in Journal of the Serbian Chemical Society, 87, no. 6 (2022):669-675,
https://doi.org/10.2298/JSC220128024T . .
1

Aminoquinolines afford resistance to cerebral malaria in susceptible mice

Srbljanović, Jelena; Bobić, Branko; Štajner, Tijana; Uzelac, Aleksandra; Opsenica, Igor; Terzić-Jovanović, Nataša; Bauman, Neda; Šolaja, Bogdan A.; Đurković-Đaković, Olgica

(Elsevier, 2020)

TY  - JOUR
AU  - Srbljanović, Jelena
AU  - Bobić, Branko
AU  - Štajner, Tijana
AU  - Uzelac, Aleksandra
AU  - Opsenica, Igor
AU  - Terzić-Jovanović, Nataša
AU  - Bauman, Neda
AU  - Šolaja, Bogdan A.
AU  - Đurković-Đaković, Olgica
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4054
AB  - ObjectivesMalaria treatment is impeded by increasing resistance to conventional antimalarial drugs. Here we explored the activity of ten novel benzothiophene, thiophene and benzene aminoquinolines.MethodsIn vitro testing was performed by the lactate dehydrogenase assay in chloroquine (CQ)-sensitive Plasmodium falciparum strain 3D7 and CQ-resistant (CQR) P. falciparum strain Dd2. In vivo activity was evaluated by a modified Thompson test using C57BL/6 mice infected with Plasmodium berghei ANKA strain.ResultsNine of the ten compounds had a lower 50% inhibitory concentration (IC50) than CQ against the CQR strain Dd2. Five of these compounds that were available for in vivo evaluation were shown to be non-toxic. All five compounds administered at a dose of 160mg/kg/day for 3 days prolonged the survival of treated compared with untreated mice. Untreated control mice died by Day 7 with a mean parasitaemia of 15%. Among treated mice, a dichotomous outcome was observed, with a two-third majority of treated mice dying by Day 17 with a low mean parasitaemia of 5%, whilst one-third survived longer with a mean hyperparasitaemia of 70%; specifically, five of these mice survived a mean of 25 days, whilst two even survived past Day 31.ConclusionsThe significant antimalarial potential of this aminoquinoline series is illustrated by its excellent in vitro activity against the CQR P. falciparum strain and significant in vivo activity. Interestingly, compounds ClAQ7, ClAQ9 and ClAQ11 were able to confer resistance to cerebral malaria and afford a switch to hyperparasitaemia to mice prone to the neurological syndrome.
PB  - Elsevier
T2  - Journal of Global Antimicrobial Resistance
T2  - Journal of Global Antimicrobial Resistance
T1  - Aminoquinolines afford resistance to cerebral malaria in susceptible mice
VL  - 23
SP  - 20
EP  - 25
DO  - 10.1016/j.jgar.2020.07.027
ER  - 
@article{
author = "Srbljanović, Jelena and Bobić, Branko and Štajner, Tijana and Uzelac, Aleksandra and Opsenica, Igor and Terzić-Jovanović, Nataša and Bauman, Neda and Šolaja, Bogdan A. and Đurković-Đaković, Olgica",
year = "2020",
abstract = "ObjectivesMalaria treatment is impeded by increasing resistance to conventional antimalarial drugs. Here we explored the activity of ten novel benzothiophene, thiophene and benzene aminoquinolines.MethodsIn vitro testing was performed by the lactate dehydrogenase assay in chloroquine (CQ)-sensitive Plasmodium falciparum strain 3D7 and CQ-resistant (CQR) P. falciparum strain Dd2. In vivo activity was evaluated by a modified Thompson test using C57BL/6 mice infected with Plasmodium berghei ANKA strain.ResultsNine of the ten compounds had a lower 50% inhibitory concentration (IC50) than CQ against the CQR strain Dd2. Five of these compounds that were available for in vivo evaluation were shown to be non-toxic. All five compounds administered at a dose of 160mg/kg/day for 3 days prolonged the survival of treated compared with untreated mice. Untreated control mice died by Day 7 with a mean parasitaemia of 15%. Among treated mice, a dichotomous outcome was observed, with a two-third majority of treated mice dying by Day 17 with a low mean parasitaemia of 5%, whilst one-third survived longer with a mean hyperparasitaemia of 70%; specifically, five of these mice survived a mean of 25 days, whilst two even survived past Day 31.ConclusionsThe significant antimalarial potential of this aminoquinoline series is illustrated by its excellent in vitro activity against the CQR P. falciparum strain and significant in vivo activity. Interestingly, compounds ClAQ7, ClAQ9 and ClAQ11 were able to confer resistance to cerebral malaria and afford a switch to hyperparasitaemia to mice prone to the neurological syndrome.",
publisher = "Elsevier",
journal = "Journal of Global Antimicrobial Resistance, Journal of Global Antimicrobial Resistance",
title = "Aminoquinolines afford resistance to cerebral malaria in susceptible mice",
volume = "23",
pages = "20-25",
doi = "10.1016/j.jgar.2020.07.027"
}
Srbljanović, J., Bobić, B., Štajner, T., Uzelac, A., Opsenica, I., Terzić-Jovanović, N., Bauman, N., Šolaja, B. A.,& Đurković-Đaković, O.. (2020). Aminoquinolines afford resistance to cerebral malaria in susceptible mice. in Journal of Global Antimicrobial Resistance
Elsevier., 23, 20-25.
https://doi.org/10.1016/j.jgar.2020.07.027
Srbljanović J, Bobić B, Štajner T, Uzelac A, Opsenica I, Terzić-Jovanović N, Bauman N, Šolaja BA, Đurković-Đaković O. Aminoquinolines afford resistance to cerebral malaria in susceptible mice. in Journal of Global Antimicrobial Resistance. 2020;23:20-25.
doi:10.1016/j.jgar.2020.07.027 .
Srbljanović, Jelena, Bobić, Branko, Štajner, Tijana, Uzelac, Aleksandra, Opsenica, Igor, Terzić-Jovanović, Nataša, Bauman, Neda, Šolaja, Bogdan A., Đurković-Đaković, Olgica, "Aminoquinolines afford resistance to cerebral malaria in susceptible mice" in Journal of Global Antimicrobial Resistance, 23 (2020):20-25,
https://doi.org/10.1016/j.jgar.2020.07.027 . .
3
1
3
1

Supplementary data for the article: Konstantinović, J.; Kiris, E.; Kota, K. P.; Kugelman-Tonos, J.; Videnović, M.; Cazares, L. H.; Terzić Jovanović, N.; Verbić, T. Ž.; Andjelković, B.; Duplantier, A. J.; et al. New Steroidal 4-Aminoquinolines Antagonize Botulinum Neurotoxin Serotype A in Mouse Embryonic Stem Cell Derived Motor Neurons in Postintoxication Model. Journal of Medicinal Chemistry 2018, 61 (4), 1595–1608. https://doi.org/10.1021/acs.jmedchem.7b01710

Konstantinović, Jelena M.; Kiris, Erkan; Kota, Krishna P.; Kugelman-Tonos, Johanny; Videnović, Milica; Cazares, Lisa H.; Terzić-Jovanović, Nataša; Verbić, Tatjana; Anđelković, Boban D.; Duplantier, Allen J.; Bavari, Sina; Šolaja, Bogdan A.

(Amer Chemical Soc, Washington, 2018)

TY  - DATA
AU  - Konstantinović, Jelena M.
AU  - Kiris, Erkan
AU  - Kota, Krishna P.
AU  - Kugelman-Tonos, Johanny
AU  - Videnović, Milica
AU  - Cazares, Lisa H.
AU  - Terzić-Jovanović, Nataša
AU  - Verbić, Tatjana
AU  - Anđelković, Boban D.
AU  - Duplantier, Allen J.
AU  - Bavari, Sina
AU  - Šolaja, Bogdan A.
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3039
PB  - Amer Chemical Soc, Washington
T2  - Journal of Medicinal Chemistry
T1  - Supplementary data for the article: Konstantinović, J.; Kiris, E.; Kota, K. P.; Kugelman-Tonos, J.; Videnović, M.; Cazares, L. H.; Terzić Jovanović, N.; Verbić, T. Ž.; Andjelković, B.; Duplantier, A. J.; et al. New Steroidal 4-Aminoquinolines Antagonize Botulinum Neurotoxin Serotype A in Mouse Embryonic Stem Cell Derived Motor Neurons in Postintoxication Model. Journal of Medicinal Chemistry 2018, 61 (4), 1595–1608. https://doi.org/10.1021/acs.jmedchem.7b01710
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3039
ER  - 
@misc{
author = "Konstantinović, Jelena M. and Kiris, Erkan and Kota, Krishna P. and Kugelman-Tonos, Johanny and Videnović, Milica and Cazares, Lisa H. and Terzić-Jovanović, Nataša and Verbić, Tatjana and Anđelković, Boban D. and Duplantier, Allen J. and Bavari, Sina and Šolaja, Bogdan A.",
year = "2018",
publisher = "Amer Chemical Soc, Washington",
journal = "Journal of Medicinal Chemistry",
title = "Supplementary data for the article: Konstantinović, J.; Kiris, E.; Kota, K. P.; Kugelman-Tonos, J.; Videnović, M.; Cazares, L. H.; Terzić Jovanović, N.; Verbić, T. Ž.; Andjelković, B.; Duplantier, A. J.; et al. New Steroidal 4-Aminoquinolines Antagonize Botulinum Neurotoxin Serotype A in Mouse Embryonic Stem Cell Derived Motor Neurons in Postintoxication Model. Journal of Medicinal Chemistry 2018, 61 (4), 1595–1608. https://doi.org/10.1021/acs.jmedchem.7b01710",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3039"
}
Konstantinović, J. M., Kiris, E., Kota, K. P., Kugelman-Tonos, J., Videnović, M., Cazares, L. H., Terzić-Jovanović, N., Verbić, T., Anđelković, B. D., Duplantier, A. J., Bavari, S.,& Šolaja, B. A.. (2018). Supplementary data for the article: Konstantinović, J.; Kiris, E.; Kota, K. P.; Kugelman-Tonos, J.; Videnović, M.; Cazares, L. H.; Terzić Jovanović, N.; Verbić, T. Ž.; Andjelković, B.; Duplantier, A. J.; et al. New Steroidal 4-Aminoquinolines Antagonize Botulinum Neurotoxin Serotype A in Mouse Embryonic Stem Cell Derived Motor Neurons in Postintoxication Model. Journal of Medicinal Chemistry 2018, 61 (4), 1595–1608. https://doi.org/10.1021/acs.jmedchem.7b01710. in Journal of Medicinal Chemistry
Amer Chemical Soc, Washington..
https://hdl.handle.net/21.15107/rcub_cherry_3039
Konstantinović JM, Kiris E, Kota KP, Kugelman-Tonos J, Videnović M, Cazares LH, Terzić-Jovanović N, Verbić T, Anđelković BD, Duplantier AJ, Bavari S, Šolaja BA. Supplementary data for the article: Konstantinović, J.; Kiris, E.; Kota, K. P.; Kugelman-Tonos, J.; Videnović, M.; Cazares, L. H.; Terzić Jovanović, N.; Verbić, T. Ž.; Andjelković, B.; Duplantier, A. J.; et al. New Steroidal 4-Aminoquinolines Antagonize Botulinum Neurotoxin Serotype A in Mouse Embryonic Stem Cell Derived Motor Neurons in Postintoxication Model. Journal of Medicinal Chemistry 2018, 61 (4), 1595–1608. https://doi.org/10.1021/acs.jmedchem.7b01710. in Journal of Medicinal Chemistry. 2018;.
https://hdl.handle.net/21.15107/rcub_cherry_3039 .
Konstantinović, Jelena M., Kiris, Erkan, Kota, Krishna P., Kugelman-Tonos, Johanny, Videnović, Milica, Cazares, Lisa H., Terzić-Jovanović, Nataša, Verbić, Tatjana, Anđelković, Boban D., Duplantier, Allen J., Bavari, Sina, Šolaja, Bogdan A., "Supplementary data for the article: Konstantinović, J.; Kiris, E.; Kota, K. P.; Kugelman-Tonos, J.; Videnović, M.; Cazares, L. H.; Terzić Jovanović, N.; Verbić, T. Ž.; Andjelković, B.; Duplantier, A. J.; et al. New Steroidal 4-Aminoquinolines Antagonize Botulinum Neurotoxin Serotype A in Mouse Embryonic Stem Cell Derived Motor Neurons in Postintoxication Model. Journal of Medicinal Chemistry 2018, 61 (4), 1595–1608. https://doi.org/10.1021/acs.jmedchem.7b01710" in Journal of Medicinal Chemistry (2018),
https://hdl.handle.net/21.15107/rcub_cherry_3039 .

Human serum albumin binding of certain antimalarials

Marković, Olivera S.; Cvijetić, Ilija; Zlatović, Mario; Opsenica, Igor; Konstantinović, Jelena M.; Terzić-Jovanović, Nataša; Šolaja, Bogdan A.; Verbić, Tatjana

(Pergamon-Elsevier Science Ltd, Oxford, 2018)

TY  - JOUR
AU  - Marković, Olivera S.
AU  - Cvijetić, Ilija
AU  - Zlatović, Mario
AU  - Opsenica, Igor
AU  - Konstantinović, Jelena M.
AU  - Terzić-Jovanović, Nataša
AU  - Šolaja, Bogdan A.
AU  - Verbić, Tatjana
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2085
AB  - Interactions between eight in-house synthesized aminoquinolines, along with well-known chloroquine, and human serum albumin (HSA) have been studied by fluorescence spectroscopy. The synthesized aminoquinolines, despite being structurally diverse, were found to be very potent antimalarials. Fluorescence measurements indicate that three compounds having additional thiophene or benzothiophene substructure bind more strongly to HSA than other studied compounds. Competitive binding experiments indicate that these three compounds bind significantly stronger to warfarin compared to diazepam binding site. Fluorescence quenching at three temperatures (20, 25, and 37 degrees C) was analyzed using classical Stern-Volmer equation, and a static quenching mechanism was proposed. The enthalpy and entropy changes upon sulphur-containing compound-HSA interactions were calculated using Van't Hoff equation. Positive values of enthalpy and entropy changes indicate that non-specific, hydrophobic interactions are the main contributors to HSA-compound interaction. Molecular docking and calculated lipophilicity descriptors indicate the same, pointing out that the increased lipophilicity of sulphur-containing compounds might be a reason for their better binding to HSA. Obtained results might contribute to design of novel derivatives with improved-pharmacokinetic properties and drug efficacy. (C) 2017 Elsevier B.V. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy
T1  - Human serum albumin binding of certain antimalarials
VL  - 192
SP  - 128
EP  - 139
DO  - 10.1016/j.saa.2017.10.061
ER  - 
@article{
author = "Marković, Olivera S. and Cvijetić, Ilija and Zlatović, Mario and Opsenica, Igor and Konstantinović, Jelena M. and Terzić-Jovanović, Nataša and Šolaja, Bogdan A. and Verbić, Tatjana",
year = "2018",
abstract = "Interactions between eight in-house synthesized aminoquinolines, along with well-known chloroquine, and human serum albumin (HSA) have been studied by fluorescence spectroscopy. The synthesized aminoquinolines, despite being structurally diverse, were found to be very potent antimalarials. Fluorescence measurements indicate that three compounds having additional thiophene or benzothiophene substructure bind more strongly to HSA than other studied compounds. Competitive binding experiments indicate that these three compounds bind significantly stronger to warfarin compared to diazepam binding site. Fluorescence quenching at three temperatures (20, 25, and 37 degrees C) was analyzed using classical Stern-Volmer equation, and a static quenching mechanism was proposed. The enthalpy and entropy changes upon sulphur-containing compound-HSA interactions were calculated using Van't Hoff equation. Positive values of enthalpy and entropy changes indicate that non-specific, hydrophobic interactions are the main contributors to HSA-compound interaction. Molecular docking and calculated lipophilicity descriptors indicate the same, pointing out that the increased lipophilicity of sulphur-containing compounds might be a reason for their better binding to HSA. Obtained results might contribute to design of novel derivatives with improved-pharmacokinetic properties and drug efficacy. (C) 2017 Elsevier B.V. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy",
title = "Human serum albumin binding of certain antimalarials",
volume = "192",
pages = "128-139",
doi = "10.1016/j.saa.2017.10.061"
}
Marković, O. S., Cvijetić, I., Zlatović, M., Opsenica, I., Konstantinović, J. M., Terzić-Jovanović, N., Šolaja, B. A.,& Verbić, T.. (2018). Human serum albumin binding of certain antimalarials. in Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy
Pergamon-Elsevier Science Ltd, Oxford., 192, 128-139.
https://doi.org/10.1016/j.saa.2017.10.061
Marković OS, Cvijetić I, Zlatović M, Opsenica I, Konstantinović JM, Terzić-Jovanović N, Šolaja BA, Verbić T. Human serum albumin binding of certain antimalarials. in Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy. 2018;192:128-139.
doi:10.1016/j.saa.2017.10.061 .
Marković, Olivera S., Cvijetić, Ilija, Zlatović, Mario, Opsenica, Igor, Konstantinović, Jelena M., Terzić-Jovanović, Nataša, Šolaja, Bogdan A., Verbić, Tatjana, "Human serum albumin binding of certain antimalarials" in Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy, 192 (2018):128-139,
https://doi.org/10.1016/j.saa.2017.10.061 . .
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21
20

Supplementary data for the article: Marković, O. S.; Cvijetić, I. N.; Zlatović, M. V.; Opsenica, I. M.; Konstantinović, J. M.; Terzić Jovanović, N. V.; Šolaja, B. A.; Verbić, T. Ž. Human Serum Albumin Binding of Certain Antimalarials. Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy 2018, 192, 128–139. https://doi.org/10.1016/j.saa.2017.10.061

Marković, Olivera S.; Cvijetić, Ilija; Zlatović, Mario; Opsenica, Igor; Konstantinović, Jelena M.; Terzić-Jovanović, Nataša; Šolaja, Bogdan A.; Verbić, Tatjana

(Pergamon-Elsevier Science Ltd, Oxford, 2018)

TY  - DATA
AU  - Marković, Olivera S.
AU  - Cvijetić, Ilija
AU  - Zlatović, Mario
AU  - Opsenica, Igor
AU  - Konstantinović, Jelena M.
AU  - Terzić-Jovanović, Nataša
AU  - Šolaja, Bogdan A.
AU  - Verbić, Tatjana
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2913
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy
T1  - Supplementary data for the article: Marković, O. S.; Cvijetić, I. N.; Zlatović, M. V.; Opsenica, I. M.; Konstantinović, J. M.; Terzić Jovanović, N. V.; Šolaja, B. A.; Verbić, T. Ž. Human Serum Albumin Binding of Certain Antimalarials. Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy 2018, 192, 128–139. https://doi.org/10.1016/j.saa.2017.10.061
UR  - https://hdl.handle.net/21.15107/rcub_cherry_2913
ER  - 
@misc{
author = "Marković, Olivera S. and Cvijetić, Ilija and Zlatović, Mario and Opsenica, Igor and Konstantinović, Jelena M. and Terzić-Jovanović, Nataša and Šolaja, Bogdan A. and Verbić, Tatjana",
year = "2018",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy",
title = "Supplementary data for the article: Marković, O. S.; Cvijetić, I. N.; Zlatović, M. V.; Opsenica, I. M.; Konstantinović, J. M.; Terzić Jovanović, N. V.; Šolaja, B. A.; Verbić, T. Ž. Human Serum Albumin Binding of Certain Antimalarials. Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy 2018, 192, 128–139. https://doi.org/10.1016/j.saa.2017.10.061",
url = "https://hdl.handle.net/21.15107/rcub_cherry_2913"
}
Marković, O. S., Cvijetić, I., Zlatović, M., Opsenica, I., Konstantinović, J. M., Terzić-Jovanović, N., Šolaja, B. A.,& Verbić, T.. (2018). Supplementary data for the article: Marković, O. S.; Cvijetić, I. N.; Zlatović, M. V.; Opsenica, I. M.; Konstantinović, J. M.; Terzić Jovanović, N. V.; Šolaja, B. A.; Verbić, T. Ž. Human Serum Albumin Binding of Certain Antimalarials. Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy 2018, 192, 128–139. https://doi.org/10.1016/j.saa.2017.10.061. in Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy
Pergamon-Elsevier Science Ltd, Oxford..
https://hdl.handle.net/21.15107/rcub_cherry_2913
Marković OS, Cvijetić I, Zlatović M, Opsenica I, Konstantinović JM, Terzić-Jovanović N, Šolaja BA, Verbić T. Supplementary data for the article: Marković, O. S.; Cvijetić, I. N.; Zlatović, M. V.; Opsenica, I. M.; Konstantinović, J. M.; Terzić Jovanović, N. V.; Šolaja, B. A.; Verbić, T. Ž. Human Serum Albumin Binding of Certain Antimalarials. Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy 2018, 192, 128–139. https://doi.org/10.1016/j.saa.2017.10.061. in Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy. 2018;.
https://hdl.handle.net/21.15107/rcub_cherry_2913 .
Marković, Olivera S., Cvijetić, Ilija, Zlatović, Mario, Opsenica, Igor, Konstantinović, Jelena M., Terzić-Jovanović, Nataša, Šolaja, Bogdan A., Verbić, Tatjana, "Supplementary data for the article: Marković, O. S.; Cvijetić, I. N.; Zlatović, M. V.; Opsenica, I. M.; Konstantinović, J. M.; Terzić Jovanović, N. V.; Šolaja, B. A.; Verbić, T. Ž. Human Serum Albumin Binding of Certain Antimalarials. Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy 2018, 192, 128–139. https://doi.org/10.1016/j.saa.2017.10.061" in Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy (2018),
https://hdl.handle.net/21.15107/rcub_cherry_2913 .

Novel Aminoquinoline Derivatives Significantly Reduce Parasite Load in Leishmania infantum Infected Mice

Konstantinović, Jelena M.; Videnović, Milica; Orsini, Stefania; Bogojević, Katarina; D'Alessandro, Sarah; Scaccabarozzi, Diletta; Terzić-Jovanović, Nataša; Gradoni, Luigi; Basilico, Nicoletta; Šolaja, Bogdan A.

(Amer Chemical Soc, Washington, 2018)

TY  - JOUR
AU  - Konstantinović, Jelena M.
AU  - Videnović, Milica
AU  - Orsini, Stefania
AU  - Bogojević, Katarina
AU  - D'Alessandro, Sarah
AU  - Scaccabarozzi, Diletta
AU  - Terzić-Jovanović, Nataša
AU  - Gradoni, Luigi
AU  - Basilico, Nicoletta
AU  - Šolaja, Bogdan A.
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2948
AB  - In this Letter, a detailed analysis of 30 4-aminoquinoline-based compounds with regard to their potential as antileishmanial drugs has been carried out. Ten compounds demonstrated IC50  lt  1 mu M against promastigote stages of L. infantum and L. tropica, and five compounds showed IC50  lt  1 mu M against intramacrophage L. infantum amastigotes. Two compounds showed dose-dependent enhancement of NO and ROS production by bone marrow-derived macrophages and remarkable reduction of parasite load in vivo, with advantage of being short-term and orally active. To the best of our knowledge, this is the first example of 4-amino-7-chloroquinoline derivatives active in Leishmania infantum infected mice.
PB  - Amer Chemical Soc, Washington
T2  - ACS Medicinal Chemistry Letters
T1  - Novel Aminoquinoline Derivatives Significantly Reduce Parasite Load in Leishmania infantum Infected Mice
VL  - 9
IS  - 7
SP  - 629
EP  - 634
DO  - 10.1021/acsmedchemlett.8b00053
ER  - 
@article{
author = "Konstantinović, Jelena M. and Videnović, Milica and Orsini, Stefania and Bogojević, Katarina and D'Alessandro, Sarah and Scaccabarozzi, Diletta and Terzić-Jovanović, Nataša and Gradoni, Luigi and Basilico, Nicoletta and Šolaja, Bogdan A.",
year = "2018",
abstract = "In this Letter, a detailed analysis of 30 4-aminoquinoline-based compounds with regard to their potential as antileishmanial drugs has been carried out. Ten compounds demonstrated IC50  lt  1 mu M against promastigote stages of L. infantum and L. tropica, and five compounds showed IC50  lt  1 mu M against intramacrophage L. infantum amastigotes. Two compounds showed dose-dependent enhancement of NO and ROS production by bone marrow-derived macrophages and remarkable reduction of parasite load in vivo, with advantage of being short-term and orally active. To the best of our knowledge, this is the first example of 4-amino-7-chloroquinoline derivatives active in Leishmania infantum infected mice.",
publisher = "Amer Chemical Soc, Washington",
journal = "ACS Medicinal Chemistry Letters",
title = "Novel Aminoquinoline Derivatives Significantly Reduce Parasite Load in Leishmania infantum Infected Mice",
volume = "9",
number = "7",
pages = "629-634",
doi = "10.1021/acsmedchemlett.8b00053"
}
Konstantinović, J. M., Videnović, M., Orsini, S., Bogojević, K., D'Alessandro, S., Scaccabarozzi, D., Terzić-Jovanović, N., Gradoni, L., Basilico, N.,& Šolaja, B. A.. (2018). Novel Aminoquinoline Derivatives Significantly Reduce Parasite Load in Leishmania infantum Infected Mice. in ACS Medicinal Chemistry Letters
Amer Chemical Soc, Washington., 9(7), 629-634.
https://doi.org/10.1021/acsmedchemlett.8b00053
Konstantinović JM, Videnović M, Orsini S, Bogojević K, D'Alessandro S, Scaccabarozzi D, Terzić-Jovanović N, Gradoni L, Basilico N, Šolaja BA. Novel Aminoquinoline Derivatives Significantly Reduce Parasite Load in Leishmania infantum Infected Mice. in ACS Medicinal Chemistry Letters. 2018;9(7):629-634.
doi:10.1021/acsmedchemlett.8b00053 .
Konstantinović, Jelena M., Videnović, Milica, Orsini, Stefania, Bogojević, Katarina, D'Alessandro, Sarah, Scaccabarozzi, Diletta, Terzić-Jovanović, Nataša, Gradoni, Luigi, Basilico, Nicoletta, Šolaja, Bogdan A., "Novel Aminoquinoline Derivatives Significantly Reduce Parasite Load in Leishmania infantum Infected Mice" in ACS Medicinal Chemistry Letters, 9, no. 7 (2018):629-634,
https://doi.org/10.1021/acsmedchemlett.8b00053 . .
1
10
6
10
8

Supplementary data for the article: Konstantinović, J.; Videnović, M.; Orsini, S.; Bogojević, K.; D’Alessandro, S.; Scaccabarozzi, D.; Terzić Jovanović, N.; Gradoni, L.; Basilico, N.; Šolaja, B. A. Novel Aminoquinoline Derivatives Significantly Reduce Parasite Load in Leishmania Infantum Infected Mice. ACS Medicinal Chemistry Letters 2018, 9 (7), 629–634. https://doi.org/10.1021/acsmedchemlett.8b00053

Konstantinović, Jelena M.; Videnović, Milica; Orsini, Stefania; Bogojević, Katarina; D'Alessandro, Sarah; Scaccabarozzi, Diletta; Terzić-Jovanović, Nataša; Gradoni, Luigi; Basilico, Nicoletta; Šolaja, Bogdan A.

(Amer Chemical Soc, Washington, 2018)

TY  - DATA
AU  - Konstantinović, Jelena M.
AU  - Videnović, Milica
AU  - Orsini, Stefania
AU  - Bogojević, Katarina
AU  - D'Alessandro, Sarah
AU  - Scaccabarozzi, Diletta
AU  - Terzić-Jovanović, Nataša
AU  - Gradoni, Luigi
AU  - Basilico, Nicoletta
AU  - Šolaja, Bogdan A.
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2949
PB  - Amer Chemical Soc, Washington
T2  - ACS Medicinal Chemistry Letters
T1  - Supplementary data for the article: Konstantinović, J.; Videnović, M.; Orsini, S.; Bogojević, K.; D’Alessandro, S.; Scaccabarozzi, D.; Terzić Jovanović, N.; Gradoni, L.; Basilico, N.; Šolaja, B. A. Novel Aminoquinoline Derivatives Significantly Reduce Parasite Load in Leishmania Infantum Infected Mice. ACS Medicinal Chemistry Letters 2018, 9 (7), 629–634. https://doi.org/10.1021/acsmedchemlett.8b00053
UR  - https://hdl.handle.net/21.15107/rcub_cherry_2949
ER  - 
@misc{
author = "Konstantinović, Jelena M. and Videnović, Milica and Orsini, Stefania and Bogojević, Katarina and D'Alessandro, Sarah and Scaccabarozzi, Diletta and Terzić-Jovanović, Nataša and Gradoni, Luigi and Basilico, Nicoletta and Šolaja, Bogdan A.",
year = "2018",
publisher = "Amer Chemical Soc, Washington",
journal = "ACS Medicinal Chemistry Letters",
title = "Supplementary data for the article: Konstantinović, J.; Videnović, M.; Orsini, S.; Bogojević, K.; D’Alessandro, S.; Scaccabarozzi, D.; Terzić Jovanović, N.; Gradoni, L.; Basilico, N.; Šolaja, B. A. Novel Aminoquinoline Derivatives Significantly Reduce Parasite Load in Leishmania Infantum Infected Mice. ACS Medicinal Chemistry Letters 2018, 9 (7), 629–634. https://doi.org/10.1021/acsmedchemlett.8b00053",
url = "https://hdl.handle.net/21.15107/rcub_cherry_2949"
}
Konstantinović, J. M., Videnović, M., Orsini, S., Bogojević, K., D'Alessandro, S., Scaccabarozzi, D., Terzić-Jovanović, N., Gradoni, L., Basilico, N.,& Šolaja, B. A.. (2018). Supplementary data for the article: Konstantinović, J.; Videnović, M.; Orsini, S.; Bogojević, K.; D’Alessandro, S.; Scaccabarozzi, D.; Terzić Jovanović, N.; Gradoni, L.; Basilico, N.; Šolaja, B. A. Novel Aminoquinoline Derivatives Significantly Reduce Parasite Load in Leishmania Infantum Infected Mice. ACS Medicinal Chemistry Letters 2018, 9 (7), 629–634. https://doi.org/10.1021/acsmedchemlett.8b00053. in ACS Medicinal Chemistry Letters
Amer Chemical Soc, Washington..
https://hdl.handle.net/21.15107/rcub_cherry_2949
Konstantinović JM, Videnović M, Orsini S, Bogojević K, D'Alessandro S, Scaccabarozzi D, Terzić-Jovanović N, Gradoni L, Basilico N, Šolaja BA. Supplementary data for the article: Konstantinović, J.; Videnović, M.; Orsini, S.; Bogojević, K.; D’Alessandro, S.; Scaccabarozzi, D.; Terzić Jovanović, N.; Gradoni, L.; Basilico, N.; Šolaja, B. A. Novel Aminoquinoline Derivatives Significantly Reduce Parasite Load in Leishmania Infantum Infected Mice. ACS Medicinal Chemistry Letters 2018, 9 (7), 629–634. https://doi.org/10.1021/acsmedchemlett.8b00053. in ACS Medicinal Chemistry Letters. 2018;.
https://hdl.handle.net/21.15107/rcub_cherry_2949 .
Konstantinović, Jelena M., Videnović, Milica, Orsini, Stefania, Bogojević, Katarina, D'Alessandro, Sarah, Scaccabarozzi, Diletta, Terzić-Jovanović, Nataša, Gradoni, Luigi, Basilico, Nicoletta, Šolaja, Bogdan A., "Supplementary data for the article: Konstantinović, J.; Videnović, M.; Orsini, S.; Bogojević, K.; D’Alessandro, S.; Scaccabarozzi, D.; Terzić Jovanović, N.; Gradoni, L.; Basilico, N.; Šolaja, B. A. Novel Aminoquinoline Derivatives Significantly Reduce Parasite Load in Leishmania Infantum Infected Mice. ACS Medicinal Chemistry Letters 2018, 9 (7), 629–634. https://doi.org/10.1021/acsmedchemlett.8b00053" in ACS Medicinal Chemistry Letters (2018),
https://hdl.handle.net/21.15107/rcub_cherry_2949 .

New Steroidal 4-Aminoquinolines Antagonize Botulinum Neurotoxin Serotype A in Mouse Embryonic Stem Cell Derived Motor Neurons in Postintoxication Model

Konstantinović, Jelena M.; Kiris, Erkan; Kota, Krishna P.; Kugelman-Tonos, Johanny; Videnović, Milica; Cazares, Lisa H.; Terzić-Jovanović, Nataša; Verbić, Tatjana; Anđelković, Boban D.; Duplantier, Allen J.; Bavari, Sina; Šolaja, Bogdan A.

(Amer Chemical Soc, Washington, 2018)

TY  - JOUR
AU  - Konstantinović, Jelena M.
AU  - Kiris, Erkan
AU  - Kota, Krishna P.
AU  - Kugelman-Tonos, Johanny
AU  - Videnović, Milica
AU  - Cazares, Lisa H.
AU  - Terzić-Jovanović, Nataša
AU  - Verbić, Tatjana
AU  - Anđelković, Boban D.
AU  - Duplantier, Allen J.
AU  - Bavari, Sina
AU  - Šolaja, Bogdan A.
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2099
AB  - The synthesis and inhibitory potencies against botulinum neurotoxin serotype A light chain (BoNT/A LC) using in vitro HPLC based enzymatic assay for various steroidal, benzothiophene, thiophene, and adamantane 4-aminoquinoline derivatives are described. In addition, the compounds were evaluated for the activity against BoNT/A holotoxin in mouse embryonic stem cell derived motor neurons. Steroidal derivative 16 showed remarkable protection (up to 89% of uncleaved SNAP-25) even when administered 30 min postintoxication. This appears to be the first example of LC inhibitors antagonizing BoNT intoxication in mouse embryonic stem cell derived motor neurons (mES-MNs) in a postexposure model. Oral administration of 16 was well tolerated in the mouse up to 600 mg/kg, q.d. Although adequate unbound drug levels were not achieved at this dose, the favorable in vitro ADMET results strongly support further work in this series.
PB  - Amer Chemical Soc, Washington
T2  - Journal of Medicinal Chemistry
T1  - New Steroidal 4-Aminoquinolines Antagonize Botulinum Neurotoxin Serotype A in Mouse Embryonic Stem Cell Derived Motor Neurons in Postintoxication Model
VL  - 61
IS  - 4
SP  - 1595
EP  - 1608
DO  - 10.1021/acs.jmedchem.7b01710
ER  - 
@article{
author = "Konstantinović, Jelena M. and Kiris, Erkan and Kota, Krishna P. and Kugelman-Tonos, Johanny and Videnović, Milica and Cazares, Lisa H. and Terzić-Jovanović, Nataša and Verbić, Tatjana and Anđelković, Boban D. and Duplantier, Allen J. and Bavari, Sina and Šolaja, Bogdan A.",
year = "2018",
abstract = "The synthesis and inhibitory potencies against botulinum neurotoxin serotype A light chain (BoNT/A LC) using in vitro HPLC based enzymatic assay for various steroidal, benzothiophene, thiophene, and adamantane 4-aminoquinoline derivatives are described. In addition, the compounds were evaluated for the activity against BoNT/A holotoxin in mouse embryonic stem cell derived motor neurons. Steroidal derivative 16 showed remarkable protection (up to 89% of uncleaved SNAP-25) even when administered 30 min postintoxication. This appears to be the first example of LC inhibitors antagonizing BoNT intoxication in mouse embryonic stem cell derived motor neurons (mES-MNs) in a postexposure model. Oral administration of 16 was well tolerated in the mouse up to 600 mg/kg, q.d. Although adequate unbound drug levels were not achieved at this dose, the favorable in vitro ADMET results strongly support further work in this series.",
publisher = "Amer Chemical Soc, Washington",
journal = "Journal of Medicinal Chemistry",
title = "New Steroidal 4-Aminoquinolines Antagonize Botulinum Neurotoxin Serotype A in Mouse Embryonic Stem Cell Derived Motor Neurons in Postintoxication Model",
volume = "61",
number = "4",
pages = "1595-1608",
doi = "10.1021/acs.jmedchem.7b01710"
}
Konstantinović, J. M., Kiris, E., Kota, K. P., Kugelman-Tonos, J., Videnović, M., Cazares, L. H., Terzić-Jovanović, N., Verbić, T., Anđelković, B. D., Duplantier, A. J., Bavari, S.,& Šolaja, B. A.. (2018). New Steroidal 4-Aminoquinolines Antagonize Botulinum Neurotoxin Serotype A in Mouse Embryonic Stem Cell Derived Motor Neurons in Postintoxication Model. in Journal of Medicinal Chemistry
Amer Chemical Soc, Washington., 61(4), 1595-1608.
https://doi.org/10.1021/acs.jmedchem.7b01710
Konstantinović JM, Kiris E, Kota KP, Kugelman-Tonos J, Videnović M, Cazares LH, Terzić-Jovanović N, Verbić T, Anđelković BD, Duplantier AJ, Bavari S, Šolaja BA. New Steroidal 4-Aminoquinolines Antagonize Botulinum Neurotoxin Serotype A in Mouse Embryonic Stem Cell Derived Motor Neurons in Postintoxication Model. in Journal of Medicinal Chemistry. 2018;61(4):1595-1608.
doi:10.1021/acs.jmedchem.7b01710 .
Konstantinović, Jelena M., Kiris, Erkan, Kota, Krishna P., Kugelman-Tonos, Johanny, Videnović, Milica, Cazares, Lisa H., Terzić-Jovanović, Nataša, Verbić, Tatjana, Anđelković, Boban D., Duplantier, Allen J., Bavari, Sina, Šolaja, Bogdan A., "New Steroidal 4-Aminoquinolines Antagonize Botulinum Neurotoxin Serotype A in Mouse Embryonic Stem Cell Derived Motor Neurons in Postintoxication Model" in Journal of Medicinal Chemistry, 61, no. 4 (2018):1595-1608,
https://doi.org/10.1021/acs.jmedchem.7b01710 . .
7
4
7
6

Novel Aminoquinoline Derivatives Significantly Reduce Parasite Load in Leishmania infantum Infected Mice

Konstantinović, Jelena M.; Videnović, Milica; Orsini, Stefania; Bogojević, Katarina; D'Alessandro, Sarah; Scaccabarozzi, Diletta; Terzić-Jovanović, Nataša; Gradoni, Luigi; Basilico, Nicoletta; Šolaja, Bogdan A.

(Amer Chemical Soc, Washington, 2018)

TY  - JOUR
AU  - Konstantinović, Jelena M.
AU  - Videnović, Milica
AU  - Orsini, Stefania
AU  - Bogojević, Katarina
AU  - D'Alessandro, Sarah
AU  - Scaccabarozzi, Diletta
AU  - Terzić-Jovanović, Nataša
AU  - Gradoni, Luigi
AU  - Basilico, Nicoletta
AU  - Šolaja, Bogdan A.
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2209
AB  - In this Letter, a detailed analysis of 30 4-aminoquinoline-based compounds with regard to their potential as antileishmanial drugs has been carried out. Ten compounds demonstrated IC50  lt  1 mu M against promastigote stages of L. infantum and L. tropica, and five compounds showed IC50  lt  1 mu M against intramacrophage L. infantum amastigotes. Two compounds showed dose-dependent enhancement of NO and ROS production by bone marrow-derived macrophages and remarkable reduction of parasite load in vivo, with advantage of being short-term and orally active. To the best of our knowledge, this is the first example of 4-amino-7-chloroquinoline derivatives active in Leishmania infantum infected mice.
PB  - Amer Chemical Soc, Washington
T2  - ACS Medicinal Chemistry Letters
T1  - Novel Aminoquinoline Derivatives Significantly Reduce Parasite Load in Leishmania infantum Infected Mice
VL  - 9
IS  - 7
SP  - 629
EP  - 634
DO  - 10.1021/acsmedchemlett.8b00053
ER  - 
@article{
author = "Konstantinović, Jelena M. and Videnović, Milica and Orsini, Stefania and Bogojević, Katarina and D'Alessandro, Sarah and Scaccabarozzi, Diletta and Terzić-Jovanović, Nataša and Gradoni, Luigi and Basilico, Nicoletta and Šolaja, Bogdan A.",
year = "2018",
abstract = "In this Letter, a detailed analysis of 30 4-aminoquinoline-based compounds with regard to their potential as antileishmanial drugs has been carried out. Ten compounds demonstrated IC50  lt  1 mu M against promastigote stages of L. infantum and L. tropica, and five compounds showed IC50  lt  1 mu M against intramacrophage L. infantum amastigotes. Two compounds showed dose-dependent enhancement of NO and ROS production by bone marrow-derived macrophages and remarkable reduction of parasite load in vivo, with advantage of being short-term and orally active. To the best of our knowledge, this is the first example of 4-amino-7-chloroquinoline derivatives active in Leishmania infantum infected mice.",
publisher = "Amer Chemical Soc, Washington",
journal = "ACS Medicinal Chemistry Letters",
title = "Novel Aminoquinoline Derivatives Significantly Reduce Parasite Load in Leishmania infantum Infected Mice",
volume = "9",
number = "7",
pages = "629-634",
doi = "10.1021/acsmedchemlett.8b00053"
}
Konstantinović, J. M., Videnović, M., Orsini, S., Bogojević, K., D'Alessandro, S., Scaccabarozzi, D., Terzić-Jovanović, N., Gradoni, L., Basilico, N.,& Šolaja, B. A.. (2018). Novel Aminoquinoline Derivatives Significantly Reduce Parasite Load in Leishmania infantum Infected Mice. in ACS Medicinal Chemistry Letters
Amer Chemical Soc, Washington., 9(7), 629-634.
https://doi.org/10.1021/acsmedchemlett.8b00053
Konstantinović JM, Videnović M, Orsini S, Bogojević K, D'Alessandro S, Scaccabarozzi D, Terzić-Jovanović N, Gradoni L, Basilico N, Šolaja BA. Novel Aminoquinoline Derivatives Significantly Reduce Parasite Load in Leishmania infantum Infected Mice. in ACS Medicinal Chemistry Letters. 2018;9(7):629-634.
doi:10.1021/acsmedchemlett.8b00053 .
Konstantinović, Jelena M., Videnović, Milica, Orsini, Stefania, Bogojević, Katarina, D'Alessandro, Sarah, Scaccabarozzi, Diletta, Terzić-Jovanović, Nataša, Gradoni, Luigi, Basilico, Nicoletta, Šolaja, Bogdan A., "Novel Aminoquinoline Derivatives Significantly Reduce Parasite Load in Leishmania infantum Infected Mice" in ACS Medicinal Chemistry Letters, 9, no. 7 (2018):629-634,
https://doi.org/10.1021/acsmedchemlett.8b00053 . .
1
10
6
10
8

Examination of the antimalarial potential of experimental aminoquinolines: poor in vitro effect does not preclude in vivo efficacy

Srbljanović, Jelena; Štajner, Tijana; Konstantinović, Jelena M.; Terzić-Jovanović, Nataša; Uzelac, Aleksandra; Bobić, Branko; Šolaja, Bogdan A.; Đurković-Đaković, Olgica

(Elsevier Science Bv, Amsterdam, 2017)

TY  - JOUR
AU  - Srbljanović, Jelena
AU  - Štajner, Tijana
AU  - Konstantinović, Jelena M.
AU  - Terzić-Jovanović, Nataša
AU  - Uzelac, Aleksandra
AU  - Bobić, Branko
AU  - Šolaja, Bogdan A.
AU  - Đurković-Đaković, Olgica
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3214
AB  - Malaria remains a major disease in the developing world and globally is the most important parasitic disease causing significant morbidity and mortality. Because of widespread resistance to conventional antimalarials, including chloroquine (CQ), new drugs are urgently needed. Here we report on the antimalarial efficacy, both in vitro and in vivo, of a series of aminoquinoline derivatives with adamantane or benzothiophene as a carrier. In vitro efficacy was evaluated by a lactate dehydrogenase (LDH) assay in cultures of a CQ-sensitive (3D7) and CQ-resistant (Dd2) strain of Plasmodium falcipanim. Of a series of 26 screened compounds, 12 that exerted a growth inhibition rate of  gt = 5% were further examined in vitro to determine the 50% inhibitory concentration (IC50) values. Nine compounds shown in preliminary experiments to be non-toxic in vivo were evaluated in C57BL/6 mice infected with Plasmodium herghei ANKA strain using a modified Thompson test. All nine compounds examined in vivo prolonged the survival of treated versus untreated mice, four of which afforded  gt = 60% survival. Most notably, two of these compounds, both with the adamantane carrier, afforded complete cure (100% survival and parasite clearance). Interestingly, one of these compounds had no in vitro effect against the CQ resistant P. falciparum strain. Better in vivo compared with in vitro results suggest a role for compound metabolites rather than the compounds themselves. The results presented here point to adamantane as a carrier that enhances the antimalarial potential of aminoquinolines.
PB  - Elsevier Science Bv, Amsterdam
T2  - International Journal of Antimicrobial Agents
T1  - Examination of the antimalarial potential of experimental aminoquinolines: poor in vitro effect does not preclude in vivo efficacy
VL  - 50
IS  - 3
SP  - 461
EP  - 466
DO  - 10.1016/j.ijantimicag.2017.06.002
ER  - 
@article{
author = "Srbljanović, Jelena and Štajner, Tijana and Konstantinović, Jelena M. and Terzić-Jovanović, Nataša and Uzelac, Aleksandra and Bobić, Branko and Šolaja, Bogdan A. and Đurković-Đaković, Olgica",
year = "2017",
abstract = "Malaria remains a major disease in the developing world and globally is the most important parasitic disease causing significant morbidity and mortality. Because of widespread resistance to conventional antimalarials, including chloroquine (CQ), new drugs are urgently needed. Here we report on the antimalarial efficacy, both in vitro and in vivo, of a series of aminoquinoline derivatives with adamantane or benzothiophene as a carrier. In vitro efficacy was evaluated by a lactate dehydrogenase (LDH) assay in cultures of a CQ-sensitive (3D7) and CQ-resistant (Dd2) strain of Plasmodium falcipanim. Of a series of 26 screened compounds, 12 that exerted a growth inhibition rate of  gt = 5% were further examined in vitro to determine the 50% inhibitory concentration (IC50) values. Nine compounds shown in preliminary experiments to be non-toxic in vivo were evaluated in C57BL/6 mice infected with Plasmodium herghei ANKA strain using a modified Thompson test. All nine compounds examined in vivo prolonged the survival of treated versus untreated mice, four of which afforded  gt = 60% survival. Most notably, two of these compounds, both with the adamantane carrier, afforded complete cure (100% survival and parasite clearance). Interestingly, one of these compounds had no in vitro effect against the CQ resistant P. falciparum strain. Better in vivo compared with in vitro results suggest a role for compound metabolites rather than the compounds themselves. The results presented here point to adamantane as a carrier that enhances the antimalarial potential of aminoquinolines.",
publisher = "Elsevier Science Bv, Amsterdam",
journal = "International Journal of Antimicrobial Agents",
title = "Examination of the antimalarial potential of experimental aminoquinolines: poor in vitro effect does not preclude in vivo efficacy",
volume = "50",
number = "3",
pages = "461-466",
doi = "10.1016/j.ijantimicag.2017.06.002"
}
Srbljanović, J., Štajner, T., Konstantinović, J. M., Terzić-Jovanović, N., Uzelac, A., Bobić, B., Šolaja, B. A.,& Đurković-Đaković, O.. (2017). Examination of the antimalarial potential of experimental aminoquinolines: poor in vitro effect does not preclude in vivo efficacy. in International Journal of Antimicrobial Agents
Elsevier Science Bv, Amsterdam., 50(3), 461-466.
https://doi.org/10.1016/j.ijantimicag.2017.06.002
Srbljanović J, Štajner T, Konstantinović JM, Terzić-Jovanović N, Uzelac A, Bobić B, Šolaja BA, Đurković-Đaković O. Examination of the antimalarial potential of experimental aminoquinolines: poor in vitro effect does not preclude in vivo efficacy. in International Journal of Antimicrobial Agents. 2017;50(3):461-466.
doi:10.1016/j.ijantimicag.2017.06.002 .
Srbljanović, Jelena, Štajner, Tijana, Konstantinović, Jelena M., Terzić-Jovanović, Nataša, Uzelac, Aleksandra, Bobić, Branko, Šolaja, Bogdan A., Đurković-Đaković, Olgica, "Examination of the antimalarial potential of experimental aminoquinolines: poor in vitro effect does not preclude in vivo efficacy" in International Journal of Antimicrobial Agents, 50, no. 3 (2017):461-466,
https://doi.org/10.1016/j.ijantimicag.2017.06.002 . .
1
2
3
3
2

Examination of the antimalarial potential of experimental aminoquinolines: poor in vitro effect does not preclude in vivo efficacy

Srbljanović, Jelena; Štajner, Tijana; Konstantinović, Jelena M.; Terzić-Jovanović, Nataša; Uzelac, Aleksandra; Bobić, Branko; Šolaja, Bogdan A.; Đurković-Đaković, Olgica

(Elsevier Science Bv, Amsterdam, 2017)

TY  - JOUR
AU  - Srbljanović, Jelena
AU  - Štajner, Tijana
AU  - Konstantinović, Jelena M.
AU  - Terzić-Jovanović, Nataša
AU  - Uzelac, Aleksandra
AU  - Bobić, Branko
AU  - Šolaja, Bogdan A.
AU  - Đurković-Đaković, Olgica
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2514
AB  - Malaria remains a major disease in the developing world and globally is the most important parasitic disease causing significant morbidity and mortality. Because of widespread resistance to conventional antimalarials, including chloroquine (CQ), new drugs are urgently needed. Here we report on the antimalarial efficacy, both in vitro and in vivo, of a series of aminoquinoline derivatives with adamantane or benzothiophene as a carrier. In vitro efficacy was evaluated by a lactate dehydrogenase (LDH) assay in cultures of a CQ-sensitive (3D7) and CQ-resistant (Dd2) strain of Plasmodium falcipanim. Of a series of 26 screened compounds, 12 that exerted a growth inhibition rate of  gt = 5% were further examined in vitro to determine the 50% inhibitory concentration (IC50) values. Nine compounds shown in preliminary experiments to be non-toxic in vivo were evaluated in C57BL/6 mice infected with Plasmodium herghei ANKA strain using a modified Thompson test. All nine compounds examined in vivo prolonged the survival of treated versus untreated mice, four of which afforded  gt = 60% survival. Most notably, two of these compounds, both with the adamantane carrier, afforded complete cure (100% survival and parasite clearance). Interestingly, one of these compounds had no in vitro effect against the CQ resistant P. falciparum strain. Better in vivo compared with in vitro results suggest a role for compound metabolites rather than the compounds themselves. The results presented here point to adamantane as a carrier that enhances the antimalarial potential of aminoquinolines.
PB  - Elsevier Science Bv, Amsterdam
T2  - International Journal of Antimicrobial Agents
T1  - Examination of the antimalarial potential of experimental aminoquinolines: poor in vitro effect does not preclude in vivo efficacy
VL  - 50
IS  - 3
SP  - 461
EP  - 466
DO  - 10.1016/j.ijantimicag.2017.06.002
ER  - 
@article{
author = "Srbljanović, Jelena and Štajner, Tijana and Konstantinović, Jelena M. and Terzić-Jovanović, Nataša and Uzelac, Aleksandra and Bobić, Branko and Šolaja, Bogdan A. and Đurković-Đaković, Olgica",
year = "2017",
abstract = "Malaria remains a major disease in the developing world and globally is the most important parasitic disease causing significant morbidity and mortality. Because of widespread resistance to conventional antimalarials, including chloroquine (CQ), new drugs are urgently needed. Here we report on the antimalarial efficacy, both in vitro and in vivo, of a series of aminoquinoline derivatives with adamantane or benzothiophene as a carrier. In vitro efficacy was evaluated by a lactate dehydrogenase (LDH) assay in cultures of a CQ-sensitive (3D7) and CQ-resistant (Dd2) strain of Plasmodium falcipanim. Of a series of 26 screened compounds, 12 that exerted a growth inhibition rate of  gt = 5% were further examined in vitro to determine the 50% inhibitory concentration (IC50) values. Nine compounds shown in preliminary experiments to be non-toxic in vivo were evaluated in C57BL/6 mice infected with Plasmodium herghei ANKA strain using a modified Thompson test. All nine compounds examined in vivo prolonged the survival of treated versus untreated mice, four of which afforded  gt = 60% survival. Most notably, two of these compounds, both with the adamantane carrier, afforded complete cure (100% survival and parasite clearance). Interestingly, one of these compounds had no in vitro effect against the CQ resistant P. falciparum strain. Better in vivo compared with in vitro results suggest a role for compound metabolites rather than the compounds themselves. The results presented here point to adamantane as a carrier that enhances the antimalarial potential of aminoquinolines.",
publisher = "Elsevier Science Bv, Amsterdam",
journal = "International Journal of Antimicrobial Agents",
title = "Examination of the antimalarial potential of experimental aminoquinolines: poor in vitro effect does not preclude in vivo efficacy",
volume = "50",
number = "3",
pages = "461-466",
doi = "10.1016/j.ijantimicag.2017.06.002"
}
Srbljanović, J., Štajner, T., Konstantinović, J. M., Terzić-Jovanović, N., Uzelac, A., Bobić, B., Šolaja, B. A.,& Đurković-Đaković, O.. (2017). Examination of the antimalarial potential of experimental aminoquinolines: poor in vitro effect does not preclude in vivo efficacy. in International Journal of Antimicrobial Agents
Elsevier Science Bv, Amsterdam., 50(3), 461-466.
https://doi.org/10.1016/j.ijantimicag.2017.06.002
Srbljanović J, Štajner T, Konstantinović JM, Terzić-Jovanović N, Uzelac A, Bobić B, Šolaja BA, Đurković-Đaković O. Examination of the antimalarial potential of experimental aminoquinolines: poor in vitro effect does not preclude in vivo efficacy. in International Journal of Antimicrobial Agents. 2017;50(3):461-466.
doi:10.1016/j.ijantimicag.2017.06.002 .
Srbljanović, Jelena, Štajner, Tijana, Konstantinović, Jelena M., Terzić-Jovanović, Nataša, Uzelac, Aleksandra, Bobić, Branko, Šolaja, Bogdan A., Đurković-Đaković, Olgica, "Examination of the antimalarial potential of experimental aminoquinolines: poor in vitro effect does not preclude in vivo efficacy" in International Journal of Antimicrobial Agents, 50, no. 3 (2017):461-466,
https://doi.org/10.1016/j.ijantimicag.2017.06.002 . .
1
2
3
3
2

Derivati diaminoalkiladamantana sa supstituisanim hinolinima kao inhibitori parazita Plasmodium falciparum i botulinum neurotoksina

Terzić-Jovanović, Nataša

(Универзитет у Београду, Хемијски факултет, 2017)

TY  - THES
AU  - Terzić-Jovanović, Nataša
PY  - 2017
UR  - http://eteze.bg.ac.rs/application/showtheses?thesesId=4958
UR  - https://fedorabg.bg.ac.rs/fedora/get/o:15580/bdef:Content/download
UR  - http://vbs.rs/scripts/cobiss?command=DISPLAY&base=70036&RID=48952591
UR  - http://nardus.mpn.gov.rs/123456789/8116
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2730
AB  - Rezime: Malarija je jedna od najrasprostranjenijih bolesti, koja preti približno polovinisvetske populacije i koja je u zemljama u razvoju glavni uzrok smrtnosti dece uzrasta do5 godina. Nagli razvoj rezistentnih formi parazita na postojeće antimalarike stvarapotrebu za razvojem novih lekova. Jedna od strategija za razvoj novih lekova, kojom sesmanjuju troškovi i skraćuje vreme potrebno za pronalazak novih aktivnih supstanci jehemijska modifikacaja postojećih hinolinskih antimalarika poznatog mehanizmadejstva.U okviru ove doktorske teze izvršena je sinteza serije aminohinolinskih derivatakod koje su adamantanski fragmenti preko amido-aminskih i diaminskih premostnihnizova povezani sa različito supstituisanim hinolinskim jezgrima. Određena jeantimalarijska aktivnost svih sintetisanih jedinjenja. Rezultati bioloških testova potvrdilisu antimalarijsku aktivnost, a dodatno je utvrđena i inhibitorna aktivnost pojedinihderivata prema botulinum neurotoksinu tipa A (BoNT/A LC).Botulinum neurotoksini (BoNTs) sa letalnom dozom (LC50) od 1-5 ng/kg telesnetežine su najsmrtonosniji otrovi poznati čoveku. Zbog svoje velike toksičnosti, lakoćeproizvodnje i transporta svrstavaju se od Centra za kontrolu i prevenciju bolesti SAD uA kategoriju agenasa sa najvećim rizikom za korišćenje u bioterorizmu. Nepostojanjeodobrenog farmakološkog pristupa za tretman intoksikacije, stvara veliku potrebu zarazvojem inhibitora BoNT.U toku rada dobijeni su sledeći rezultati:(i) Sintetisano je osam amido-adamantanskih aminohinolina (99a-d i 100a-d).Svi sintetisani amidni derivati poseduju nedovoljno dobru in vitro antimalarijskuaktivnost (IC50 = 6 - 1400 nM). Na osnovu indeksa rezistencije (IR) uočena je višaaktivnost amido-adamantanskih aminohinolina prema CQS soju (D6) u poređenju saCQR (W2) i multirezistentnim (TM91C235) sojem. Najaktivnije jedinjenje iz ove serije pokazuje in vitro aktivnost prema CQS soju D6, 100a: IC90(D6) = 157 nM osam putanižu od aktivnosti CQ (IC90(D6) = 20 nM)...
AB  - Malaria is one of the most devastating diseases which threatens half theworld's population and remains a major cause of mortality among children aged < 5years in developing countries. The wide-spread resistance of various strains to currentantimalarials potentiates the need for development of new drugs. One of the strategiesfor the development of new therapeutics, that reduces costs and shortens the timeneeded for the discovery of new active substances, is chemical modification ofquinoline-based drugs with known mechanism of action.Antimalarial and BoNT/ LC inhibitory activities of variously substituted 4-aminoquinolines coupled to adamantane carrier were described within this PhD thesis.Botulinum neurotoxins (BoNTs) are the most potent of known toxins (LC50 = 1-5 ng/kg). Due to ease of production, spreading and lethality BoNTs are listed ascategory A biothreat agens by the U.S. Centers for Disease Control and Prevention(CDC). The absence of an approved pharmacological approach for the treatment ofintoxication, creates an urgent need to develop inhibitors BoNT.The results are summarized as follows:(i) Eight derivatives with an amide functionality linking the 4,7-ACQ moietyto adamantane (99a-d and 100a-d) were synthesized. All synthesized compounds arepoorly active (IC50 = 6 - 1400 nM). Analysis of the resistance index (RI) showed thatcompounds are more active against D6 strain than against the CQ-resistant W2 andmultidrug resistant TM91C235 strain. The most active amide within the series is eighttimes less active (100a: IC90 (D6) = 157 nM) against the CQ- sensitive D6 strain thanCQ (IC90 (D6) = 20 nM).(ii) The series of ten aminoquinoline derivatives in which the adamantanefragment is connected to quinoline core through unbranched diamine linker wassynthesized (106a-d, 106i, 107a-107i and 107i). Eight out of ten synthetic derivatives exhibited better IC90 activity against CQ-sensitive D6 strain compared to CQ (1), sevenare more potent against multi-resistant C235 strain and one against MFQ-sensitive W2...strain than MFQ (14).
PB  - Универзитет у Београду, Хемијски факултет
T2  - Универзитет у Београду
T1  - Derivati diaminoalkiladamantana sa supstituisanim hinolinima kao inhibitori parazita Plasmodium falciparum i botulinum neurotoksina
UR  - https://hdl.handle.net/21.15107/rcub_nardus_8116
ER  - 
@phdthesis{
author = "Terzić-Jovanović, Nataša",
year = "2017",
abstract = "Rezime: Malarija je jedna od najrasprostranjenijih bolesti, koja preti približno polovinisvetske populacije i koja je u zemljama u razvoju glavni uzrok smrtnosti dece uzrasta do5 godina. Nagli razvoj rezistentnih formi parazita na postojeće antimalarike stvarapotrebu za razvojem novih lekova. Jedna od strategija za razvoj novih lekova, kojom sesmanjuju troškovi i skraćuje vreme potrebno za pronalazak novih aktivnih supstanci jehemijska modifikacaja postojećih hinolinskih antimalarika poznatog mehanizmadejstva.U okviru ove doktorske teze izvršena je sinteza serije aminohinolinskih derivatakod koje su adamantanski fragmenti preko amido-aminskih i diaminskih premostnihnizova povezani sa različito supstituisanim hinolinskim jezgrima. Određena jeantimalarijska aktivnost svih sintetisanih jedinjenja. Rezultati bioloških testova potvrdilisu antimalarijsku aktivnost, a dodatno je utvrđena i inhibitorna aktivnost pojedinihderivata prema botulinum neurotoksinu tipa A (BoNT/A LC).Botulinum neurotoksini (BoNTs) sa letalnom dozom (LC50) od 1-5 ng/kg telesnetežine su najsmrtonosniji otrovi poznati čoveku. Zbog svoje velike toksičnosti, lakoćeproizvodnje i transporta svrstavaju se od Centra za kontrolu i prevenciju bolesti SAD uA kategoriju agenasa sa najvećim rizikom za korišćenje u bioterorizmu. Nepostojanjeodobrenog farmakološkog pristupa za tretman intoksikacije, stvara veliku potrebu zarazvojem inhibitora BoNT.U toku rada dobijeni su sledeći rezultati:(i) Sintetisano je osam amido-adamantanskih aminohinolina (99a-d i 100a-d).Svi sintetisani amidni derivati poseduju nedovoljno dobru in vitro antimalarijskuaktivnost (IC50 = 6 - 1400 nM). Na osnovu indeksa rezistencije (IR) uočena je višaaktivnost amido-adamantanskih aminohinolina prema CQS soju (D6) u poređenju saCQR (W2) i multirezistentnim (TM91C235) sojem. Najaktivnije jedinjenje iz ove serije pokazuje in vitro aktivnost prema CQS soju D6, 100a: IC90(D6) = 157 nM osam putanižu od aktivnosti CQ (IC90(D6) = 20 nM)..., Malaria is one of the most devastating diseases which threatens half theworld's population and remains a major cause of mortality among children aged < 5years in developing countries. The wide-spread resistance of various strains to currentantimalarials potentiates the need for development of new drugs. One of the strategiesfor the development of new therapeutics, that reduces costs and shortens the timeneeded for the discovery of new active substances, is chemical modification ofquinoline-based drugs with known mechanism of action.Antimalarial and BoNT/ LC inhibitory activities of variously substituted 4-aminoquinolines coupled to adamantane carrier were described within this PhD thesis.Botulinum neurotoxins (BoNTs) are the most potent of known toxins (LC50 = 1-5 ng/kg). Due to ease of production, spreading and lethality BoNTs are listed ascategory A biothreat agens by the U.S. Centers for Disease Control and Prevention(CDC). The absence of an approved pharmacological approach for the treatment ofintoxication, creates an urgent need to develop inhibitors BoNT.The results are summarized as follows:(i) Eight derivatives with an amide functionality linking the 4,7-ACQ moietyto adamantane (99a-d and 100a-d) were synthesized. All synthesized compounds arepoorly active (IC50 = 6 - 1400 nM). Analysis of the resistance index (RI) showed thatcompounds are more active against D6 strain than against the CQ-resistant W2 andmultidrug resistant TM91C235 strain. The most active amide within the series is eighttimes less active (100a: IC90 (D6) = 157 nM) against the CQ- sensitive D6 strain thanCQ (IC90 (D6) = 20 nM).(ii) The series of ten aminoquinoline derivatives in which the adamantanefragment is connected to quinoline core through unbranched diamine linker wassynthesized (106a-d, 106i, 107a-107i and 107i). Eight out of ten synthetic derivatives exhibited better IC90 activity against CQ-sensitive D6 strain compared to CQ (1), sevenare more potent against multi-resistant C235 strain and one against MFQ-sensitive W2...strain than MFQ (14).",
publisher = "Универзитет у Београду, Хемијски факултет",
journal = "Универзитет у Београду",
title = "Derivati diaminoalkiladamantana sa supstituisanim hinolinima kao inhibitori parazita Plasmodium falciparum i botulinum neurotoksina",
url = "https://hdl.handle.net/21.15107/rcub_nardus_8116"
}
Terzić-Jovanović, N.. (2017). Derivati diaminoalkiladamantana sa supstituisanim hinolinima kao inhibitori parazita Plasmodium falciparum i botulinum neurotoksina. in Универзитет у Београду
Универзитет у Београду, Хемијски факултет..
https://hdl.handle.net/21.15107/rcub_nardus_8116
Terzić-Jovanović N. Derivati diaminoalkiladamantana sa supstituisanim hinolinima kao inhibitori parazita Plasmodium falciparum i botulinum neurotoksina. in Универзитет у Београду. 2017;.
https://hdl.handle.net/21.15107/rcub_nardus_8116 .
Terzić-Jovanović, Nataša, "Derivati diaminoalkiladamantana sa supstituisanim hinolinima kao inhibitori parazita Plasmodium falciparum i botulinum neurotoksina" in Универзитет у Београду (2017),
https://hdl.handle.net/21.15107/rcub_nardus_8116 .

Supplementary data for the article: Terzić, N.; Konstantinović, J.; Tot, M.; Burojević, J.; Djurković-Djaković, O.; Srbljanović, J.; Štajner, T.; Verbić, T.; Zlatović, M.; Machado, M.; et al. Reinvestigating Old Pharmacophores: Are 4-Aminoquinolines and Tetraoxanes Potential Two-Stage Antimalarials? Journal of Medicinal Chemistry 2016, 59 (1), 264–281. https://doi.org/10.1021/acs.jmedchem.5b01374

Terzić-Jovanović, Nataša; Konstantinović, Jelena M.; Tot, Mikloš; Burojević, Jovana; Đurković-Đaković, Olgica; Srbljanović, Jelena; Štajner, Tijana; Verbić, Tatjana; Zlatović, Mario; Machado, Marta; Albuquerque, Ines S.; Prudencio, Miguel; Sciotii, Richard J.; Pečić, Stevan; D'Alessandro, Sarah; Taramelli, Donatella; Šolaja, Bogdan A.

(Amer Chemical Soc, Washington, 2016)

TY  - DATA
AU  - Terzić-Jovanović, Nataša
AU  - Konstantinović, Jelena M.
AU  - Tot, Mikloš
AU  - Burojević, Jovana
AU  - Đurković-Đaković, Olgica
AU  - Srbljanović, Jelena
AU  - Štajner, Tijana
AU  - Verbić, Tatjana
AU  - Zlatović, Mario
AU  - Machado, Marta
AU  - Albuquerque, Ines S.
AU  - Prudencio, Miguel
AU  - Sciotii, Richard J.
AU  - Pečić, Stevan
AU  - D'Alessandro, Sarah
AU  - Taramelli, Donatella
AU  - Šolaja, Bogdan A.
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3606
PB  - Amer Chemical Soc, Washington
T2  - Journal of Medicinal Chemistry
T1  - Supplementary data for the article: Terzić, N.; Konstantinović, J.; Tot, M.; Burojević, J.; Djurković-Djaković, O.; Srbljanović, J.; Štajner, T.; Verbić, T.; Zlatović, M.; Machado, M.; et al. Reinvestigating Old Pharmacophores: Are 4-Aminoquinolines and Tetraoxanes Potential Two-Stage Antimalarials? Journal of Medicinal Chemistry 2016, 59 (1), 264–281. https://doi.org/10.1021/acs.jmedchem.5b01374
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3606
ER  - 
@misc{
author = "Terzić-Jovanović, Nataša and Konstantinović, Jelena M. and Tot, Mikloš and Burojević, Jovana and Đurković-Đaković, Olgica and Srbljanović, Jelena and Štajner, Tijana and Verbić, Tatjana and Zlatović, Mario and Machado, Marta and Albuquerque, Ines S. and Prudencio, Miguel and Sciotii, Richard J. and Pečić, Stevan and D'Alessandro, Sarah and Taramelli, Donatella and Šolaja, Bogdan A.",
year = "2016",
publisher = "Amer Chemical Soc, Washington",
journal = "Journal of Medicinal Chemistry",
title = "Supplementary data for the article: Terzić, N.; Konstantinović, J.; Tot, M.; Burojević, J.; Djurković-Djaković, O.; Srbljanović, J.; Štajner, T.; Verbić, T.; Zlatović, M.; Machado, M.; et al. Reinvestigating Old Pharmacophores: Are 4-Aminoquinolines and Tetraoxanes Potential Two-Stage Antimalarials? Journal of Medicinal Chemistry 2016, 59 (1), 264–281. https://doi.org/10.1021/acs.jmedchem.5b01374",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3606"
}
Terzić-Jovanović, N., Konstantinović, J. M., Tot, M., Burojević, J., Đurković-Đaković, O., Srbljanović, J., Štajner, T., Verbić, T., Zlatović, M., Machado, M., Albuquerque, I. S., Prudencio, M., Sciotii, R. J., Pečić, S., D'Alessandro, S., Taramelli, D.,& Šolaja, B. A.. (2016). Supplementary data for the article: Terzić, N.; Konstantinović, J.; Tot, M.; Burojević, J.; Djurković-Djaković, O.; Srbljanović, J.; Štajner, T.; Verbić, T.; Zlatović, M.; Machado, M.; et al. Reinvestigating Old Pharmacophores: Are 4-Aminoquinolines and Tetraoxanes Potential Two-Stage Antimalarials? Journal of Medicinal Chemistry 2016, 59 (1), 264–281. https://doi.org/10.1021/acs.jmedchem.5b01374. in Journal of Medicinal Chemistry
Amer Chemical Soc, Washington..
https://hdl.handle.net/21.15107/rcub_cherry_3606
Terzić-Jovanović N, Konstantinović JM, Tot M, Burojević J, Đurković-Đaković O, Srbljanović J, Štajner T, Verbić T, Zlatović M, Machado M, Albuquerque IS, Prudencio M, Sciotii RJ, Pečić S, D'Alessandro S, Taramelli D, Šolaja BA. Supplementary data for the article: Terzić, N.; Konstantinović, J.; Tot, M.; Burojević, J.; Djurković-Djaković, O.; Srbljanović, J.; Štajner, T.; Verbić, T.; Zlatović, M.; Machado, M.; et al. Reinvestigating Old Pharmacophores: Are 4-Aminoquinolines and Tetraoxanes Potential Two-Stage Antimalarials? Journal of Medicinal Chemistry 2016, 59 (1), 264–281. https://doi.org/10.1021/acs.jmedchem.5b01374. in Journal of Medicinal Chemistry. 2016;.
https://hdl.handle.net/21.15107/rcub_cherry_3606 .
Terzić-Jovanović, Nataša, Konstantinović, Jelena M., Tot, Mikloš, Burojević, Jovana, Đurković-Đaković, Olgica, Srbljanović, Jelena, Štajner, Tijana, Verbić, Tatjana, Zlatović, Mario, Machado, Marta, Albuquerque, Ines S., Prudencio, Miguel, Sciotii, Richard J., Pečić, Stevan, D'Alessandro, Sarah, Taramelli, Donatella, Šolaja, Bogdan A., "Supplementary data for the article: Terzić, N.; Konstantinović, J.; Tot, M.; Burojević, J.; Djurković-Djaković, O.; Srbljanović, J.; Štajner, T.; Verbić, T.; Zlatović, M.; Machado, M.; et al. Reinvestigating Old Pharmacophores: Are 4-Aminoquinolines and Tetraoxanes Potential Two-Stage Antimalarials? Journal of Medicinal Chemistry 2016, 59 (1), 264–281. https://doi.org/10.1021/acs.jmedchem.5b01374" in Journal of Medicinal Chemistry (2016),
https://hdl.handle.net/21.15107/rcub_cherry_3606 .

Reinvestigating Old Pharmacophores: Are 4-Aminoquinolines and Tetraoxanes Potential Two-Stage Antimalarials?

Terzić-Jovanović, Nataša; Konstantinović, Jelena M.; Tot, Mikloš; Burojević, Jovana; Đurković-Đaković, Olgica; Srbljanović, Jelena; Štajner, Tijana; Verbić, Tatjana; Zlatović, Mario; Machado, Marta; Albuquerque, Ines S.; Prudencio, Miguel; Sciotii, Richard J.; Pečić, Stevan; D'Alessandro, Sarah; Taramelli, Donatella; Šolaja, Bogdan A.

(Amer Chemical Soc, Washington, 2016)

TY  - JOUR
AU  - Terzić-Jovanović, Nataša
AU  - Konstantinović, Jelena M.
AU  - Tot, Mikloš
AU  - Burojević, Jovana
AU  - Đurković-Đaković, Olgica
AU  - Srbljanović, Jelena
AU  - Štajner, Tijana
AU  - Verbić, Tatjana
AU  - Zlatović, Mario
AU  - Machado, Marta
AU  - Albuquerque, Ines S.
AU  - Prudencio, Miguel
AU  - Sciotii, Richard J.
AU  - Pečić, Stevan
AU  - D'Alessandro, Sarah
AU  - Taramelli, Donatella
AU  - Šolaja, Bogdan A.
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2036
AB  - The syntheses and antiplasmodial activities of various substituted aminoquinolines coupled to an adamantane carrier are described. The compounds exhibited pronounced in vitro and in vivo activity against Plasmodium berghei in the Thompson test. Tethering a fluorine atom to the aminoquinoline C(3) position afforded fluoroaminoquinolines that act as intrahepatocytic parasite inhibitors, with compound 25 having an IC50 = 0.31 mu M and reducing the liver load in mice by up to 92% at 80 mg/kg dose. Screening our peroxides as inhibitors of liver stage infection revealed that the tetraoxane pharmacophore itself is also an excellent liver stage P. berghei inhibitor (78: IC50 = 0.33 mu M). Up to 91% reduction of the parasite liver load in mice was achieved at 100 mg/kg. Examination of tetraoxane 78 against the transgenic 3D7 strain expressing luciferase under a gametocyte-specific promoter revealed its activity against stage IV-V Plasmodium falciparum gametocytes (IC50 = 1.16 +/- 0.37 mu M). To the best of our knowledge, compounds 25 and 78 are the first examples of either an 4-aminoquinoline or a tetraoxane liver stage inhibitors.
PB  - Amer Chemical Soc, Washington
T2  - Journal of Medicinal Chemistry
T1  - Reinvestigating Old Pharmacophores: Are 4-Aminoquinolines and Tetraoxanes Potential Two-Stage Antimalarials?
VL  - 59
IS  - 1
SP  - 264
EP  - 281
DO  - 10.1021/acs.jmedchem.5b01374
ER  - 
@article{
author = "Terzić-Jovanović, Nataša and Konstantinović, Jelena M. and Tot, Mikloš and Burojević, Jovana and Đurković-Đaković, Olgica and Srbljanović, Jelena and Štajner, Tijana and Verbić, Tatjana and Zlatović, Mario and Machado, Marta and Albuquerque, Ines S. and Prudencio, Miguel and Sciotii, Richard J. and Pečić, Stevan and D'Alessandro, Sarah and Taramelli, Donatella and Šolaja, Bogdan A.",
year = "2016",
abstract = "The syntheses and antiplasmodial activities of various substituted aminoquinolines coupled to an adamantane carrier are described. The compounds exhibited pronounced in vitro and in vivo activity against Plasmodium berghei in the Thompson test. Tethering a fluorine atom to the aminoquinoline C(3) position afforded fluoroaminoquinolines that act as intrahepatocytic parasite inhibitors, with compound 25 having an IC50 = 0.31 mu M and reducing the liver load in mice by up to 92% at 80 mg/kg dose. Screening our peroxides as inhibitors of liver stage infection revealed that the tetraoxane pharmacophore itself is also an excellent liver stage P. berghei inhibitor (78: IC50 = 0.33 mu M). Up to 91% reduction of the parasite liver load in mice was achieved at 100 mg/kg. Examination of tetraoxane 78 against the transgenic 3D7 strain expressing luciferase under a gametocyte-specific promoter revealed its activity against stage IV-V Plasmodium falciparum gametocytes (IC50 = 1.16 +/- 0.37 mu M). To the best of our knowledge, compounds 25 and 78 are the first examples of either an 4-aminoquinoline or a tetraoxane liver stage inhibitors.",
publisher = "Amer Chemical Soc, Washington",
journal = "Journal of Medicinal Chemistry",
title = "Reinvestigating Old Pharmacophores: Are 4-Aminoquinolines and Tetraoxanes Potential Two-Stage Antimalarials?",
volume = "59",
number = "1",
pages = "264-281",
doi = "10.1021/acs.jmedchem.5b01374"
}
Terzić-Jovanović, N., Konstantinović, J. M., Tot, M., Burojević, J., Đurković-Đaković, O., Srbljanović, J., Štajner, T., Verbić, T., Zlatović, M., Machado, M., Albuquerque, I. S., Prudencio, M., Sciotii, R. J., Pečić, S., D'Alessandro, S., Taramelli, D.,& Šolaja, B. A.. (2016). Reinvestigating Old Pharmacophores: Are 4-Aminoquinolines and Tetraoxanes Potential Two-Stage Antimalarials?. in Journal of Medicinal Chemistry
Amer Chemical Soc, Washington., 59(1), 264-281.
https://doi.org/10.1021/acs.jmedchem.5b01374
Terzić-Jovanović N, Konstantinović JM, Tot M, Burojević J, Đurković-Đaković O, Srbljanović J, Štajner T, Verbić T, Zlatović M, Machado M, Albuquerque IS, Prudencio M, Sciotii RJ, Pečić S, D'Alessandro S, Taramelli D, Šolaja BA. Reinvestigating Old Pharmacophores: Are 4-Aminoquinolines and Tetraoxanes Potential Two-Stage Antimalarials?. in Journal of Medicinal Chemistry. 2016;59(1):264-281.
doi:10.1021/acs.jmedchem.5b01374 .
Terzić-Jovanović, Nataša, Konstantinović, Jelena M., Tot, Mikloš, Burojević, Jovana, Đurković-Đaković, Olgica, Srbljanović, Jelena, Štajner, Tijana, Verbić, Tatjana, Zlatović, Mario, Machado, Marta, Albuquerque, Ines S., Prudencio, Miguel, Sciotii, Richard J., Pečić, Stevan, D'Alessandro, Sarah, Taramelli, Donatella, Šolaja, Bogdan A., "Reinvestigating Old Pharmacophores: Are 4-Aminoquinolines and Tetraoxanes Potential Two-Stage Antimalarials?" in Journal of Medicinal Chemistry, 59, no. 1 (2016):264-281,
https://doi.org/10.1021/acs.jmedchem.5b01374 . .
1
31
20
31
24

Human serum albumin binding of certain antimalarials

Marković, Olivera S.; Cvijetić, Ilija; Zlatović, Mario; Opsenica, Igor; Terzić-Jovanović, Nataša; Šolaja, Bogdan A.; Verbić, Tatjana

(2015)

TY  - CONF
AU  - Marković, Olivera S.
AU  - Cvijetić, Ilija
AU  - Zlatović, Mario
AU  - Opsenica, Igor
AU  - Terzić-Jovanović, Nataša
AU  - Šolaja, Bogdan A.
AU  - Verbić, Tatjana
PY  - 2015
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5323
AB  - Tested compounds, previously synthesized, are derivatives of chloroquine, drug commonly 
used in the treatment and prevention of malaria. Human serum albumin (HSA) has the role in 
transport of endogenous (fatty acids, hormones, bile acids, amino acids) and exogenous 
compounds (drug molecules and nutrients). Interaction between tested compounds and HSA 
has been studied by fluorescence spectroscopy in phosphate buffered saline (1× PBS, pH 7.4) 
[1]. Results show that among tested compounds, all positively charged at pH 7.4, derivatives 
with thiophene substructure bind to HSA. Molecular docking studies were used to determine 
HSA–compound binding mode.
Fluorescence quenching data were processed using Stern-Volmer (S-V) equation [2]. Almost 
linear S-V plot for binding of 1 to HSA (Fig. 1a) indicates single type of quenching mechanism. 
Results show that Ksv decreases (20C: (2.60±0.07)×105 M
-1
; 25C: (2.33±0.07)×105 M
-1 and 
37C: (2.18±0.08)×105 M
-1
) as temperature increases indicating static quenching mechanism. 
Downward curvature in S-V plots of 2 and 3 (Fig. 1b and 1c) indicates that tryptophan residues 
are not fully accessible to the drug and that dynamic quenching dominates over static. Fraction 
of tryptophan residues that are buried and inaccessible to the quencher and effective 
quenching constants can be determined by modified S-V equation. The effective quenching 
constant for 2 and 3 increases as temperature increases, this is another indication that dynamic 
quenching process is dominant in binding of 2 and 3 to HSA. Effective quenching constants of 
all three compounds are in the order of 10 5 M-1, meaning that these compounds can be 
effectively carried and stored by HSA in the human body.
C3  - 4th World Conference on Physico-Chemical Methods in Drug Discovery and Development, Red Island, Croatia, September 21-24, 2015
T1  - Human serum albumin binding of certain antimalarials
SP  - 67
EP  - 67
UR  - https://hdl.handle.net/21.15107/rcub_cherry_5323
ER  - 
@conference{
author = "Marković, Olivera S. and Cvijetić, Ilija and Zlatović, Mario and Opsenica, Igor and Terzić-Jovanović, Nataša and Šolaja, Bogdan A. and Verbić, Tatjana",
year = "2015",
abstract = "Tested compounds, previously synthesized, are derivatives of chloroquine, drug commonly 
used in the treatment and prevention of malaria. Human serum albumin (HSA) has the role in 
transport of endogenous (fatty acids, hormones, bile acids, amino acids) and exogenous 
compounds (drug molecules and nutrients). Interaction between tested compounds and HSA 
has been studied by fluorescence spectroscopy in phosphate buffered saline (1× PBS, pH 7.4) 
[1]. Results show that among tested compounds, all positively charged at pH 7.4, derivatives 
with thiophene substructure bind to HSA. Molecular docking studies were used to determine 
HSA–compound binding mode.
Fluorescence quenching data were processed using Stern-Volmer (S-V) equation [2]. Almost 
linear S-V plot for binding of 1 to HSA (Fig. 1a) indicates single type of quenching mechanism. 
Results show that Ksv decreases (20C: (2.60±0.07)×105 M
-1
; 25C: (2.33±0.07)×105 M
-1 and 
37C: (2.18±0.08)×105 M
-1
) as temperature increases indicating static quenching mechanism. 
Downward curvature in S-V plots of 2 and 3 (Fig. 1b and 1c) indicates that tryptophan residues 
are not fully accessible to the drug and that dynamic quenching dominates over static. Fraction 
of tryptophan residues that are buried and inaccessible to the quencher and effective 
quenching constants can be determined by modified S-V equation. The effective quenching 
constant for 2 and 3 increases as temperature increases, this is another indication that dynamic 
quenching process is dominant in binding of 2 and 3 to HSA. Effective quenching constants of 
all three compounds are in the order of 10 5 M-1, meaning that these compounds can be 
effectively carried and stored by HSA in the human body.",
journal = "4th World Conference on Physico-Chemical Methods in Drug Discovery and Development, Red Island, Croatia, September 21-24, 2015",
title = "Human serum albumin binding of certain antimalarials",
pages = "67-67",
url = "https://hdl.handle.net/21.15107/rcub_cherry_5323"
}
Marković, O. S., Cvijetić, I., Zlatović, M., Opsenica, I., Terzić-Jovanović, N., Šolaja, B. A.,& Verbić, T.. (2015). Human serum albumin binding of certain antimalarials. in 4th World Conference on Physico-Chemical Methods in Drug Discovery and Development, Red Island, Croatia, September 21-24, 2015, 67-67.
https://hdl.handle.net/21.15107/rcub_cherry_5323
Marković OS, Cvijetić I, Zlatović M, Opsenica I, Terzić-Jovanović N, Šolaja BA, Verbić T. Human serum albumin binding of certain antimalarials. in 4th World Conference on Physico-Chemical Methods in Drug Discovery and Development, Red Island, Croatia, September 21-24, 2015. 2015;:67-67.
https://hdl.handle.net/21.15107/rcub_cherry_5323 .
Marković, Olivera S., Cvijetić, Ilija, Zlatović, Mario, Opsenica, Igor, Terzić-Jovanović, Nataša, Šolaja, Bogdan A., Verbić, Tatjana, "Human serum albumin binding of certain antimalarials" in 4th World Conference on Physico-Chemical Methods in Drug Discovery and Development, Red Island, Croatia, September 21-24, 2015 (2015):67-67,
https://hdl.handle.net/21.15107/rcub_cherry_5323 .

Human serum albumin binding of certain antimalarials

Marković, Olivera S.; Cvijetić, Ilija; Zlatović, Mario; Opsenica, Igor; Terzić-Jovanović, Natasa; Verbić, Tatjana; Šolaja, Bogdan A.

(2014)

TY  - CONF
AU  - Marković, Olivera S.
AU  - Cvijetić, Ilija
AU  - Zlatović, Mario
AU  - Opsenica, Igor
AU  - Terzić-Jovanović, Natasa
AU  - Verbić, Tatjana
AU  - Šolaja, Bogdan A.
PY  - 2014
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5322
AB  - Human serum albumin (HSA) is the most abundant protein in blood plasma and it transports 
endogenous (fatty acids and bilirubin) and exogenous compounds (drugs) through the blood. In the 
present study binding of several derivatives of our new antimalarials, and chloroquine, to HSA 
was investigated by fluorescence spectroscopy (in 0.15 М HEPES, pH 7.35). Results show that
among ten studied compounds only those with additional thiophene substructure bind to HSA, 
with moderate binding constants (comp. 1 logKb = 4.33(±0.46) and comp. 2 logKb = 3.81(±0.29)), 
representative spectra shown on Fig. 1. 
Competitive binding method with site specific probes (warfarin for Sudlow site I and ibuprofen for 
Sudlow site II) indicate that compounds 1 and 2 compete with both site probes, with slight 
preference toward Sudlow site I. Molecular docking studies were used to determine the binding 
mode of compounds 1 and 2 to HSA.
AB  - Хумани серум албумин (ХСА) је најзаступљенији протеин у крвној плазми који преноси 
ендогенe (масне киселине и билирубин) и егзогенe супстанце (лекове) кроз крв. 
Флуоресцентном спектроскопијом je проучавано везивање ХСА са хлорокином и неколико 
наших нових аминохинолинских антималарика (у 0,15 М HEPES пуферу, pH 7,35). 
Показано је да се од испитиваних једињења за ХСА везују само једињења која садрже 
тиофенско језгро (logKb = 4,33(±0,46) за једињење 1 и logKb = 3,81(±0,29) за једињење 2). 
Методом компетитивног везивања са специфичним пробама (варфарин и ибупрофен) 
показано је да се 1 и 2 везују за оба места, уз нешто већи афинитет према варфаринском 
месту. Докинг студије су коришћене у циљу утврђивања начина везивања једињења 1 и 2 за 
ХСА.
C3  - 51st Meeting of the Serbian Chemical Society, June 5-7, 2014, Niš, Serbia
T1  - Human serum albumin binding of certain antimalarials
T1  - Везивање неких антималарика за хумани серум албумин
SP  - 23
EP  - 23
UR  - https://hdl.handle.net/21.15107/rcub_cherry_5322
ER  - 
@conference{
author = "Marković, Olivera S. and Cvijetić, Ilija and Zlatović, Mario and Opsenica, Igor and Terzić-Jovanović, Natasa and Verbić, Tatjana and Šolaja, Bogdan A.",
year = "2014",
abstract = "Human serum albumin (HSA) is the most abundant protein in blood plasma and it transports 
endogenous (fatty acids and bilirubin) and exogenous compounds (drugs) through the blood. In the 
present study binding of several derivatives of our new antimalarials, and chloroquine, to HSA 
was investigated by fluorescence spectroscopy (in 0.15 М HEPES, pH 7.35). Results show that
among ten studied compounds only those with additional thiophene substructure bind to HSA, 
with moderate binding constants (comp. 1 logKb = 4.33(±0.46) and comp. 2 logKb = 3.81(±0.29)), 
representative spectra shown on Fig. 1. 
Competitive binding method with site specific probes (warfarin for Sudlow site I and ibuprofen for 
Sudlow site II) indicate that compounds 1 and 2 compete with both site probes, with slight 
preference toward Sudlow site I. Molecular docking studies were used to determine the binding 
mode of compounds 1 and 2 to HSA., Хумани серум албумин (ХСА) је најзаступљенији протеин у крвној плазми који преноси 
ендогенe (масне киселине и билирубин) и егзогенe супстанце (лекове) кроз крв. 
Флуоресцентном спектроскопијом je проучавано везивање ХСА са хлорокином и неколико 
наших нових аминохинолинских антималарика (у 0,15 М HEPES пуферу, pH 7,35). 
Показано је да се од испитиваних једињења за ХСА везују само једињења која садрже 
тиофенско језгро (logKb = 4,33(±0,46) за једињење 1 и logKb = 3,81(±0,29) за једињење 2). 
Методом компетитивног везивања са специфичним пробама (варфарин и ибупрофен) 
показано је да се 1 и 2 везују за оба места, уз нешто већи афинитет према варфаринском 
месту. Докинг студије су коришћене у циљу утврђивања начина везивања једињења 1 и 2 за 
ХСА.",
journal = "51st Meeting of the Serbian Chemical Society, June 5-7, 2014, Niš, Serbia",
title = "Human serum albumin binding of certain antimalarials, Везивање неких антималарика за хумани серум албумин",
pages = "23-23",
url = "https://hdl.handle.net/21.15107/rcub_cherry_5322"
}
Marković, O. S., Cvijetić, I., Zlatović, M., Opsenica, I., Terzić-Jovanović, N., Verbić, T.,& Šolaja, B. A.. (2014). Human serum albumin binding of certain antimalarials. in 51st Meeting of the Serbian Chemical Society, June 5-7, 2014, Niš, Serbia, 23-23.
https://hdl.handle.net/21.15107/rcub_cherry_5322
Marković OS, Cvijetić I, Zlatović M, Opsenica I, Terzić-Jovanović N, Verbić T, Šolaja BA. Human serum albumin binding of certain antimalarials. in 51st Meeting of the Serbian Chemical Society, June 5-7, 2014, Niš, Serbia. 2014;:23-23.
https://hdl.handle.net/21.15107/rcub_cherry_5322 .
Marković, Olivera S., Cvijetić, Ilija, Zlatović, Mario, Opsenica, Igor, Terzić-Jovanović, Natasa, Verbić, Tatjana, Šolaja, Bogdan A., "Human serum albumin binding of certain antimalarials" in 51st Meeting of the Serbian Chemical Society, June 5-7, 2014, Niš, Serbia (2014):23-23,
https://hdl.handle.net/21.15107/rcub_cherry_5322 .

Correlation study of retention data and antimalarial activity of 1,2,4,5-mixed tetraoxanes with their molecular structure descriptors and LSER parameters

Šegan, Sandra B.; Terzić-Jovanović, Nataša; Milojković-Opsenica, Dušanka; Trifković, Jelena; Šolaja, Bogdan A.; Opsenica, Dejan M.

(Elsevier Science Bv, Amsterdam, 2014)

TY  - JOUR
AU  - Šegan, Sandra B.
AU  - Terzić-Jovanović, Nataša
AU  - Milojković-Opsenica, Dušanka
AU  - Trifković, Jelena
AU  - Šolaja, Bogdan A.
AU  - Opsenica, Dejan M.
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1795
AB  - The chromatographic behavior of mixed 1,2,4,5-tetraoxanes, cholic and deoxycholic acid derivatives with distinct biological activity, was examined by high-performance thin-layer chromatography in order to correlate their structure and retention. Chromatographic systems were consisted of RP-18 or CN-silica as stationary phase, and binary mixtures of water with methanol, dioxane or acetone as mobile phase. Based on the respective retentions, the lipophilicity of the investigated compounds was determined. Multiple linear regression and partial least squares have been used to select variables that best describe the behavior of the investigated compounds in chromatographic systems and to quantify influences of most important parameters. The validation and cross-validation of the QSRR model suggest its applicability for prediction and understanding of retention of congeners. The models indicate the importance of nonpolar properties of the solutes and their ability for hydrophobic interactions, as well as the importance of proton donating abilities, hydrophilic and,pi interactions pointing out on that way the possible separation mechanism in the studied chromatographic systems. Observed correlations between structure and biological activity of mixed 1,2,4,5-tetraoxanes, indicate that the antimalarial activity against W2 and D6 Plasmodium falciparum strains, is governed by hydrophobic feature (measured with lipophilicity parameter), hydrophilic feature (measured with HLB, %HS, HB and HBA descriptors), and electronic feature (HOMO). (c) 2014 Elsevier B.V. All rights reserved.
PB  - Elsevier Science Bv, Amsterdam
T2  - Journal of Pharmaceutical and Biomedical Analysis
T1  - Correlation study of retention data and antimalarial activity of 1,2,4,5-mixed tetraoxanes with their molecular structure descriptors and LSER parameters
VL  - 97
SP  - 178
EP  - 183
DO  - 10.1016/j.jpba.2014.04.029
ER  - 
@article{
author = "Šegan, Sandra B. and Terzić-Jovanović, Nataša and Milojković-Opsenica, Dušanka and Trifković, Jelena and Šolaja, Bogdan A. and Opsenica, Dejan M.",
year = "2014",
abstract = "The chromatographic behavior of mixed 1,2,4,5-tetraoxanes, cholic and deoxycholic acid derivatives with distinct biological activity, was examined by high-performance thin-layer chromatography in order to correlate their structure and retention. Chromatographic systems were consisted of RP-18 or CN-silica as stationary phase, and binary mixtures of water with methanol, dioxane or acetone as mobile phase. Based on the respective retentions, the lipophilicity of the investigated compounds was determined. Multiple linear regression and partial least squares have been used to select variables that best describe the behavior of the investigated compounds in chromatographic systems and to quantify influences of most important parameters. The validation and cross-validation of the QSRR model suggest its applicability for prediction and understanding of retention of congeners. The models indicate the importance of nonpolar properties of the solutes and their ability for hydrophobic interactions, as well as the importance of proton donating abilities, hydrophilic and,pi interactions pointing out on that way the possible separation mechanism in the studied chromatographic systems. Observed correlations between structure and biological activity of mixed 1,2,4,5-tetraoxanes, indicate that the antimalarial activity against W2 and D6 Plasmodium falciparum strains, is governed by hydrophobic feature (measured with lipophilicity parameter), hydrophilic feature (measured with HLB, %HS, HB and HBA descriptors), and electronic feature (HOMO). (c) 2014 Elsevier B.V. All rights reserved.",
publisher = "Elsevier Science Bv, Amsterdam",
journal = "Journal of Pharmaceutical and Biomedical Analysis",
title = "Correlation study of retention data and antimalarial activity of 1,2,4,5-mixed tetraoxanes with their molecular structure descriptors and LSER parameters",
volume = "97",
pages = "178-183",
doi = "10.1016/j.jpba.2014.04.029"
}
Šegan, S. B., Terzić-Jovanović, N., Milojković-Opsenica, D., Trifković, J., Šolaja, B. A.,& Opsenica, D. M.. (2014). Correlation study of retention data and antimalarial activity of 1,2,4,5-mixed tetraoxanes with their molecular structure descriptors and LSER parameters. in Journal of Pharmaceutical and Biomedical Analysis
Elsevier Science Bv, Amsterdam., 97, 178-183.
https://doi.org/10.1016/j.jpba.2014.04.029
Šegan SB, Terzić-Jovanović N, Milojković-Opsenica D, Trifković J, Šolaja BA, Opsenica DM. Correlation study of retention data and antimalarial activity of 1,2,4,5-mixed tetraoxanes with their molecular structure descriptors and LSER parameters. in Journal of Pharmaceutical and Biomedical Analysis. 2014;97:178-183.
doi:10.1016/j.jpba.2014.04.029 .
Šegan, Sandra B., Terzić-Jovanović, Nataša, Milojković-Opsenica, Dušanka, Trifković, Jelena, Šolaja, Bogdan A., Opsenica, Dejan M., "Correlation study of retention data and antimalarial activity of 1,2,4,5-mixed tetraoxanes with their molecular structure descriptors and LSER parameters" in Journal of Pharmaceutical and Biomedical Analysis, 97 (2014):178-183,
https://doi.org/10.1016/j.jpba.2014.04.029 . .
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An alignment independent 3D QSAR study of the antiproliferative activity of 1,2,4,5-tetraoxanes

Cvijetić, Ilija; Žižak, Željko S.; Stanojković, Tatjana; Juranić, Zorica D.; Terzić-Jovanović, Nataša; Opsenica, Igor; Opsenica, Dejan M.; Juranić, Ivan O.; Drakulić, Branko J.

(Elsevier France-Editions Scientifiques Medicales Elsevier, Paris, 2010)

TY  - JOUR
AU  - Cvijetić, Ilija
AU  - Žižak, Željko S.
AU  - Stanojković, Tatjana
AU  - Juranić, Zorica D.
AU  - Terzić-Jovanović, Nataša
AU  - Opsenica, Igor
AU  - Opsenica, Dejan M.
AU  - Juranić, Ivan O.
AU  - Drakulić, Branko J.
PY  - 2010
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1120
AB  - An alignment-free 3D QSAR study on antiproliferative activity of the thirty-three 1,2,4,5-tetraoxane derivatives toward two human dedifferentiated cell lines was reported. GRIND methodology, where descriptors are derived from GRID molecular interaction fields (MIF), were used It was found that pharmacophoric pattern attributed to the most potent derivatives Include amido NH of the primary or secondary amide, and the acetoxy fragments at positions 7 and 12 of steroid core which are, along with the tetraoxane ring, common for all studied compounds. Independently, simple multiple regression model obtained by using the whole-molecular properties, confirmed that the hydrophobicity and the H-bond donor properties are the main parameters influencing potency of compounds toward human cervix carcinoma (HeLa) and human malignant melanoma (FemX) cell lines Corollary, similar structural motifs are found to be Important for the potency toward both examined cell lines. (C) 2010 Elsevier Masson SAS. All rights reserved.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Paris
T2  - European Journal of Medicinal Chemistry
T1  - An alignment independent 3D QSAR study of the antiproliferative activity of 1,2,4,5-tetraoxanes
VL  - 45
IS  - 10
SP  - 4570
EP  - 4577
DO  - 10.1016/j.ejmech.2010.07.019
ER  - 
@article{
author = "Cvijetić, Ilija and Žižak, Željko S. and Stanojković, Tatjana and Juranić, Zorica D. and Terzić-Jovanović, Nataša and Opsenica, Igor and Opsenica, Dejan M. and Juranić, Ivan O. and Drakulić, Branko J.",
year = "2010",
abstract = "An alignment-free 3D QSAR study on antiproliferative activity of the thirty-three 1,2,4,5-tetraoxane derivatives toward two human dedifferentiated cell lines was reported. GRIND methodology, where descriptors are derived from GRID molecular interaction fields (MIF), were used It was found that pharmacophoric pattern attributed to the most potent derivatives Include amido NH of the primary or secondary amide, and the acetoxy fragments at positions 7 and 12 of steroid core which are, along with the tetraoxane ring, common for all studied compounds. Independently, simple multiple regression model obtained by using the whole-molecular properties, confirmed that the hydrophobicity and the H-bond donor properties are the main parameters influencing potency of compounds toward human cervix carcinoma (HeLa) and human malignant melanoma (FemX) cell lines Corollary, similar structural motifs are found to be Important for the potency toward both examined cell lines. (C) 2010 Elsevier Masson SAS. All rights reserved.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Paris",
journal = "European Journal of Medicinal Chemistry",
title = "An alignment independent 3D QSAR study of the antiproliferative activity of 1,2,4,5-tetraoxanes",
volume = "45",
number = "10",
pages = "4570-4577",
doi = "10.1016/j.ejmech.2010.07.019"
}
Cvijetić, I., Žižak, Ž. S., Stanojković, T., Juranić, Z. D., Terzić-Jovanović, N., Opsenica, I., Opsenica, D. M., Juranić, I. O.,& Drakulić, B. J.. (2010). An alignment independent 3D QSAR study of the antiproliferative activity of 1,2,4,5-tetraoxanes. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Paris., 45(10), 4570-4577.
https://doi.org/10.1016/j.ejmech.2010.07.019
Cvijetić I, Žižak ŽS, Stanojković T, Juranić ZD, Terzić-Jovanović N, Opsenica I, Opsenica DM, Juranić IO, Drakulić BJ. An alignment independent 3D QSAR study of the antiproliferative activity of 1,2,4,5-tetraoxanes. in European Journal of Medicinal Chemistry. 2010;45(10):4570-4577.
doi:10.1016/j.ejmech.2010.07.019 .
Cvijetić, Ilija, Žižak, Željko S., Stanojković, Tatjana, Juranić, Zorica D., Terzić-Jovanović, Nataša, Opsenica, Igor, Opsenica, Dejan M., Juranić, Ivan O., Drakulić, Branko J., "An alignment independent 3D QSAR study of the antiproliferative activity of 1,2,4,5-tetraoxanes" in European Journal of Medicinal Chemistry, 45, no. 10 (2010):4570-4577,
https://doi.org/10.1016/j.ejmech.2010.07.019 . .
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Mixed tetraoxanes containing the acetone subunit as antimalarials

Opsenica, Dejan M.; Terzić-Jovanović, Nataša; Smith, Philip L.; Yang, Youngsun; Anova, Lalaine; Smith, Kirsten S.; Šolaja, Bogdan A.

(Pergamon-Elsevier Science Ltd, Oxford, 2008)

TY  - JOUR
AU  - Opsenica, Dejan M.
AU  - Terzić-Jovanović, Nataša
AU  - Smith, Philip L.
AU  - Yang, Youngsun
AU  - Anova, Lalaine
AU  - Smith, Kirsten S.
AU  - Šolaja, Bogdan A.
PY  - 2008
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/957
AB  - Eleven new tetraoxanes possessing cholic acid-derived carrier and isopropylidene moiety were synthesized and were tested in vitro and in vivo. In vitro screening revealed that nine of them were more potent against CQ-resistant W2 than CQ-susceptible D6 strain and that two of them were equally or more potent than artemisinin and mefloquine against multi- drug resistant TM91C235 strain. Amine 8 cured all mice at the dose of 160 mg/kg/day, while the anilide 9 exhibited MCD  lt = 20 mg/kg/day. The diol 13 was most potent antiproliferative with GI(50), TGI, LC50 MG_MID 0.98 mu M, 3.80 mu M, 11.22 mu M, respectively. All tested compounds showed no toxic effects. (c) 2008 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Bioorganic and Medicinal Chemistry
T1  - Mixed tetraoxanes containing the acetone subunit as antimalarials
VL  - 16
IS  - 14
SP  - 7039
EP  - 7045
DO  - 10.1016/j.bmc.2008.05.017
ER  - 
@article{
author = "Opsenica, Dejan M. and Terzić-Jovanović, Nataša and Smith, Philip L. and Yang, Youngsun and Anova, Lalaine and Smith, Kirsten S. and Šolaja, Bogdan A.",
year = "2008",
abstract = "Eleven new tetraoxanes possessing cholic acid-derived carrier and isopropylidene moiety were synthesized and were tested in vitro and in vivo. In vitro screening revealed that nine of them were more potent against CQ-resistant W2 than CQ-susceptible D6 strain and that two of them were equally or more potent than artemisinin and mefloquine against multi- drug resistant TM91C235 strain. Amine 8 cured all mice at the dose of 160 mg/kg/day, while the anilide 9 exhibited MCD  lt = 20 mg/kg/day. The diol 13 was most potent antiproliferative with GI(50), TGI, LC50 MG_MID 0.98 mu M, 3.80 mu M, 11.22 mu M, respectively. All tested compounds showed no toxic effects. (c) 2008 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Bioorganic and Medicinal Chemistry",
title = "Mixed tetraoxanes containing the acetone subunit as antimalarials",
volume = "16",
number = "14",
pages = "7039-7045",
doi = "10.1016/j.bmc.2008.05.017"
}
Opsenica, D. M., Terzić-Jovanović, N., Smith, P. L., Yang, Y., Anova, L., Smith, K. S.,& Šolaja, B. A.. (2008). Mixed tetraoxanes containing the acetone subunit as antimalarials. in Bioorganic and Medicinal Chemistry
Pergamon-Elsevier Science Ltd, Oxford., 16(14), 7039-7045.
https://doi.org/10.1016/j.bmc.2008.05.017
Opsenica DM, Terzić-Jovanović N, Smith PL, Yang Y, Anova L, Smith KS, Šolaja BA. Mixed tetraoxanes containing the acetone subunit as antimalarials. in Bioorganic and Medicinal Chemistry. 2008;16(14):7039-7045.
doi:10.1016/j.bmc.2008.05.017 .
Opsenica, Dejan M., Terzić-Jovanović, Nataša, Smith, Philip L., Yang, Youngsun, Anova, Lalaine, Smith, Kirsten S., Šolaja, Bogdan A., "Mixed tetraoxanes containing the acetone subunit as antimalarials" in Bioorganic and Medicinal Chemistry, 16, no. 14 (2008):7039-7045,
https://doi.org/10.1016/j.bmc.2008.05.017 . .
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