Verbić, Tatjana

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Authority KeyName Variants
orcid::0000-0002-6348-1644
  • Verbić, Tatjana (51)
Projects
Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology The synthesis of aminoquinoline-based antimalarials and botulinum neurotoxin A inhibitors
OTKA, Hungary [K104724] Serbian Academy of Sciences and Arts
Study of the Synthesis, Structure and Activity of Natural and Synthetic Organic Compounds Interactions of natural products, their derivatives and coordination compounds with proteins and nucleic acids
Control of infections by Apicomplexan pathogens: from novel drug targets to prediction Max-Planck Society
EU 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
Bill & Melinda Gates Foundation [OPP1040394] COST Action CM1106 StemChem - Chemical Approaches to Targeting Drug Resistance in Cancer Stem Cells
European Commission European COST Action [CM1006]
Fundacao para a Ciencia e Tecnologia, Portugal [PTDC/SAUMIC/117060/2010] German Ministry for Education and Research (BMBF) [FKZ: 01EZ0813]
German Research Foundation (DFG) [AN 716/2-1] High-Performance Computing Infrastructure for South East Europe's Research Communities
Modeling and Numerical Simulations of Complex Many-Body Systems Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200168 (University of Belgrade, Faculty of Chemistry)
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) Synthesis, characterization and activity of organic and coordination composition and their application in (bio) nanotechnology
National Cancer Institute, National Institutes of Health (USA) [HHSN261200800001E] National Institute of Allergy and Infectious Diseases (U.S.) [5-U01AI082051-02, R33-AI101387]
NATOs Public Diplomacy Division [SfP983638] Serbian Academy of Sciences and Arts [F80]
Serbian Academy of Sciences and Arts, project F-80 University of Hertfordshire
U.S. Defense Threat Reduction Agency/Joint Science and Technology Office Conselho Nacional de Desenvolvimento Cientifico e Tecnologico, Brazilian Ministry of Science and Technology (CNPq/FCT) [490585/2010-8]

Author's Bibliography

Supplementary data for the article: Opsenica, I.; Selaković, M.; Tot, M.; Verbić, T.; Srbljanović, J.; Štajner, T.; Djaković, O. D.; Šolaja, B. A. New 4-Aminoquinolines as Moderate Inhibitors of P. Falciparum Malaria. J. Serb. Chem. Soc. 2021, 86 (2), 115–123. https://doi.org/10.2298/JSC201225005O

Opsenica, Igor; Selaković, Milica; Tot, Mikloš; Verbić, Tatjana; Srbljanović, Jelena; Štajner, Tijana; Đurković-Đaković, Olgica; Šolaja, Bogdan A.

(Belgrade : Serbian Chemical Society, 2021)

TY  - BOOK
AU  - Opsenica, Igor
AU  - Selaković, Milica
AU  - Tot, Mikloš
AU  - Verbić, Tatjana
AU  - Srbljanović, Jelena
AU  - Štajner, Tijana
AU  - Đurković-Đaković, Olgica
AU  - Šolaja, Bogdan A.
PY  - 2021
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/4392
PB  - Belgrade : Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Supplementary data for the article: Opsenica, I.; Selaković, M.; Tot, M.; Verbić, T.; Srbljanović, J.; Štajner, T.; Djaković, O. D.; Šolaja, B. A. New 4-Aminoquinolines as Moderate Inhibitors of P. Falciparum Malaria. J. Serb. Chem. Soc. 2021, 86 (2), 115–123. https://doi.org/10.2298/JSC201225005O
VL  - 86
IS  - 2
ER  - 
@book{
author = "Opsenica, Igor and Selaković, Milica and Tot, Mikloš and Verbić, Tatjana and Srbljanović, Jelena and Štajner, Tijana and Đurković-Đaković, Olgica and Šolaja, Bogdan A.",
year = "2021",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/4392",
publisher = "Belgrade : Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Supplementary data for the article: Opsenica, I.; Selaković, M.; Tot, M.; Verbić, T.; Srbljanović, J.; Štajner, T.; Djaković, O. D.; Šolaja, B. A. New 4-Aminoquinolines as Moderate Inhibitors of P. Falciparum Malaria. J. Serb. Chem. Soc. 2021, 86 (2), 115–123. https://doi.org/10.2298/JSC201225005O",
volume = "86",
number = "2"
}
Opsenica, I., Selaković, M., Tot, M., Verbić, T., Srbljanović, J., Štajner, T., Đurković-Đaković, O.,& Šolaja, B. A. (2021). Supplementary data for the article: Opsenica, I.; Selaković, M.; Tot, M.; Verbić, T.; Srbljanović, J.; Štajner, T.; Djaković, O. D.; Šolaja, B. A. New 4-Aminoquinolines as Moderate Inhibitors of P. Falciparum Malaria. J. Serb. Chem. Soc. 2021, 86 (2), 115–123. https://doi.org/10.2298/JSC201225005O.
Journal of the Serbian Chemical Society
Belgrade : Serbian Chemical Society., 86(2).
Opsenica I, Selaković M, Tot M, Verbić T, Srbljanović J, Štajner T, Đurković-Đaković O, Šolaja BA. Supplementary data for the article: Opsenica, I.; Selaković, M.; Tot, M.; Verbić, T.; Srbljanović, J.; Štajner, T.; Djaković, O. D.; Šolaja, B. A. New 4-Aminoquinolines as Moderate Inhibitors of P. Falciparum Malaria. J. Serb. Chem. Soc. 2021, 86 (2), 115–123. https://doi.org/10.2298/JSC201225005O. Journal of the Serbian Chemical Society. 2021;86(2)
Opsenica Igor, Selaković Milica, Tot Mikloš, Verbić Tatjana, Srbljanović Jelena, Štajner Tijana, Đurković-Đaković Olgica, Šolaja Bogdan A., "Supplementary data for the article: Opsenica, I.; Selaković, M.; Tot, M.; Verbić, T.; Srbljanović, J.; Štajner, T.; Djaković, O. D.; Šolaja, B. A. New 4-Aminoquinolines as Moderate Inhibitors of P. Falciparum Malaria. J. Serb. Chem. Soc. 2021, 86 (2), 115–123. https://doi.org/10.2298/JSC201225005O" Journal of the Serbian Chemical Society, 86, no. 2 (2021)

New 4-aminoquinolines as moderate inhibitors of P. falciparum malaria

Opsenica, Igor; Selaković, Milica; Tot, Mikloš; Verbić, Tatjana; Srbljanović, Jelena; Štajner, Tijana; Đurković-Đaković, Olgica; Šolaja, Bogdan A.

(Belgrade : Serbian Chemical Society, 2021)

TY  - JOUR
AU  - Opsenica, Igor
AU  - Selaković, Milica
AU  - Tot, Mikloš
AU  - Verbić, Tatjana
AU  - Srbljanović, Jelena
AU  - Štajner, Tijana
AU  - Đurković-Đaković, Olgica
AU  - Šolaja, Bogdan A.
PY  - 2021
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/4389
AB  - Synthesis of novel aminoquinoline derivatives has been accomplished and their activity against malaria strains has been examined. The compounds showed moderate in vitro antimalarial activity against two P. falciparum strains, 3D7 (CQ susceptible clone) and Dd2 (CQ resistant clone). Three aminoquinolines were further examined for antimalarial efficacy in a mouse model using a modified Thompson test. In this model, mice were infected with P. berghei-infected red blood cells, and drugs were administered orally. Antimalarial 3 was found toxic at a dose of 320 (mg/kg)/day in 3/6 mice, however, 2/6 mice of the same group survived through day 31, and one of them was cured. © 2021 Serbian Chemical Society. All rights reserved.
PB  - Belgrade : Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - New 4-aminoquinolines as moderate inhibitors of P. falciparum malaria
VL  - 86
IS  - 2
SP  - 115
EP  - 123
DO  - 10.2298/JSC201225005O
ER  - 
@article{
author = "Opsenica, Igor and Selaković, Milica and Tot, Mikloš and Verbić, Tatjana and Srbljanović, Jelena and Štajner, Tijana and Đurković-Đaković, Olgica and Šolaja, Bogdan A.",
year = "2021",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/4389",
abstract = "Synthesis of novel aminoquinoline derivatives has been accomplished and their activity against malaria strains has been examined. The compounds showed moderate in vitro antimalarial activity against two P. falciparum strains, 3D7 (CQ susceptible clone) and Dd2 (CQ resistant clone). Three aminoquinolines were further examined for antimalarial efficacy in a mouse model using a modified Thompson test. In this model, mice were infected with P. berghei-infected red blood cells, and drugs were administered orally. Antimalarial 3 was found toxic at a dose of 320 (mg/kg)/day in 3/6 mice, however, 2/6 mice of the same group survived through day 31, and one of them was cured. © 2021 Serbian Chemical Society. All rights reserved.",
publisher = "Belgrade : Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "New 4-aminoquinolines as moderate inhibitors of P. falciparum malaria",
volume = "86",
number = "2",
pages = "115-123",
doi = "10.2298/JSC201225005O"
}
Opsenica, I., Selaković, M., Tot, M., Verbić, T., Srbljanović, J., Štajner, T., Đurković-Đaković, O.,& Šolaja, B. A. (2021). New 4-aminoquinolines as moderate inhibitors of P. falciparum malaria.
Journal of the Serbian Chemical Society
Belgrade : Serbian Chemical Society., 86(2), 115-123.
https://doi.org/10.2298/JSC201225005O
Opsenica I, Selaković M, Tot M, Verbić T, Srbljanović J, Štajner T, Đurković-Đaković O, Šolaja BA. New 4-aminoquinolines as moderate inhibitors of P. falciparum malaria. Journal of the Serbian Chemical Society. 2021;86(2):115-123
Opsenica Igor, Selaković Milica, Tot Mikloš, Verbić Tatjana, Srbljanović Jelena, Štajner Tijana, Đurković-Đaković Olgica, Šolaja Bogdan A., "New 4-aminoquinolines as moderate inhibitors of P. falciparum malaria" Journal of the Serbian Chemical Society, 86, no. 2 (2021):115-123,
https://doi.org/10.2298/JSC201225005O .

A detailed experimental and computational study of monocarbohydrazones

Božić, Aleksandra R.; Filipović, Nenad R.; Verbić, Tatjana; Milčić, Miloš K.; Todorović, Tamara; Cvijetić, Ilija; Klisurić, Olivera; Radišić, Marina; Marinković, Aleksandar

(Elsevier, 2020)

TY  - JOUR
AU  - Božić, Aleksandra R.
AU  - Filipović, Nenad R.
AU  - Verbić, Tatjana
AU  - Milčić, Miloš K.
AU  - Todorović, Tamara
AU  - Cvijetić, Ilija
AU  - Klisurić, Olivera
AU  - Radišić, Marina
AU  - Marinković, Aleksandar
PY  - 2020
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/318
AB  - The substituent and solvent effect on intramolecular charge transfer (ICT) of twelve monocarbohydrazones (mCHs) were studied using experimental and theoretical methodology. The effects of specific and non-specific solvent-solute interactions on the UV-Vis absorption maxima shifts were evaluated using linear free energy relationships (LFERs) principles, i.e. using the Kamlet-Taft and Catalán models. Linear free energy relationships in the form of single substituent parameter equation (SSP) was used to analyze substituent effect on UV-Vis, NMR and pK a change. According to crystallographic data and quantum chemical calculations, the trans (E) form was found to be more stable. A photochromism of compounds with 2-hydroxyphenyl and 2-pyridylimino groups substituted at imine carbon atom results in E/Z isomerization due to creation of intermolecular hydrogen bond in E and Z form, respectively. Multiple stage mass spectrometry (MS-MSn) analysis was applied to define main fragmentation pathways. Furthermore, the experimental findings were interpreted with the aid of ab initio MP2/6-311G(d,p) and time-dependent density functional (TD-DFT) methods. TD-DFT calculations were performed to quantify the efficiency of intramolecular charge transfer (ICT) with the aid of the charge-transfer distance (DCT) and the amount of transferred charge (QCT) calculation. It was found that both substituents and solvents influence electron density shift i.e. extent of conjugation, and affect ICT character in the course of excitation. © 2017.
PB  - Elsevier
T2  - Arabian Journal of Chemistry
T1  - A detailed experimental and computational study of monocarbohydrazones
VL  - 13
IS  - 1
SP  - 932
EP  - 953
DO  - 10.1016/j.arabjc.2017.08.010
ER  - 
@article{
author = "Božić, Aleksandra R. and Filipović, Nenad R. and Verbić, Tatjana and Milčić, Miloš K. and Todorović, Tamara and Cvijetić, Ilija and Klisurić, Olivera and Radišić, Marina and Marinković, Aleksandar",
year = "2020",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/318",
abstract = "The substituent and solvent effect on intramolecular charge transfer (ICT) of twelve monocarbohydrazones (mCHs) were studied using experimental and theoretical methodology. The effects of specific and non-specific solvent-solute interactions on the UV-Vis absorption maxima shifts were evaluated using linear free energy relationships (LFERs) principles, i.e. using the Kamlet-Taft and Catalán models. Linear free energy relationships in the form of single substituent parameter equation (SSP) was used to analyze substituent effect on UV-Vis, NMR and pK a change. According to crystallographic data and quantum chemical calculations, the trans (E) form was found to be more stable. A photochromism of compounds with 2-hydroxyphenyl and 2-pyridylimino groups substituted at imine carbon atom results in E/Z isomerization due to creation of intermolecular hydrogen bond in E and Z form, respectively. Multiple stage mass spectrometry (MS-MSn) analysis was applied to define main fragmentation pathways. Furthermore, the experimental findings were interpreted with the aid of ab initio MP2/6-311G(d,p) and time-dependent density functional (TD-DFT) methods. TD-DFT calculations were performed to quantify the efficiency of intramolecular charge transfer (ICT) with the aid of the charge-transfer distance (DCT) and the amount of transferred charge (QCT) calculation. It was found that both substituents and solvents influence electron density shift i.e. extent of conjugation, and affect ICT character in the course of excitation. © 2017.",
publisher = "Elsevier",
journal = "Arabian Journal of Chemistry",
title = "A detailed experimental and computational study of monocarbohydrazones",
volume = "13",
number = "1",
pages = "932-953",
doi = "10.1016/j.arabjc.2017.08.010"
}
Božić, A. R., Filipović, N. R., Verbić, T., Milčić, M. K., Todorović, T., Cvijetić, I., Klisurić, O., Radišić, M.,& Marinković, A. (2020). A detailed experimental and computational study of monocarbohydrazones.
Arabian Journal of Chemistry
Elsevier., 13(1), 932-953.
https://doi.org/10.1016/j.arabjc.2017.08.010
Božić AR, Filipović NR, Verbić T, Milčić MK, Todorović T, Cvijetić I, Klisurić O, Radišić M, Marinković A. A detailed experimental and computational study of monocarbohydrazones. Arabian Journal of Chemistry. 2020;13(1):932-953
Božić Aleksandra R., Filipović Nenad R., Verbić Tatjana, Milčić Miloš K., Todorović Tamara, Cvijetić Ilija, Klisurić Olivera, Radišić Marina, Marinković Aleksandar, "A detailed experimental and computational study of monocarbohydrazones" Arabian Journal of Chemistry, 13, no. 1 (2020):932-953,
https://doi.org/10.1016/j.arabjc.2017.08.010 .
5
2
4

A novel method of molecular imprinting applied to the template cholesterol

Pešić, Miloš P.; Todorov, Miljana D.; Becskereki, Gergely; Horvai, George; Verbić, Tatjana; Tóth, Blanka

(Elsevier, 2020)

TY  - JOUR
AU  - Pešić, Miloš P.
AU  - Todorov, Miljana D.
AU  - Becskereki, Gergely
AU  - Horvai, George
AU  - Verbić, Tatjana
AU  - Tóth, Blanka
PY  - 2020
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3951
AB  - A novel method is successfully tested for non-covalent imprinting. Conditions are used which practically exclude the formation of prepolymerization complexes. The template is cholesterol, and no so-called functional monomer is used. The polymers contain only an acrylic diester crosslinker. The porogen isopropanol prevents even hydrogen bonding between the template and the monomer in the prepolymerization solution. Despite of these apparently very disadvantageous conditions, appreciable imprinting factors for cholesterol and imprinted selectivity against some other steroids are observed, similar to other cholesterol MIPs with proven analytical usefulness.
PB  - Elsevier
T2  - Talanta
T1  - A novel method of molecular imprinting applied to the template cholesterol
VL  - 217
SP  - 121075
DO  - 10.1016/j.talanta.2020.121075
ER  - 
@article{
author = "Pešić, Miloš P. and Todorov, Miljana D. and Becskereki, Gergely and Horvai, George and Verbić, Tatjana and Tóth, Blanka",
year = "2020",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3951",
abstract = "A novel method is successfully tested for non-covalent imprinting. Conditions are used which practically exclude the formation of prepolymerization complexes. The template is cholesterol, and no so-called functional monomer is used. The polymers contain only an acrylic diester crosslinker. The porogen isopropanol prevents even hydrogen bonding between the template and the monomer in the prepolymerization solution. Despite of these apparently very disadvantageous conditions, appreciable imprinting factors for cholesterol and imprinted selectivity against some other steroids are observed, similar to other cholesterol MIPs with proven analytical usefulness.",
publisher = "Elsevier",
journal = "Talanta",
title = "A novel method of molecular imprinting applied to the template cholesterol",
volume = "217",
pages = "121075",
doi = "10.1016/j.talanta.2020.121075"
}
Pešić, M. P., Todorov, M. D., Becskereki, G., Horvai, G., Verbić, T.,& Tóth, B. (2020). A novel method of molecular imprinting applied to the template cholesterol.
Talanta
Elsevier., 217, 121075.
https://doi.org/10.1016/j.talanta.2020.121075
Pešić MP, Todorov MD, Becskereki G, Horvai G, Verbić T, Tóth B. A novel method of molecular imprinting applied to the template cholesterol. Talanta. 2020;217:121075
Pešić Miloš P., Todorov Miljana D., Becskereki Gergely, Horvai George, Verbić Tatjana, Tóth Blanka, "A novel method of molecular imprinting applied to the template cholesterol" Talanta, 217 (2020):121075,
https://doi.org/10.1016/j.talanta.2020.121075 .
4
2
4

Solubility-pH profile of desipramine hydrochloride in saline phosphate buffer: Enhanced solubility due to drug-buffer aggregates

Marković, Olivera S.; Pešić, Miloš P.; Shah, Ankita V.; Serajuddin, Abu T.M.; Verbić, Tatjana; Avdeef, Alex

(Elsevier, 2019)

TY  - JOUR
AU  - Marković, Olivera S.
AU  - Pešić, Miloš P.
AU  - Shah, Ankita V.
AU  - Serajuddin, Abu T.M.
AU  - Verbić, Tatjana
AU  - Avdeef, Alex
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2925
AB  - Although solubility-pH data for desipramine hydrochloride (DsHCl) have been reported previously, the aim of the present study was to critically examine the aqueous solubility-pH behavior of DsHCl in buffer-free and buffered solutions, in the presence of physiologically-relevant chloride concentration, using experimental practices recommended in the recently-published “white paper” (Avdeef et al., 2016). The computer program pDISOL-X was used to design the structured experiments (pH-RSF method), to process the data, and to refine the equilibrium constants. Low-to-high and high-to-low pH assays (using HCl, H 3 PO 4 , or NaOH to adjust pH) were performed on phosphate-buffered (0.12‑0.15 M) saturated solutions of DsHCl in the pH 1.3–11.6 range. After equilibration (stirring 6 h, followed by 18 h stir-free sedimentation), filtration or centrifugation was used for phase separation. Concentration was measured using HPLC with UV/VIS detection. The 2:1 drug-phosphate solubility product (K sp 2:1 = [DsH + ] 2 [HPO 4 2− ]) was determined from data in the pH 4–9 region. The free base of desipramine was prepared and used to determine the K sp 1:1 ([DsH + ][H 2 PO 4 − ]) in chloride-free acidified suspension. In addition, phosphate-free titrations were conducted to determine the intrinsic solubility, S 0 , and the 1:1 drug-chloride solubility product, K sp DsH [rad] Cl = [DsH + ][Cl − ]. Under the assay conditions, only the phosphate-free solutions showed some supersaturation near pH max 8.0. In phosphate-containing solutions, pH max was indicated at higher pH (8.8–9.6). Oils mixed with solids were observed to form in alkaline solutions (pH > 11). Notably, soluble drug-phosphate complexes appeared to form below pH 3.9 and above pH max in saturated phosphate‑containing saline solutions. This was indicated by the systematic pH shift to higher values in the log S-pH curve in alkaline solution than expected from the Henderson-Hasselbalch equation. For pH < 3.9, saturated phosphate-containing saline solutions exhibited elevated solubility, with drug-hydrochloride as the sole precipitate. Salt solubility products, intrinsic solubility, and complexation constants, which rationalized the data, were determined. Elemental, thermogravimetric (TGA), differential scanning calorimetric (DSC), and powder X-ray diffraction (PXRD) analyses were used to characterize the precipitates isolated from suspensions at different pH.
PB  - Elsevier
T2  - European Journal of Pharmaceutical Sciences
T1  - Solubility-pH profile of desipramine hydrochloride in saline phosphate buffer: Enhanced solubility due to drug-buffer aggregates
VL  - 133
SP  - 264
EP  - 274
DO  - 10.1016/j.ejps.2019.03.014
ER  - 
@article{
author = "Marković, Olivera S. and Pešić, Miloš P. and Shah, Ankita V. and Serajuddin, Abu T.M. and Verbić, Tatjana and Avdeef, Alex",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2925",
abstract = "Although solubility-pH data for desipramine hydrochloride (DsHCl) have been reported previously, the aim of the present study was to critically examine the aqueous solubility-pH behavior of DsHCl in buffer-free and buffered solutions, in the presence of physiologically-relevant chloride concentration, using experimental practices recommended in the recently-published “white paper” (Avdeef et al., 2016). The computer program pDISOL-X was used to design the structured experiments (pH-RSF method), to process the data, and to refine the equilibrium constants. Low-to-high and high-to-low pH assays (using HCl, H 3 PO 4 , or NaOH to adjust pH) were performed on phosphate-buffered (0.12‑0.15 M) saturated solutions of DsHCl in the pH 1.3–11.6 range. After equilibration (stirring 6 h, followed by 18 h stir-free sedimentation), filtration or centrifugation was used for phase separation. Concentration was measured using HPLC with UV/VIS detection. The 2:1 drug-phosphate solubility product (K sp 2:1 = [DsH + ] 2 [HPO 4 2− ]) was determined from data in the pH 4–9 region. The free base of desipramine was prepared and used to determine the K sp 1:1 ([DsH + ][H 2 PO 4 − ]) in chloride-free acidified suspension. In addition, phosphate-free titrations were conducted to determine the intrinsic solubility, S 0 , and the 1:1 drug-chloride solubility product, K sp DsH [rad] Cl = [DsH + ][Cl − ]. Under the assay conditions, only the phosphate-free solutions showed some supersaturation near pH max 8.0. In phosphate-containing solutions, pH max was indicated at higher pH (8.8–9.6). Oils mixed with solids were observed to form in alkaline solutions (pH > 11). Notably, soluble drug-phosphate complexes appeared to form below pH 3.9 and above pH max in saturated phosphate‑containing saline solutions. This was indicated by the systematic pH shift to higher values in the log S-pH curve in alkaline solution than expected from the Henderson-Hasselbalch equation. For pH < 3.9, saturated phosphate-containing saline solutions exhibited elevated solubility, with drug-hydrochloride as the sole precipitate. Salt solubility products, intrinsic solubility, and complexation constants, which rationalized the data, were determined. Elemental, thermogravimetric (TGA), differential scanning calorimetric (DSC), and powder X-ray diffraction (PXRD) analyses were used to characterize the precipitates isolated from suspensions at different pH.",
publisher = "Elsevier",
journal = "European Journal of Pharmaceutical Sciences",
title = "Solubility-pH profile of desipramine hydrochloride in saline phosphate buffer: Enhanced solubility due to drug-buffer aggregates",
volume = "133",
pages = "264-274",
doi = "10.1016/j.ejps.2019.03.014"
}
Marković, O. S., Pešić, M. P., Shah, A. V., Serajuddin, A. T.M., Verbić, T.,& Avdeef, A. (2019). Solubility-pH profile of desipramine hydrochloride in saline phosphate buffer: Enhanced solubility due to drug-buffer aggregates.
European Journal of Pharmaceutical Sciences
Elsevier., 133, 264-274.
https://doi.org/10.1016/j.ejps.2019.03.014
Marković OS, Pešić MP, Shah AV, Serajuddin AT, Verbić T, Avdeef A. Solubility-pH profile of desipramine hydrochloride in saline phosphate buffer: Enhanced solubility due to drug-buffer aggregates. European Journal of Pharmaceutical Sciences. 2019;133:264-274
Marković Olivera S., Pešić Miloš P., Shah Ankita V., Serajuddin Abu T.M., Verbić Tatjana, Avdeef Alex, "Solubility-pH profile of desipramine hydrochloride in saline phosphate buffer: Enhanced solubility due to drug-buffer aggregates" European Journal of Pharmaceutical Sciences, 133 (2019):264-274,
https://doi.org/10.1016/j.ejps.2019.03.014 .
5
9
11

Supplementary data for the article: Marković, O. S.; Pešić, M. P.; Shah, A. V.; Serajuddin, A. T. M.; Verbić, T. Ž.; Avdeef, A. Solubility-PH Profile of Desipramine Hydrochloride in Saline Phosphate Buffer: Enhanced Solubility Due to Drug-Buffer Aggregates. European Journal of Pharmaceutical Sciences 2019, 133, 264–274. https://doi.org/10.1016/j.ejps.2019.03.014

Marković, Olivera S.; Pešić, Miloš P.; Shah, Ankita V.; Serajuddin, Abu T.M.; Verbić, Tatjana; Avdeef, Alex

(Elsevier, 2019)

TY  - BOOK
AU  - Marković, Olivera S.
AU  - Pešić, Miloš P.
AU  - Shah, Ankita V.
AU  - Serajuddin, Abu T.M.
AU  - Verbić, Tatjana
AU  - Avdeef, Alex
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2926
PB  - Elsevier
T2  - European Journal of Pharmaceutical Sciences
T1  - Supplementary data for the article: Marković, O. S.; Pešić, M. P.; Shah, A. V.; Serajuddin, A. T. M.; Verbić, T. Ž.; Avdeef, A. Solubility-PH Profile of Desipramine Hydrochloride in Saline Phosphate Buffer: Enhanced Solubility Due to Drug-Buffer Aggregates. European Journal of Pharmaceutical Sciences 2019, 133, 264–274. https://doi.org/10.1016/j.ejps.2019.03.014
DO  - 10.1016/j.ejps.2019.03.014
ER  - 
@book{
author = "Marković, Olivera S. and Pešić, Miloš P. and Shah, Ankita V. and Serajuddin, Abu T.M. and Verbić, Tatjana and Avdeef, Alex",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2926",
publisher = "Elsevier",
journal = "European Journal of Pharmaceutical Sciences",
title = "Supplementary data for the article: Marković, O. S.; Pešić, M. P.; Shah, A. V.; Serajuddin, A. T. M.; Verbić, T. Ž.; Avdeef, A. Solubility-PH Profile of Desipramine Hydrochloride in Saline Phosphate Buffer: Enhanced Solubility Due to Drug-Buffer Aggregates. European Journal of Pharmaceutical Sciences 2019, 133, 264–274. https://doi.org/10.1016/j.ejps.2019.03.014",
doi = "10.1016/j.ejps.2019.03.014"
}
Marković, O. S., Pešić, M. P., Shah, A. V., Serajuddin, A. T.M., Verbić, T.,& Avdeef, A. (2019). Supplementary data for the article: Marković, O. S.; Pešić, M. P.; Shah, A. V.; Serajuddin, A. T. M.; Verbić, T. Ž.; Avdeef, A. Solubility-PH Profile of Desipramine Hydrochloride in Saline Phosphate Buffer: Enhanced Solubility Due to Drug-Buffer Aggregates. European Journal of Pharmaceutical Sciences 2019, 133, 264–274. https://doi.org/10.1016/j.ejps.2019.03.014.
European Journal of Pharmaceutical Sciences
Elsevier..
https://doi.org/10.1016/j.ejps.2019.03.014
Marković OS, Pešić MP, Shah AV, Serajuddin AT, Verbić T, Avdeef A. Supplementary data for the article: Marković, O. S.; Pešić, M. P.; Shah, A. V.; Serajuddin, A. T. M.; Verbić, T. Ž.; Avdeef, A. Solubility-PH Profile of Desipramine Hydrochloride in Saline Phosphate Buffer: Enhanced Solubility Due to Drug-Buffer Aggregates. European Journal of Pharmaceutical Sciences 2019, 133, 264–274. https://doi.org/10.1016/j.ejps.2019.03.014. European Journal of Pharmaceutical Sciences. 2019;
Marković Olivera S., Pešić Miloš P., Shah Ankita V., Serajuddin Abu T.M., Verbić Tatjana, Avdeef Alex, "Supplementary data for the article: Marković, O. S.; Pešić, M. P.; Shah, A. V.; Serajuddin, A. T. M.; Verbić, T. Ž.; Avdeef, A. Solubility-PH Profile of Desipramine Hydrochloride in Saline Phosphate Buffer: Enhanced Solubility Due to Drug-Buffer Aggregates. European Journal of Pharmaceutical Sciences 2019, 133, 264–274. https://doi.org/10.1016/j.ejps.2019.03.014" European Journal of Pharmaceutical Sciences (2019),
https://doi.org/10.1016/j.ejps.2019.03.014 .
5
9
11

Second generation of diazachrysenes: Protection of Ebola virus infected mice and mechanism of action

Selaković, Života; Tran, J.P.; Kota, K.P.; Lazić, Marija; Retterer, C.; Besh, R.; Panchal, R.G.; Soloveva, V.; Sean, V.A.; Jay, W.B.; Pavić, A.; Verbić, Tatjana; Vasiljević, Branka; Kuehl, K.; Duplantier, A.J.; Bavari, S.; Mudhasani, R.; Šolaja, Bogdan A.

(Elsevier, 2019)

TY  - JOUR
AU  - Selaković, Života
AU  - Tran, J.P.
AU  - Kota, K.P.
AU  - Lazić, Marija
AU  - Retterer, C.
AU  - Besh, R.
AU  - Panchal, R.G.
AU  - Soloveva, V.
AU  - Sean, V.A.
AU  - Jay, W.B.
AU  - Pavić, A.
AU  - Verbić, Tatjana
AU  - Vasiljević, Branka
AU  - Kuehl, K.
AU  - Duplantier, A.J.
AU  - Bavari, S.
AU  - Mudhasani, R.
AU  - Šolaja, Bogdan A.
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2966
AB  - Ebola virus (EBOV) causes a deadly hemorrhagic fever in humans and non-human primates. There is currently no FDA-approved vaccine or medication to counter this disease. Here, we report on the design, synthesis and anti-viral activities of two classes of compounds which show high potency against EBOV in both in vitro cell culture assays and in vivo mouse models Ebola viral disease. These compounds incorporate the structural features of cationic amphiphilic drugs (CAD), i.e they possess both a hydrophobic domain and a hydrophilic domain consisting of an ionizable amine functional group. These structural features enable easily diffusion into cells but once inside an acidic compartment their amine groups became protonated, ionized and remain trapped inside the acidic compartments such as late endosomes and lysosomes. These compounds, by virtue of their lysomotrophic functions, blocked EBOV entry. However, unlike other drugs containing a CAD moiety including chloroquine and amodiaquine, compounds reported in this study display faster kinetics of accumulation in the lysosomes, robust expansion of late endosome/lysosomes, relatively more potent suppression of lysosome fusion with other vesicular compartments and inhibition of cathepsins activities, all of which play a vital role in anti-EBOV activity. Furthermore, the diazachrysene 2 (ZSML08) that showed most potent activity against EBOV in in vitro cell culture assays also showed significant survival benefit with 100% protection in mouse models of Ebola virus disease, at a low dose of 10 mg/kg/day. Lastly, toxicity studies in vivo using zebrafish models suggest no developmental defects or toxicity associated with these compounds. Overall, these studies describe two new pharmacophores that by virtue of being potent lysosomotrophs, display potent anti-EBOV activities both in vitro and in vivo animal models of EBOV disease. © 2018 Elsevier Masson SAS
PB  - Elsevier
T2  - European Journal of Medicinal Chemistry
T1  - Second generation of diazachrysenes: Protection of Ebola virus infected mice and mechanism of action
VL  - 162
SP  - 32
EP  - 50
DO  - 10.1016/j.ejmech.2018.10.061
ER  - 
@article{
author = "Selaković, Života and Tran, J.P. and Kota, K.P. and Lazić, Marija and Retterer, C. and Besh, R. and Panchal, R.G. and Soloveva, V. and Sean, V.A. and Jay, W.B. and Pavić, A. and Verbić, Tatjana and Vasiljević, Branka and Kuehl, K. and Duplantier, A.J. and Bavari, S. and Mudhasani, R. and Šolaja, Bogdan A.",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2966",
abstract = "Ebola virus (EBOV) causes a deadly hemorrhagic fever in humans and non-human primates. There is currently no FDA-approved vaccine or medication to counter this disease. Here, we report on the design, synthesis and anti-viral activities of two classes of compounds which show high potency against EBOV in both in vitro cell culture assays and in vivo mouse models Ebola viral disease. These compounds incorporate the structural features of cationic amphiphilic drugs (CAD), i.e they possess both a hydrophobic domain and a hydrophilic domain consisting of an ionizable amine functional group. These structural features enable easily diffusion into cells but once inside an acidic compartment their amine groups became protonated, ionized and remain trapped inside the acidic compartments such as late endosomes and lysosomes. These compounds, by virtue of their lysomotrophic functions, blocked EBOV entry. However, unlike other drugs containing a CAD moiety including chloroquine and amodiaquine, compounds reported in this study display faster kinetics of accumulation in the lysosomes, robust expansion of late endosome/lysosomes, relatively more potent suppression of lysosome fusion with other vesicular compartments and inhibition of cathepsins activities, all of which play a vital role in anti-EBOV activity. Furthermore, the diazachrysene 2 (ZSML08) that showed most potent activity against EBOV in in vitro cell culture assays also showed significant survival benefit with 100% protection in mouse models of Ebola virus disease, at a low dose of 10 mg/kg/day. Lastly, toxicity studies in vivo using zebrafish models suggest no developmental defects or toxicity associated with these compounds. Overall, these studies describe two new pharmacophores that by virtue of being potent lysosomotrophs, display potent anti-EBOV activities both in vitro and in vivo animal models of EBOV disease. © 2018 Elsevier Masson SAS",
publisher = "Elsevier",
journal = "European Journal of Medicinal Chemistry",
title = "Second generation of diazachrysenes: Protection of Ebola virus infected mice and mechanism of action",
volume = "162",
pages = "32-50",
doi = "10.1016/j.ejmech.2018.10.061"
}
Selaković, Ž., Tran, J.P., Kota, K.P., Lazić, M., Retterer, C., Besh, R., Panchal, R.G., Soloveva, V., Sean, V.A., Jay, W.B., Pavić, A., Verbić, T., Vasiljević, B., Kuehl, K., Duplantier, A.J., Bavari, S., Mudhasani, R.,& Šolaja, B. A. (2019). Second generation of diazachrysenes: Protection of Ebola virus infected mice and mechanism of action.
European Journal of Medicinal Chemistry
Elsevier., 162, 32-50.
https://doi.org/10.1016/j.ejmech.2018.10.061
Selaković Ž, Tran J, Kota K, Lazić M, Retterer C, Besh R, Panchal R, Soloveva V, Sean V, Jay W, Pavić A, Verbić T, Vasiljević B, Kuehl K, Duplantier A, Bavari S, Mudhasani R, Šolaja BA. Second generation of diazachrysenes: Protection of Ebola virus infected mice and mechanism of action. European Journal of Medicinal Chemistry. 2019;162:32-50
Selaković Života, Tran J.P., Kota K.P., Lazić Marija, Retterer C., Besh R., Panchal R.G., Soloveva V., Sean V.A., Jay W.B., Pavić A., Verbić Tatjana, Vasiljević Branka, Kuehl K., Duplantier A.J., Bavari S., Mudhasani R., Šolaja Bogdan A., "Second generation of diazachrysenes: Protection of Ebola virus infected mice and mechanism of action" European Journal of Medicinal Chemistry, 162 (2019):32-50,
https://doi.org/10.1016/j.ejmech.2018.10.061 .
3
5
5
5

Supplementary data for article: Selaković, Ž.; Tran, J. P.; Kota, K. P.; Lazić, M.; Retterer, C.; Besh, R.; Panchal, R. G.; Soloveva, V.; Sean, V. A.; Jay, W. B.; et al. Second Generation of Diazachrysenes: Protection of Ebola Virus Infected Mice and Mechanism of Action. European Journal of Medicinal Chemistry 2019, 162, 32–50. https://doi.org/10.1016/j.ejmech.2018.10.061

Selaković, Života; Tran, J.P.; Kota, K.P.; Lazić, Marija; Retterer, C.; Besh, R.; Panchal, R.G.; Soloveva, V.; Sean, V.A.; Jay, W.B.; Pavić, A.; Verbić, Tatjana; Vasiljević, Branka; Kuehl, K.; Duplantier, A.J.; Bavari, S.; Mudhasani, R.; Šolaja, Bogdan A.

(2019)

TY  - BOOK
AU  - Selaković, Života
AU  - Tran, J.P.
AU  - Kota, K.P.
AU  - Lazić, Marija
AU  - Retterer, C.
AU  - Besh, R.
AU  - Panchal, R.G.
AU  - Soloveva, V.
AU  - Sean, V.A.
AU  - Jay, W.B.
AU  - Pavić, A.
AU  - Verbić, Tatjana
AU  - Vasiljević, Branka
AU  - Kuehl, K.
AU  - Duplantier, A.J.
AU  - Bavari, S.
AU  - Mudhasani, R.
AU  - Šolaja, Bogdan A.
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2967
T2  - European Journal of Medicinal Chemistry
T1  - Supplementary data for article: Selaković, Ž.; Tran, J. P.; Kota, K. P.; Lazić, M.; Retterer, C.; Besh, R.; Panchal, R. G.; Soloveva, V.; Sean, V. A.; Jay, W. B.; et al. Second Generation of Diazachrysenes: Protection of Ebola Virus Infected Mice and Mechanism of Action. European Journal of Medicinal Chemistry 2019, 162, 32–50. https://doi.org/10.1016/j.ejmech.2018.10.061
ER  - 
@book{
author = "Selaković, Života and Tran, J.P. and Kota, K.P. and Lazić, Marija and Retterer, C. and Besh, R. and Panchal, R.G. and Soloveva, V. and Sean, V.A. and Jay, W.B. and Pavić, A. and Verbić, Tatjana and Vasiljević, Branka and Kuehl, K. and Duplantier, A.J. and Bavari, S. and Mudhasani, R. and Šolaja, Bogdan A.",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2967",
journal = "European Journal of Medicinal Chemistry",
title = "Supplementary data for article: Selaković, Ž.; Tran, J. P.; Kota, K. P.; Lazić, M.; Retterer, C.; Besh, R.; Panchal, R. G.; Soloveva, V.; Sean, V. A.; Jay, W. B.; et al. Second Generation of Diazachrysenes: Protection of Ebola Virus Infected Mice and Mechanism of Action. European Journal of Medicinal Chemistry 2019, 162, 32–50. https://doi.org/10.1016/j.ejmech.2018.10.061"
}
Selaković, Ž., Tran, J.P., Kota, K.P., Lazić, M., Retterer, C., Besh, R., Panchal, R.G., Soloveva, V., Sean, V.A., Jay, W.B., Pavić, A., Verbić, T., Vasiljević, B., Kuehl, K., Duplantier, A.J., Bavari, S., Mudhasani, R.,& Šolaja, B. A. (2019). Supplementary data for article: Selaković, Ž.; Tran, J. P.; Kota, K. P.; Lazić, M.; Retterer, C.; Besh, R.; Panchal, R. G.; Soloveva, V.; Sean, V. A.; Jay, W. B.; et al. Second Generation of Diazachrysenes: Protection of Ebola Virus Infected Mice and Mechanism of Action. European Journal of Medicinal Chemistry 2019, 162, 32–50. https://doi.org/10.1016/j.ejmech.2018.10.061.
European Journal of Medicinal Chemistry.
Selaković Ž, Tran J, Kota K, Lazić M, Retterer C, Besh R, Panchal R, Soloveva V, Sean V, Jay W, Pavić A, Verbić T, Vasiljević B, Kuehl K, Duplantier A, Bavari S, Mudhasani R, Šolaja BA. Supplementary data for article: Selaković, Ž.; Tran, J. P.; Kota, K. P.; Lazić, M.; Retterer, C.; Besh, R.; Panchal, R. G.; Soloveva, V.; Sean, V. A.; Jay, W. B.; et al. Second Generation of Diazachrysenes: Protection of Ebola Virus Infected Mice and Mechanism of Action. European Journal of Medicinal Chemistry 2019, 162, 32–50. https://doi.org/10.1016/j.ejmech.2018.10.061. European Journal of Medicinal Chemistry. 2019;
Selaković Života, Tran J.P., Kota K.P., Lazić Marija, Retterer C., Besh R., Panchal R.G., Soloveva V., Sean V.A., Jay W.B., Pavić A., Verbić Tatjana, Vasiljević Branka, Kuehl K., Duplantier A.J., Bavari S., Mudhasani R., Šolaja Bogdan A., "Supplementary data for article: Selaković, Ž.; Tran, J. P.; Kota, K. P.; Lazić, M.; Retterer, C.; Besh, R.; Panchal, R. G.; Soloveva, V.; Sean, V. A.; Jay, W. B.; et al. Second Generation of Diazachrysenes: Protection of Ebola Virus Infected Mice and Mechanism of Action. European Journal of Medicinal Chemistry 2019, 162, 32–50. https://doi.org/10.1016/j.ejmech.2018.10.061" European Journal of Medicinal Chemistry (2019)

Solubility-pH profile of desipramine hydrochloride in saline phosphate buffer: Enhanced solubility due to drug-buffer aggregates

Marković, Olivera S.; Pešić, Miloš P.; Shah, Ankita V.; Serajuddin, Abu T.M.; Verbić, Tatjana; Avdeef, Alex

(Elsevier, 2019)

TY  - JOUR
AU  - Marković, Olivera S.
AU  - Pešić, Miloš P.
AU  - Shah, Ankita V.
AU  - Serajuddin, Abu T.M.
AU  - Verbić, Tatjana
AU  - Avdeef, Alex
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2924
AB  - Although solubility-pH data for desipramine hydrochloride (DsHCl) have been reported previously, the aim of the present study was to critically examine the aqueous solubility-pH behavior of DsHCl in buffer-free and buffered solutions, in the presence of physiologically-relevant chloride concentration, using experimental practices recommended in the recently-published “white paper” (Avdeef et al., 2016). The computer program pDISOL-X was used to design the structured experiments (pH-RSF method), to process the data, and to refine the equilibrium constants. Low-to-high and high-to-low pH assays (using HCl, H 3 PO 4 , or NaOH to adjust pH) were performed on phosphate-buffered (0.12‑0.15 M) saturated solutions of DsHCl in the pH 1.3–11.6 range. After equilibration (stirring 6 h, followed by 18 h stir-free sedimentation), filtration or centrifugation was used for phase separation. Concentration was measured using HPLC with UV/VIS detection. The 2:1 drug-phosphate solubility product (K sp 2:1 = [DsH + ] 2 [HPO 4 2− ]) was determined from data in the pH 4–9 region. The free base of desipramine was prepared and used to determine the K sp 1:1 ([DsH + ][H 2 PO 4 − ]) in chloride-free acidified suspension. In addition, phosphate-free titrations were conducted to determine the intrinsic solubility, S 0 , and the 1:1 drug-chloride solubility product, K sp DsH [rad] Cl = [DsH + ][Cl − ]. Under the assay conditions, only the phosphate-free solutions showed some supersaturation near pH max 8.0. In phosphate-containing solutions, pH max was indicated at higher pH (8.8–9.6). Oils mixed with solids were observed to form in alkaline solutions (pH > 11). Notably, soluble drug-phosphate complexes appeared to form below pH 3.9 and above pH max in saturated phosphate‑containing saline solutions. This was indicated by the systematic pH shift to higher values in the log S-pH curve in alkaline solution than expected from the Henderson-Hasselbalch equation. For pH < 3.9, saturated phosphate-containing saline solutions exhibited elevated solubility, with drug-hydrochloride as the sole precipitate. Salt solubility products, intrinsic solubility, and complexation constants, which rationalized the data, were determined. Elemental, thermogravimetric (TGA), differential scanning calorimetric (DSC), and powder X-ray diffraction (PXRD) analyses were used to characterize the precipitates isolated from suspensions at different pH.
PB  - Elsevier
T2  - European Journal of Pharmaceutical Sciences
T1  - Solubility-pH profile of desipramine hydrochloride in saline phosphate buffer: Enhanced solubility due to drug-buffer aggregates
VL  - 133
SP  - 264
EP  - 274
DO  - 10.1016/j.ejps.2019.03.014
ER  - 
@article{
author = "Marković, Olivera S. and Pešić, Miloš P. and Shah, Ankita V. and Serajuddin, Abu T.M. and Verbić, Tatjana and Avdeef, Alex",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2924",
abstract = "Although solubility-pH data for desipramine hydrochloride (DsHCl) have been reported previously, the aim of the present study was to critically examine the aqueous solubility-pH behavior of DsHCl in buffer-free and buffered solutions, in the presence of physiologically-relevant chloride concentration, using experimental practices recommended in the recently-published “white paper” (Avdeef et al., 2016). The computer program pDISOL-X was used to design the structured experiments (pH-RSF method), to process the data, and to refine the equilibrium constants. Low-to-high and high-to-low pH assays (using HCl, H 3 PO 4 , or NaOH to adjust pH) were performed on phosphate-buffered (0.12‑0.15 M) saturated solutions of DsHCl in the pH 1.3–11.6 range. After equilibration (stirring 6 h, followed by 18 h stir-free sedimentation), filtration or centrifugation was used for phase separation. Concentration was measured using HPLC with UV/VIS detection. The 2:1 drug-phosphate solubility product (K sp 2:1 = [DsH + ] 2 [HPO 4 2− ]) was determined from data in the pH 4–9 region. The free base of desipramine was prepared and used to determine the K sp 1:1 ([DsH + ][H 2 PO 4 − ]) in chloride-free acidified suspension. In addition, phosphate-free titrations were conducted to determine the intrinsic solubility, S 0 , and the 1:1 drug-chloride solubility product, K sp DsH [rad] Cl = [DsH + ][Cl − ]. Under the assay conditions, only the phosphate-free solutions showed some supersaturation near pH max 8.0. In phosphate-containing solutions, pH max was indicated at higher pH (8.8–9.6). Oils mixed with solids were observed to form in alkaline solutions (pH > 11). Notably, soluble drug-phosphate complexes appeared to form below pH 3.9 and above pH max in saturated phosphate‑containing saline solutions. This was indicated by the systematic pH shift to higher values in the log S-pH curve in alkaline solution than expected from the Henderson-Hasselbalch equation. For pH < 3.9, saturated phosphate-containing saline solutions exhibited elevated solubility, with drug-hydrochloride as the sole precipitate. Salt solubility products, intrinsic solubility, and complexation constants, which rationalized the data, were determined. Elemental, thermogravimetric (TGA), differential scanning calorimetric (DSC), and powder X-ray diffraction (PXRD) analyses were used to characterize the precipitates isolated from suspensions at different pH.",
publisher = "Elsevier",
journal = "European Journal of Pharmaceutical Sciences",
title = "Solubility-pH profile of desipramine hydrochloride in saline phosphate buffer: Enhanced solubility due to drug-buffer aggregates",
volume = "133",
pages = "264-274",
doi = "10.1016/j.ejps.2019.03.014"
}
Marković, O. S., Pešić, M. P., Shah, A. V., Serajuddin, A. T.M., Verbić, T.,& Avdeef, A. (2019). Solubility-pH profile of desipramine hydrochloride in saline phosphate buffer: Enhanced solubility due to drug-buffer aggregates.
European Journal of Pharmaceutical Sciences
Elsevier., 133, 264-274.
https://doi.org/10.1016/j.ejps.2019.03.014
Marković OS, Pešić MP, Shah AV, Serajuddin AT, Verbić T, Avdeef A. Solubility-pH profile of desipramine hydrochloride in saline phosphate buffer: Enhanced solubility due to drug-buffer aggregates. European Journal of Pharmaceutical Sciences. 2019;133:264-274
Marković Olivera S., Pešić Miloš P., Shah Ankita V., Serajuddin Abu T.M., Verbić Tatjana, Avdeef Alex, "Solubility-pH profile of desipramine hydrochloride in saline phosphate buffer: Enhanced solubility due to drug-buffer aggregates" European Journal of Pharmaceutical Sciences, 133 (2019):264-274,
https://doi.org/10.1016/j.ejps.2019.03.014 .
5
9
11

Applications of biophysical techniques in drug discovery and development

Verbić, Tatjana

(International Association of Physical Chemists, 2019)

TY  - JOUR
AU  - Verbić, Tatjana
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3981
PB  - International Association of Physical Chemists
T2  - ADMET and DMPK
T1  - Applications of biophysical techniques in drug discovery and development
VL  - 7
IS  - 4
SP  - 220
EP  - 221
DO  - 10.5599/admet.767
ER  - 
@article{
author = "Verbić, Tatjana",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3981",
publisher = "International Association of Physical Chemists",
journal = "ADMET and DMPK",
title = "Applications of biophysical techniques in drug discovery and development",
volume = "7",
number = "4",
pages = "220-221",
doi = "10.5599/admet.767"
}
Verbić, T. (2019). Applications of biophysical techniques in drug discovery and development.
ADMET and DMPK
International Association of Physical Chemists., 7(4), 220-221.
https://doi.org/10.5599/admet.767
Verbić T. Applications of biophysical techniques in drug discovery and development. ADMET and DMPK. 2019;7(4):220-221
Verbić Tatjana, "Applications of biophysical techniques in drug discovery and development" ADMET and DMPK, 7, no. 4 (2019):220-221,
https://doi.org/10.5599/admet.767 .

Second generation of diazachrysenes: Protection of Ebola virus infected mice and mechanism of action

Selaković, Života; Tran, J.P.; Kota, K.P.; Lazić, Marija; Retterer, C.; Besh, R.; Panchal, R.G.; Soloveva, V.; Sean, V.A.; Jay, W.B.; Pavić, A.; Verbić, Tatjana; Vasiljević, Branka; Kuehl, K.; Duplantier, A.J.; Bavari, S.; Mudhasani, R.; Šolaja, Bogdan A.

(2019)

TY  - JOUR
AU  - Selaković, Života
AU  - Tran, J.P.
AU  - Kota, K.P.
AU  - Lazić, Marija
AU  - Retterer, C.
AU  - Besh, R.
AU  - Panchal, R.G.
AU  - Soloveva, V.
AU  - Sean, V.A.
AU  - Jay, W.B.
AU  - Pavić, A.
AU  - Verbić, Tatjana
AU  - Vasiljević, Branka
AU  - Kuehl, K.
AU  - Duplantier, A.J.
AU  - Bavari, S.
AU  - Mudhasani, R.
AU  - Šolaja, Bogdan A.
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/360
AB  - Ebola virus (EBOV) causes a deadly hemorrhagic fever in humans and non-human primates. There is currently no FDA-approved vaccine or medication to counter this disease. Here, we report on the design, synthesis and anti-viral activities of two classes of compounds which show high potency against EBOV in both in vitro cell culture assays and in vivo mouse models Ebola viral disease. These compounds incorporate the structural features of cationic amphiphilic drugs (CAD), i.e they possess both a hydrophobic domain and a hydrophilic domain consisting of an ionizable amine functional group. These structural features enable easily diffusion into cells but once inside an acidic compartment their amine groups became protonated, ionized and remain trapped inside the acidic compartments such as late endosomes and lysosomes. These compounds, by virtue of their lysomotrophic functions, blocked EBOV entry. However, unlike other drugs containing a CAD moiety including chloroquine and amodiaquine, compounds reported in this study display faster kinetics of accumulation in the lysosomes, robust expansion of late endosome/lysosomes, relatively more potent suppression of lysosome fusion with other vesicular compartments and inhibition of cathepsins activities, all of which play a vital role in anti-EBOV activity. Furthermore, the diazachrysene 2 (ZSML08) that showed most potent activity against EBOV in in vitro cell culture assays also showed significant survival benefit with 100% protection in mouse models of Ebola virus disease, at a low dose of 10 mg/kg/day. Lastly, toxicity studies in vivo using zebrafish models suggest no developmental defects or toxicity associated with these compounds. Overall, these studies describe two new pharmacophores that by virtue of being potent lysosomotrophs, display potent anti-EBOV activities both in vitro and in vivo animal models of EBOV disease. © 2018 Elsevier Masson SAS
T2  - European Journal of Medicinal Chemistry
T1  - Second generation of diazachrysenes: Protection of Ebola virus infected mice and mechanism of action
VL  - 162
SP  - 32
EP  - 50
DO  - 10.1016/j.ejmech.2018.10.061
ER  - 
@article{
author = "Selaković, Života and Tran, J.P. and Kota, K.P. and Lazić, Marija and Retterer, C. and Besh, R. and Panchal, R.G. and Soloveva, V. and Sean, V.A. and Jay, W.B. and Pavić, A. and Verbić, Tatjana and Vasiljević, Branka and Kuehl, K. and Duplantier, A.J. and Bavari, S. and Mudhasani, R. and Šolaja, Bogdan A.",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/360",
abstract = "Ebola virus (EBOV) causes a deadly hemorrhagic fever in humans and non-human primates. There is currently no FDA-approved vaccine or medication to counter this disease. Here, we report on the design, synthesis and anti-viral activities of two classes of compounds which show high potency against EBOV in both in vitro cell culture assays and in vivo mouse models Ebola viral disease. These compounds incorporate the structural features of cationic amphiphilic drugs (CAD), i.e they possess both a hydrophobic domain and a hydrophilic domain consisting of an ionizable amine functional group. These structural features enable easily diffusion into cells but once inside an acidic compartment their amine groups became protonated, ionized and remain trapped inside the acidic compartments such as late endosomes and lysosomes. These compounds, by virtue of their lysomotrophic functions, blocked EBOV entry. However, unlike other drugs containing a CAD moiety including chloroquine and amodiaquine, compounds reported in this study display faster kinetics of accumulation in the lysosomes, robust expansion of late endosome/lysosomes, relatively more potent suppression of lysosome fusion with other vesicular compartments and inhibition of cathepsins activities, all of which play a vital role in anti-EBOV activity. Furthermore, the diazachrysene 2 (ZSML08) that showed most potent activity against EBOV in in vitro cell culture assays also showed significant survival benefit with 100% protection in mouse models of Ebola virus disease, at a low dose of 10 mg/kg/day. Lastly, toxicity studies in vivo using zebrafish models suggest no developmental defects or toxicity associated with these compounds. Overall, these studies describe two new pharmacophores that by virtue of being potent lysosomotrophs, display potent anti-EBOV activities both in vitro and in vivo animal models of EBOV disease. © 2018 Elsevier Masson SAS",
journal = "European Journal of Medicinal Chemistry",
title = "Second generation of diazachrysenes: Protection of Ebola virus infected mice and mechanism of action",
volume = "162",
pages = "32-50",
doi = "10.1016/j.ejmech.2018.10.061"
}
Selaković, Ž., Tran, J.P., Kota, K.P., Lazić, M., Retterer, C., Besh, R., Panchal, R.G., Soloveva, V., Sean, V.A., Jay, W.B., Pavić, A., Verbić, T., Vasiljević, B., Kuehl, K., Duplantier, A.J., Bavari, S., Mudhasani, R.,& Šolaja, B. A. (2019). Second generation of diazachrysenes: Protection of Ebola virus infected mice and mechanism of action.
European Journal of Medicinal Chemistry, 162, 32-50.
https://doi.org/10.1016/j.ejmech.2018.10.061
Selaković Ž, Tran J, Kota K, Lazić M, Retterer C, Besh R, Panchal R, Soloveva V, Sean V, Jay W, Pavić A, Verbić T, Vasiljević B, Kuehl K, Duplantier A, Bavari S, Mudhasani R, Šolaja BA. Second generation of diazachrysenes: Protection of Ebola virus infected mice and mechanism of action. European Journal of Medicinal Chemistry. 2019;162:32-50
Selaković Života, Tran J.P., Kota K.P., Lazić Marija, Retterer C., Besh R., Panchal R.G., Soloveva V., Sean V.A., Jay W.B., Pavić A., Verbić Tatjana, Vasiljević Branka, Kuehl K., Duplantier A.J., Bavari S., Mudhasani R., Šolaja Bogdan A., "Second generation of diazachrysenes: Protection of Ebola virus infected mice and mechanism of action" European Journal of Medicinal Chemistry, 162 (2019):32-50,
https://doi.org/10.1016/j.ejmech.2018.10.061 .
3
5
5
5

Water soluble Eu(III) complexes of macrocyclic triamide ligands: Structure, stability, luminescence and redox properties

Pradhan, R.N.; Hossain, S.M.; Lakma, A.; Stojkov, D.D.; Verbić, Tatjana; Angelovski, G.; Pujales-Paradela, R.; Platas-Iglesias, C.; Singh, A.K.

(2019)

TY  - JOUR
AU  - Pradhan, R.N.
AU  - Hossain, S.M.
AU  - Lakma, A.
AU  - Stojkov, D.D.
AU  - Verbić, Tatjana
AU  - Angelovski, G.
AU  - Pujales-Paradela, R.
AU  - Platas-Iglesias, C.
AU  - Singh, A.K.
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/359
AB  - Two macrocyclic triamide octadentate chelator scaffolds L1 and L2 were synthesized, characterized by several spectroscopic techniques, and their pKa values were determined by potentiometric titration. Using these ligands, two water soluble paramagnetic Eu(III) complexes, [EuL1(OH2)](NO3)3·H2O (EuL1) and [EuL2(OH2)](NO3)3·H2O (EuL2) were synthesized and characterized in the solid state and in solution. Single crystal X ray diffraction measurement of [EuL1(OH2)](NO3)3.H2O (EuL1) reveals octadentate binding of the ligand to Eu(III) and ninth coordination being completed by an oxygen atom of a solvent molecule (H2O). X-ray diffraction data of [EuL2(OH2)](NO3)3·H2O (EuL2) were severely disordered and hence its chloride analogue [EuL2(DMF)]Cl3·H2OMeOH (EuL2-Cl) was synthesized and characterized using single-crystal X-ray diffraction measurements. The crystal data of [EuL2(DMF)](Cl)3·H2OMeOH (EuL2-Cl) reveal octadentate binding of the ligand to Eu(III), with the ninth coordination being completed by an oxygen atom of a solvent molecule (DMF). Luminescence measurements confirm the presence of a water molecule coordinated to Eu(III) in aqueous solution. The stability of the Eu(III) complexes was investigated using spectrophotometric molar ratio method. Cyclic voltammetry studies obtained from aqueous solutions of the Eu(III) complexes show reversible one electron reduction processes at the glassy carbon electrode with E1/2 = −0.799 V and −0.777 V (versus Ag/AgCl) for the complexes of L1 and L2. © 2018 Elsevier B.V.
T2  - Inorganica Chimica Acta
T1  - Water soluble Eu(III) complexes of macrocyclic triamide ligands: Structure, stability, luminescence and redox properties
VL  - 486
SP  - 252
EP  - 260
DO  - 10.1016/j.ica.2018.10.050
ER  - 
@article{
author = "Pradhan, R.N. and Hossain, S.M. and Lakma, A. and Stojkov, D.D. and Verbić, Tatjana and Angelovski, G. and Pujales-Paradela, R. and Platas-Iglesias, C. and Singh, A.K.",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/359",
abstract = "Two macrocyclic triamide octadentate chelator scaffolds L1 and L2 were synthesized, characterized by several spectroscopic techniques, and their pKa values were determined by potentiometric titration. Using these ligands, two water soluble paramagnetic Eu(III) complexes, [EuL1(OH2)](NO3)3·H2O (EuL1) and [EuL2(OH2)](NO3)3·H2O (EuL2) were synthesized and characterized in the solid state and in solution. Single crystal X ray diffraction measurement of [EuL1(OH2)](NO3)3.H2O (EuL1) reveals octadentate binding of the ligand to Eu(III) and ninth coordination being completed by an oxygen atom of a solvent molecule (H2O). X-ray diffraction data of [EuL2(OH2)](NO3)3·H2O (EuL2) were severely disordered and hence its chloride analogue [EuL2(DMF)]Cl3·H2OMeOH (EuL2-Cl) was synthesized and characterized using single-crystal X-ray diffraction measurements. The crystal data of [EuL2(DMF)](Cl)3·H2OMeOH (EuL2-Cl) reveal octadentate binding of the ligand to Eu(III), with the ninth coordination being completed by an oxygen atom of a solvent molecule (DMF). Luminescence measurements confirm the presence of a water molecule coordinated to Eu(III) in aqueous solution. The stability of the Eu(III) complexes was investigated using spectrophotometric molar ratio method. Cyclic voltammetry studies obtained from aqueous solutions of the Eu(III) complexes show reversible one electron reduction processes at the glassy carbon electrode with E1/2 = −0.799 V and −0.777 V (versus Ag/AgCl) for the complexes of L1 and L2. © 2018 Elsevier B.V.",
journal = "Inorganica Chimica Acta",
title = "Water soluble Eu(III) complexes of macrocyclic triamide ligands: Structure, stability, luminescence and redox properties",
volume = "486",
pages = "252-260",
doi = "10.1016/j.ica.2018.10.050"
}
Pradhan, R.N., Hossain, S.M., Lakma, A., Stojkov, D.D., Verbić, T., Angelovski, G., Pujales-Paradela, R., Platas-Iglesias, C.,& Singh, A.K. (2019). Water soluble Eu(III) complexes of macrocyclic triamide ligands: Structure, stability, luminescence and redox properties.
Inorganica Chimica Acta, 486, 252-260.
https://doi.org/10.1016/j.ica.2018.10.050
Pradhan R, Hossain S, Lakma A, Stojkov D, Verbić T, Angelovski G, Pujales-Paradela R, Platas-Iglesias C, Singh A. Water soluble Eu(III) complexes of macrocyclic triamide ligands: Structure, stability, luminescence and redox properties. Inorganica Chimica Acta. 2019;486:252-260
Pradhan R.N., Hossain S.M., Lakma A., Stojkov D.D., Verbić Tatjana, Angelovski G., Pujales-Paradela R., Platas-Iglesias C., Singh A.K., "Water soluble Eu(III) complexes of macrocyclic triamide ligands: Structure, stability, luminescence and redox properties" Inorganica Chimica Acta, 486 (2019):252-260,
https://doi.org/10.1016/j.ica.2018.10.050 .
6
3
6

Design, synthesis and biological evaluation of novel aryldiketo acids with enhanced antibacterial activity against multidrug resistant bacterial strains

Cvijetić, Ilija; Verbić, Tatjana; de Resende, Pedro Ernesto; Stapleton, Paul; Gibbons, Simon; Juranić, Ivan O.; Drakulić, Branko J.; Zloh, Mire

(Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux, 2018)

TY  - JOUR
AU  - Cvijetić, Ilija
AU  - Verbić, Tatjana
AU  - de Resende, Pedro Ernesto
AU  - Stapleton, Paul
AU  - Gibbons, Simon
AU  - Juranić, Ivan O.
AU  - Drakulić, Branko J.
AU  - Zloh, Mire
PY  - 2018
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2075
AB  - Antimicrobial resistance (AMR) is a major health problem worldwide, because of ability of bacteria, fungi and viruses to evade known therapeutic agents used in treatment of infections. Aryldiketo acids (ADK) have shown antimicrobial activity against several resistant strains including Gram-positive Staphylococcus aureus bacteria. Our previous studies revealed that ADK analogues having bulky alkyl group in ortho position on a phenyl ring have up to ten times better activity than norfloxacin against the same strains. Rational modifications of analogues by introduction of hydrophobic substituents on the aromatic ring has led to more than tenfold increase in antibacterial activity against multidrug resistant Gram positive strains. To elucidate a potential mechanism of action for this potentially novel class of antimicrobials, several bacterial enzymes were identified as putative targets according to literature data and pharmacophoric similarity searches for potent ADK analogues. Among the seven bacterial targets chosen, the strongest favorable binding interactions were observed between most active analogue and S. aureus dehydrosqualene synthase and DNA gyrase. Furthermore, the docking results in combination with literature data suggest that these novel molecules could also target several other bacterial enzymes, including prenyl-transferases and methionine aminopeptidase. These results and our statistically significant 3D QSAR model could be used to guide the further design of more potent derivatives as well as in virtual screening for novel antibacterial agents. (C) 2017 Elsevier Masson SAS. All rights reserved.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux
T2  - European Journal of Medicinal Chemistry
T1  - Design, synthesis and biological evaluation of novel aryldiketo acids with enhanced antibacterial activity against multidrug resistant bacterial strains
VL  - 143
SP  - 1474
EP  - 1488
DO  - 10.1016/j.ejmech.2017.10.045
ER  - 
@article{
author = "Cvijetić, Ilija and Verbić, Tatjana and de Resende, Pedro Ernesto and Stapleton, Paul and Gibbons, Simon and Juranić, Ivan O. and Drakulić, Branko J. and Zloh, Mire",
year = "2018",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2075",
abstract = "Antimicrobial resistance (AMR) is a major health problem worldwide, because of ability of bacteria, fungi and viruses to evade known therapeutic agents used in treatment of infections. Aryldiketo acids (ADK) have shown antimicrobial activity against several resistant strains including Gram-positive Staphylococcus aureus bacteria. Our previous studies revealed that ADK analogues having bulky alkyl group in ortho position on a phenyl ring have up to ten times better activity than norfloxacin against the same strains. Rational modifications of analogues by introduction of hydrophobic substituents on the aromatic ring has led to more than tenfold increase in antibacterial activity against multidrug resistant Gram positive strains. To elucidate a potential mechanism of action for this potentially novel class of antimicrobials, several bacterial enzymes were identified as putative targets according to literature data and pharmacophoric similarity searches for potent ADK analogues. Among the seven bacterial targets chosen, the strongest favorable binding interactions were observed between most active analogue and S. aureus dehydrosqualene synthase and DNA gyrase. Furthermore, the docking results in combination with literature data suggest that these novel molecules could also target several other bacterial enzymes, including prenyl-transferases and methionine aminopeptidase. These results and our statistically significant 3D QSAR model could be used to guide the further design of more potent derivatives as well as in virtual screening for novel antibacterial agents. (C) 2017 Elsevier Masson SAS. All rights reserved.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux",
journal = "European Journal of Medicinal Chemistry",
title = "Design, synthesis and biological evaluation of novel aryldiketo acids with enhanced antibacterial activity against multidrug resistant bacterial strains",
volume = "143",
pages = "1474-1488",
doi = "10.1016/j.ejmech.2017.10.045"
}
Cvijetić, I., Verbić, T., de Resende, P. E., Stapleton, P., Gibbons, S., Juranić, I. O., Drakulić, B. J.,& Zloh, M. (2018). Design, synthesis and biological evaluation of novel aryldiketo acids with enhanced antibacterial activity against multidrug resistant bacterial strains.
European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux., 143, 1474-1488.
https://doi.org/10.1016/j.ejmech.2017.10.045
Cvijetić I, Verbić T, de Resende PE, Stapleton P, Gibbons S, Juranić IO, Drakulić BJ, Zloh M. Design, synthesis and biological evaluation of novel aryldiketo acids with enhanced antibacterial activity against multidrug resistant bacterial strains. European Journal of Medicinal Chemistry. 2018;143:1474-1488
Cvijetić Ilija, Verbić Tatjana, de Resende Pedro Ernesto, Stapleton Paul, Gibbons Simon, Juranić Ivan O., Drakulić Branko J., Zloh Mire, "Design, synthesis and biological evaluation of novel aryldiketo acids with enhanced antibacterial activity against multidrug resistant bacterial strains" European Journal of Medicinal Chemistry, 143 (2018):1474-1488,
https://doi.org/10.1016/j.ejmech.2017.10.045 .
2
3
6
6

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  - http://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",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2085",
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.
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. Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy. 2018;192:128-139
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" Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy, 192 (2018):128-139,
https://doi.org/10.1016/j.saa.2017.10.061 .
10
10
10

Tautomerism of 4-phenyl-2,4-dioxobutanoic acid. Insights from pH ramping NMR study and quantum chemical calculations

Cvijetić, Ilija; Pešić, Milos P.; Todorov, Miljana D.; Drakulić, Branko J.; Juranić, Ivan O.; Verbić, Tatjana; Zloh, Mire

(Springer/Plenum Publishers, New York, 2018)

TY  - JOUR
AU  - Cvijetić, Ilija
AU  - Pešić, Milos P.
AU  - Todorov, Miljana D.
AU  - Drakulić, Branko J.
AU  - Juranić, Ivan O.
AU  - Verbić, Tatjana
AU  - Zloh, Mire
PY  - 2018
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2111
AB  - Aryldiketo acids (ADKs) exhibit the variety of biological activities, mainly due to large affinity toward divalent metal ions. Metal complexation ability of ADKs, as well as interactions with proteins, depend on tautomeric form present in solution. The main aim of this study was to fully explore the tautomeric preferences of 4-phenyl-2,4-dioxobutanoic acid (4PDA), as ADKs representative, in aqueous media at different pH values. 1D and 2D NMR spectroscopy in combination with quantum chemical calculations was applied in order to better understand the tautomeric preferences of 4PDA. The data in highly acidic media are especially interesting since there are no such findings in the literature due to low solubility of ADKs in molecular form. At low pH values, where 4PDA is unionized, the most abundant tautomeric form is enol with keto group closer to phenyl ring. At higher pH values, mixture of two 4PDA ionic forms coexists in solution. Their ratio calculated according to NMR data fits the values predicted using two experimentally determined pK (a) values. Based on the complexity of H-1 NMR spectrum of monoanionic 4PDA form, coexistence of two stable rotamers was assumed. In an alkaline media, 4PDA is mostly present in dianionic form. As pi-electrons of dianion are delocalized over an entire keto-enol moiety, spectral distinction between tautomers was not possible. Quantum chemical calculations were used to predict relative stability of tautomers. The predictions were in good accordance with experimental results only in case when explicit water molecule was included in calculations.
PB  - Springer/Plenum Publishers, New York
T2  - Structural Chemistry
T1  - Tautomerism of 4-phenyl-2,4-dioxobutanoic acid. Insights from pH ramping NMR study and quantum chemical calculations
VL  - 29
IS  - 2
SP  - 423
EP  - 434
DO  - 10.1007/s11224-017-1039-3
ER  - 
@article{
author = "Cvijetić, Ilija and Pešić, Milos P. and Todorov, Miljana D. and Drakulić, Branko J. and Juranić, Ivan O. and Verbić, Tatjana and Zloh, Mire",
year = "2018",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2111",
abstract = "Aryldiketo acids (ADKs) exhibit the variety of biological activities, mainly due to large affinity toward divalent metal ions. Metal complexation ability of ADKs, as well as interactions with proteins, depend on tautomeric form present in solution. The main aim of this study was to fully explore the tautomeric preferences of 4-phenyl-2,4-dioxobutanoic acid (4PDA), as ADKs representative, in aqueous media at different pH values. 1D and 2D NMR spectroscopy in combination with quantum chemical calculations was applied in order to better understand the tautomeric preferences of 4PDA. The data in highly acidic media are especially interesting since there are no such findings in the literature due to low solubility of ADKs in molecular form. At low pH values, where 4PDA is unionized, the most abundant tautomeric form is enol with keto group closer to phenyl ring. At higher pH values, mixture of two 4PDA ionic forms coexists in solution. Their ratio calculated according to NMR data fits the values predicted using two experimentally determined pK (a) values. Based on the complexity of H-1 NMR spectrum of monoanionic 4PDA form, coexistence of two stable rotamers was assumed. In an alkaline media, 4PDA is mostly present in dianionic form. As pi-electrons of dianion are delocalized over an entire keto-enol moiety, spectral distinction between tautomers was not possible. Quantum chemical calculations were used to predict relative stability of tautomers. The predictions were in good accordance with experimental results only in case when explicit water molecule was included in calculations.",
publisher = "Springer/Plenum Publishers, New York",
journal = "Structural Chemistry",
title = "Tautomerism of 4-phenyl-2,4-dioxobutanoic acid. Insights from pH ramping NMR study and quantum chemical calculations",
volume = "29",
number = "2",
pages = "423-434",
doi = "10.1007/s11224-017-1039-3"
}
Cvijetić, I., Pešić, M. P., Todorov, M. D., Drakulić, B. J., Juranić, I. O., Verbić, T.,& Zloh, M. (2018). Tautomerism of 4-phenyl-2,4-dioxobutanoic acid. Insights from pH ramping NMR study and quantum chemical calculations.
Structural Chemistry
Springer/Plenum Publishers, New York., 29(2), 423-434.
https://doi.org/10.1007/s11224-017-1039-3
Cvijetić I, Pešić MP, Todorov MD, Drakulić BJ, Juranić IO, Verbić T, Zloh M. Tautomerism of 4-phenyl-2,4-dioxobutanoic acid. Insights from pH ramping NMR study and quantum chemical calculations. Structural Chemistry. 2018;29(2):423-434
Cvijetić Ilija, Pešić Milos P., Todorov Miljana D., Drakulić Branko J., Juranić Ivan O., Verbić Tatjana, Zloh Mire, "Tautomerism of 4-phenyl-2,4-dioxobutanoic acid. Insights from pH ramping NMR study and quantum chemical calculations" Structural Chemistry, 29, no. 2 (2018):423-434,
https://doi.org/10.1007/s11224-017-1039-3 .
2
2
2

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  - BOOK
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  - http://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
ER  - 
@book{
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",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2913",
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"
}
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.
Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy
Pergamon-Elsevier Science Ltd, Oxford..
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. Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy. 2018;
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" Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy (2018)

Supplementary material for the article: Cvijetić, I. N.; Pešić, M. P.; Todorov, M. D.; Drakulić, B. J.; Juranić, I. O.; Verbić, T. Ž.; Zloh, M. Tautomerism of 4-Phenyl-2,4-Dioxobutanoic Acid. Insights from PH Ramping NMR Study and Quantum Chemical Calculations. Structural Chemistry 2018, 29 (2), 423–434. https://doi.org/10.1007/s11224-017-1039-3

Pešić, Milos P.; Todorov, Miljana D.; Drakulić, Branko J.; Juranić, Ivan O.; Verbić, Tatjana; Zloh, Mire; Cvijetić, Ilija

(Springer/Plenum Publishers, New York, 2018)

TY  - BOOK
AU  - Pešić, Milos P.
AU  - Todorov, Miljana D.
AU  - Drakulić, Branko J.
AU  - Juranić, Ivan O.
AU  - Verbić, Tatjana
AU  - Zloh, Mire
AU  - Cvijetić, Ilija
PY  - 2018
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3050
PB  - Springer/Plenum Publishers, New York
T2  - Structural Chemistry
T1  - Supplementary material for the article: Cvijetić, I. N.; Pešić, M. P.; Todorov, M. D.; Drakulić, B. J.; Juranić, I. O.; Verbić, T. Ž.; Zloh, M. Tautomerism of 4-Phenyl-2,4-Dioxobutanoic Acid. Insights from PH Ramping NMR Study and Quantum Chemical Calculations. Structural Chemistry 2018, 29 (2), 423–434. https://doi.org/10.1007/s11224-017-1039-3
ER  - 
@book{
author = "Pešić, Milos P. and Todorov, Miljana D. and Drakulić, Branko J. and Juranić, Ivan O. and Verbić, Tatjana and Zloh, Mire and Cvijetić, Ilija",
year = "2018",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3050",
publisher = "Springer/Plenum Publishers, New York",
journal = "Structural Chemistry",
title = "Supplementary material for the article: Cvijetić, I. N.; Pešić, M. P.; Todorov, M. D.; Drakulić, B. J.; Juranić, I. O.; Verbić, T. Ž.; Zloh, M. Tautomerism of 4-Phenyl-2,4-Dioxobutanoic Acid. Insights from PH Ramping NMR Study and Quantum Chemical Calculations. Structural Chemistry 2018, 29 (2), 423–434. https://doi.org/10.1007/s11224-017-1039-3"
}
Pešić, M. P., Todorov, M. D., Drakulić, B. J., Juranić, I. O., Verbić, T., Zloh, M.,& Cvijetić, I. (2018). Supplementary material for the article: Cvijetić, I. N.; Pešić, M. P.; Todorov, M. D.; Drakulić, B. J.; Juranić, I. O.; Verbić, T. Ž.; Zloh, M. Tautomerism of 4-Phenyl-2,4-Dioxobutanoic Acid. Insights from PH Ramping NMR Study and Quantum Chemical Calculations. Structural Chemistry 2018, 29 (2), 423–434. https://doi.org/10.1007/s11224-017-1039-3.
Structural Chemistry
Springer/Plenum Publishers, New York..
Pešić MP, Todorov MD, Drakulić BJ, Juranić IO, Verbić T, Zloh M, Cvijetić I. Supplementary material for the article: Cvijetić, I. N.; Pešić, M. P.; Todorov, M. D.; Drakulić, B. J.; Juranić, I. O.; Verbić, T. Ž.; Zloh, M. Tautomerism of 4-Phenyl-2,4-Dioxobutanoic Acid. Insights from PH Ramping NMR Study and Quantum Chemical Calculations. Structural Chemistry 2018, 29 (2), 423–434. https://doi.org/10.1007/s11224-017-1039-3. Structural Chemistry. 2018;
Pešić Milos P., Todorov Miljana D., Drakulić Branko J., Juranić Ivan O., Verbić Tatjana, Zloh Mire, Cvijetić Ilija, "Supplementary material for the article: Cvijetić, I. N.; Pešić, M. P.; Todorov, M. D.; Drakulić, B. J.; Juranić, I. O.; Verbić, T. Ž.; Zloh, M. Tautomerism of 4-Phenyl-2,4-Dioxobutanoic Acid. Insights from PH Ramping NMR Study and Quantum Chemical Calculations. Structural Chemistry 2018, 29 (2), 423–434. https://doi.org/10.1007/s11224-017-1039-3" Structural Chemistry (2018)

Supplementary material for the article: Cvijetić, I. N.; Verbić, T. Ž.; Ernesto de Resende, P.; Stapleton, P.; Gibbons, S.; Juranić, I. O.; Drakulić, B. J.; Zloh, M. Design, Synthesis and Biological Evaluation of Novel Aryldiketo Acids with Enhanced Antibacterial Activity against Multidrug Resistant Bacterial Strains. European Journal of Medicinal Chemistry 2018, 143, 1474–1488. https://doi.org/10.1016/j.ejmech.2017.10.045

Cvijetić, Ilija; Verbić, Tatjana; de Resende, Pedro Ernesto; Stapleton, Paul; Gibbons, Simon; Juranić, Ivan O.; Drakulić, Branko J.; Zloh, Mire

(Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux, 2018)

TY  - BOOK
AU  - Cvijetić, Ilija
AU  - Verbić, Tatjana
AU  - de Resende, Pedro Ernesto
AU  - Stapleton, Paul
AU  - Gibbons, Simon
AU  - Juranić, Ivan O.
AU  - Drakulić, Branko J.
AU  - Zloh, Mire
PY  - 2018
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3195
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux
T2  - European Journal of Medicinal Chemistry
T1  - Supplementary material for the article: Cvijetić, I. N.; Verbić, T. Ž.; Ernesto de Resende, P.; Stapleton, P.; Gibbons, S.; Juranić, I.  O.; Drakulić, B. J.; Zloh, M. Design, Synthesis and Biological Evaluation of Novel  Aryldiketo Acids with Enhanced Antibacterial Activity against Multidrug Resistant Bacterial  Strains. European Journal of Medicinal Chemistry 2018, 143, 1474–1488.  https://doi.org/10.1016/j.ejmech.2017.10.045
ER  - 
@book{
author = "Cvijetić, Ilija and Verbić, Tatjana and de Resende, Pedro Ernesto and Stapleton, Paul and Gibbons, Simon and Juranić, Ivan O. and Drakulić, Branko J. and Zloh, Mire",
year = "2018",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3195",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux",
journal = "European Journal of Medicinal Chemistry",
title = "Supplementary material for the article: Cvijetić, I. N.; Verbić, T. Ž.; Ernesto de Resende, P.; Stapleton, P.; Gibbons, S.; Juranić, I.  O.; Drakulić, B. J.; Zloh, M. Design, Synthesis and Biological Evaluation of Novel  Aryldiketo Acids with Enhanced Antibacterial Activity against Multidrug Resistant Bacterial  Strains. European Journal of Medicinal Chemistry 2018, 143, 1474–1488.  https://doi.org/10.1016/j.ejmech.2017.10.045"
}
Cvijetić, I., Verbić, T., de Resende, P. E., Stapleton, P., Gibbons, S., Juranić, I. O., Drakulić, B. J.,& Zloh, M. (2018). Supplementary material for the article: Cvijetić, I. N.; Verbić, T. Ž.; Ernesto de Resende, P.; Stapleton, P.; Gibbons, S.; Juranić, I.  O.; Drakulić, B. J.; Zloh, M. Design, Synthesis and Biological Evaluation of Novel  Aryldiketo Acids with Enhanced Antibacterial Activity against Multidrug Resistant Bacterial  Strains. European Journal of Medicinal Chemistry 2018, 143, 1474–1488.  https://doi.org/10.1016/j.ejmech.2017.10.045.
European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux..
Cvijetić I, Verbić T, de Resende PE, Stapleton P, Gibbons S, Juranić IO, Drakulić BJ, Zloh M. Supplementary material for the article: Cvijetić, I. N.; Verbić, T. Ž.; Ernesto de Resende, P.; Stapleton, P.; Gibbons, S.; Juranić, I.  O.; Drakulić, B. J.; Zloh, M. Design, Synthesis and Biological Evaluation of Novel  Aryldiketo Acids with Enhanced Antibacterial Activity against Multidrug Resistant Bacterial  Strains. European Journal of Medicinal Chemistry 2018, 143, 1474–1488.  https://doi.org/10.1016/j.ejmech.2017.10.045. European Journal of Medicinal Chemistry. 2018;
Cvijetić Ilija, Verbić Tatjana, de Resende Pedro Ernesto, Stapleton Paul, Gibbons Simon, Juranić Ivan O., Drakulić Branko J., Zloh Mire, "Supplementary material for the article: Cvijetić, I. N.; Verbić, T. Ž.; Ernesto de Resende, P.; Stapleton, P.; Gibbons, S.; Juranić, I.  O.; Drakulić, B. J.; Zloh, M. Design, Synthesis and Biological Evaluation of Novel  Aryldiketo Acids with Enhanced Antibacterial Activity against Multidrug Resistant Bacterial  Strains. European Journal of Medicinal Chemistry 2018, 143, 1474–1488.  https://doi.org/10.1016/j.ejmech.2017.10.045" European Journal of Medicinal Chemistry (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

Konstantinović, Jelena M.; Kiris, Erkan; Kota, Krishna P.; Kugelman-Tonos, Johanny; Selaković, 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  - BOOK
AU  - Konstantinović, Jelena M.
AU  - Kiris, Erkan
AU  - Kota, Krishna P.
AU  - Kugelman-Tonos, Johanny
AU  - Selaković, 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  - http://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
ER  - 
@book{
author = "Konstantinović, Jelena M. and Kiris, Erkan and Kota, Krishna P. and Kugelman-Tonos, Johanny and Selaković, 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",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3039",
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"
}
Konstantinović, J. M., Kiris, E., Kota, K. P., Kugelman-Tonos, J., Selaković, 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.
Journal of Medicinal Chemistry
Amer Chemical Soc, Washington..
Konstantinović JM, Kiris E, Kota KP, Kugelman-Tonos J, Selaković 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. Journal of Medicinal Chemistry. 2018;
Konstantinović Jelena M., Kiris Erkan, Kota Krishna P., Kugelman-Tonos Johanny, Selaković 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" Journal of Medicinal Chemistry (2018)

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; Selaković, 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  - Selaković, 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  - http://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 Selaković, 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",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2099",
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., Selaković, 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.
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, Selaković 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. Journal of Medicinal Chemistry. 2018;61(4):1595-1608
Konstantinović Jelena M., Kiris Erkan, Kota Krishna P., Kugelman-Tonos Johanny, Selaković 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" Journal of Medicinal Chemistry, 61, no. 4 (2018):1595-1608,
https://doi.org/10.1021/acs.jmedchem.7b01710 .
3
3
3

Redox properties of alkyl-substituted 4-aryl-2,4-dioxobutanoic acids

Cvijetić, Ilija; Verbić, Tatjana; Drakulić, Branko J.; Stanković, Dalibor; Juranić, Ivan O.; Manojlović, Dragan D.; Zloh, Mire

(Serbian Chemical Soc, Belgrade, 2017)

TY  - JOUR
AU  - Cvijetić, Ilija
AU  - Verbić, Tatjana
AU  - Drakulić, Branko J.
AU  - Stanković, Dalibor
AU  - Juranić, Ivan O.
AU  - Manojlović, Dragan D.
AU  - Zloh, Mire
PY  - 2017
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2458
AB  - Redox properties of a set of aryldiketo acids (ADKs), small organic molecules that comprise 2,4-dioxobutanoic acid moiety, were studied. Along with well-known HIV-1 integrase (IN) inhibition, ADKs exert widespread biological activities. The aim of this work was to evaluate the effects of aryl substitutions on the properties of the dioxobutanoic moiety that is involved in key interactions with metal ions within the active sites of target enzymes. The effect of pH on the electronic properties of nine congeners was examined using cyclic voltammetry and differential pulse polarography. The compounds were chosen as a simple set of congeners bearing Me-groups on the phenyl ring, which should not be involved in electrochemical reactions, leaving the diketo moiety as the sole electrophore. The substitution pattern was systematically varied, yielding a set having different torsion between the phenyl ring and the aryl keto group (Ar-C(O)). The protonation state of the ADKs at different pH values was determined from the experimentally obtained pK(a) values. The results showed that an equal number of protons and electrons were involved in the oxidation and reduction reactions at the surface of the electrode. Quantitative linear correlations were found between the reduction potentials and the energies of the frontier orbitals, calculated for neutral, mono-anionic and the corresponding radical anionic species, and the steric parameter as two independent variables.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Redox properties of alkyl-substituted 4-aryl-2,4-dioxobutanoic acids
VL  - 82
IS  - 3
SP  - 303
EP  - 316
DO  - 10.2298/JSC161118021C
ER  - 
@article{
author = "Cvijetić, Ilija and Verbić, Tatjana and Drakulić, Branko J. and Stanković, Dalibor and Juranić, Ivan O. and Manojlović, Dragan D. and Zloh, Mire",
year = "2017",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2458",
abstract = "Redox properties of a set of aryldiketo acids (ADKs), small organic molecules that comprise 2,4-dioxobutanoic acid moiety, were studied. Along with well-known HIV-1 integrase (IN) inhibition, ADKs exert widespread biological activities. The aim of this work was to evaluate the effects of aryl substitutions on the properties of the dioxobutanoic moiety that is involved in key interactions with metal ions within the active sites of target enzymes. The effect of pH on the electronic properties of nine congeners was examined using cyclic voltammetry and differential pulse polarography. The compounds were chosen as a simple set of congeners bearing Me-groups on the phenyl ring, which should not be involved in electrochemical reactions, leaving the diketo moiety as the sole electrophore. The substitution pattern was systematically varied, yielding a set having different torsion between the phenyl ring and the aryl keto group (Ar-C(O)). The protonation state of the ADKs at different pH values was determined from the experimentally obtained pK(a) values. The results showed that an equal number of protons and electrons were involved in the oxidation and reduction reactions at the surface of the electrode. Quantitative linear correlations were found between the reduction potentials and the energies of the frontier orbitals, calculated for neutral, mono-anionic and the corresponding radical anionic species, and the steric parameter as two independent variables.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Redox properties of alkyl-substituted 4-aryl-2,4-dioxobutanoic acids",
volume = "82",
number = "3",
pages = "303-316",
doi = "10.2298/JSC161118021C"
}
Cvijetić, I., Verbić, T., Drakulić, B. J., Stanković, D., Juranić, I. O., Manojlović, D. D.,& Zloh, M. (2017). Redox properties of alkyl-substituted 4-aryl-2,4-dioxobutanoic acids.
Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 82(3), 303-316.
https://doi.org/10.2298/JSC161118021C
Cvijetić I, Verbić T, Drakulić BJ, Stanković D, Juranić IO, Manojlović DD, Zloh M. Redox properties of alkyl-substituted 4-aryl-2,4-dioxobutanoic acids. Journal of the Serbian Chemical Society. 2017;82(3):303-316
Cvijetić Ilija, Verbić Tatjana, Drakulić Branko J., Stanković Dalibor, Juranić Ivan O., Manojlović Dragan D., Zloh Mire, "Redox properties of alkyl-substituted 4-aryl-2,4-dioxobutanoic acids" Journal of the Serbian Chemical Society, 82, no. 3 (2017):303-316,
https://doi.org/10.2298/JSC161118021C .
2
2
3

Supplementary data for article: Božić, A. R.; Filipović, N. R.; Verbić, T.; Milčić, M. K.; Todorović, T.; Cvijetić, I.; Klisurić, O.; Radišić, M.; Marinković, A. A Detailed Experimental and Computational Study of Monocarbohydrazones. Arabian Journal of Chemistry 2020. https://doi.org/10.1016/j.arabjc.2017.08.010

Božić, Aleksandra R.; Filipović, Nenad R.; Verbić, Tatjana; Milčić, Miloš K.; Todorović, Tamara; Cvijetić, Ilija; Klisurić, Olivera; Radišić, Marina; Marinković, Aleksandar

(Elsevier, 2017)

TY  - BOOK
AU  - Božić, Aleksandra R.
AU  - Filipović, Nenad R.
AU  - Verbić, Tatjana
AU  - Milčić, Miloš K.
AU  - Todorović, Tamara
AU  - Cvijetić, Ilija
AU  - Klisurić, Olivera
AU  - Radišić, Marina
AU  - Marinković, Aleksandar
PY  - 2017
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2968
PB  - Elsevier
T2  - Arabian Journal of Chemistry
T1  - Supplementary data for article: Božić, A. R.; Filipović, N. R.; Verbić, T.; Milčić, M. K.; Todorović, T.; Cvijetić, I.; Klisurić, O.; Radišić, M.; Marinković, A. A Detailed Experimental and Computational Study of Monocarbohydrazones. Arabian Journal of Chemistry 2020. https://doi.org/10.1016/j.arabjc.2017.08.010
ER  - 
@book{
author = "Božić, Aleksandra R. and Filipović, Nenad R. and Verbić, Tatjana and Milčić, Miloš K. and Todorović, Tamara and Cvijetić, Ilija and Klisurić, Olivera and Radišić, Marina and Marinković, Aleksandar",
year = "2017",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2968",
publisher = "Elsevier",
journal = "Arabian Journal of Chemistry",
title = "Supplementary data for article: Božić, A. R.; Filipović, N. R.; Verbić, T.; Milčić, M. K.; Todorović, T.; Cvijetić, I.; Klisurić, O.; Radišić, M.; Marinković, A. A Detailed Experimental and Computational Study of Monocarbohydrazones. Arabian Journal of Chemistry 2020. https://doi.org/10.1016/j.arabjc.2017.08.010"
}
Božić, A. R., Filipović, N. R., Verbić, T., Milčić, M. K., Todorović, T., Cvijetić, I., Klisurić, O., Radišić, M.,& Marinković, A. (2017). Supplementary data for article: Božić, A. R.; Filipović, N. R.; Verbić, T.; Milčić, M. K.; Todorović, T.; Cvijetić, I.; Klisurić, O.; Radišić, M.; Marinković, A. A Detailed Experimental and Computational Study of Monocarbohydrazones. Arabian Journal of Chemistry 2020. https://doi.org/10.1016/j.arabjc.2017.08.010.
Arabian Journal of Chemistry
Elsevier..
Božić AR, Filipović NR, Verbić T, Milčić MK, Todorović T, Cvijetić I, Klisurić O, Radišić M, Marinković A. Supplementary data for article: Božić, A. R.; Filipović, N. R.; Verbić, T.; Milčić, M. K.; Todorović, T.; Cvijetić, I.; Klisurić, O.; Radišić, M.; Marinković, A. A Detailed Experimental and Computational Study of Monocarbohydrazones. Arabian Journal of Chemistry 2020. https://doi.org/10.1016/j.arabjc.2017.08.010. Arabian Journal of Chemistry. 2017;
Božić Aleksandra R., Filipović Nenad R., Verbić Tatjana, Milčić Miloš K., Todorović Tamara, Cvijetić Ilija, Klisurić Olivera, Radišić Marina, Marinković Aleksandar, "Supplementary data for article: Božić, A. R.; Filipović, N. R.; Verbić, T.; Milčić, M. K.; Todorović, T.; Cvijetić, I.; Klisurić, O.; Radišić, M.; Marinković, A. A Detailed Experimental and Computational Study of Monocarbohydrazones. Arabian Journal of Chemistry 2020. https://doi.org/10.1016/j.arabjc.2017.08.010" Arabian Journal of Chemistry (2017)

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  - http://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",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2036",
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?.
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?. Journal of Medicinal Chemistry. 2016;59(1):264-281
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?" Journal of Medicinal Chemistry, 59, no. 1 (2016):264-281,
https://doi.org/10.1021/acs.jmedchem.5b01374 .
1
19
16
20

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  - BOOK
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  - http://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
ER  - 
@book{
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",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3606",
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"
}
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.
Journal of Medicinal Chemistry
Amer Chemical Soc, Washington..
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. Journal of Medicinal Chemistry. 2016;
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" Journal of Medicinal Chemistry (2016)

Synthesis and characterisation of bismacrocyclic DO3A-amide derivatives - an approach towards metal-responsive PARACEST agents

Cakić, Nevenka; Verbić, Tatjana; Jelić, Ratomir; Platas-Iglesias, Carlos; Angelovski, Goran

(Royal Soc Chemistry, Cambridge, 2016)

TY  - JOUR
AU  - Cakić, Nevenka
AU  - Verbić, Tatjana
AU  - Jelić, Ratomir
AU  - Platas-Iglesias, Carlos
AU  - Angelovski, Goran
PY  - 2016
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1911
AB  - Three new bismacrocyclic Ln(3+) chelates consisting of triamide derivatives of cyclen with glycine, methyl and tert-butyl substituents (L1-3, respectively) linked to an acyclic EGTA-derived calcium chelator were synthesised as potential MRI contrast agents (EGTA -ethylene glycol-bis(2-aminoethylether)-N, N, N', N'-tetraacetic acid). Eu3+ and Yb3+ complexes of L1-3 were investigated as chemical exchange saturation transfer (CEST) agents. Moderate to minor CEST effects were observed for Eu2L1, Eu2L2 and Yb2L2 complexes in the absence of Ca2+, with negligible changes upon addition of this metal ion. Luminescence steady-state emission and lifetime experiments did not reveal any changes in the coordination environment of the complexes, while the number of inner-sphere water molecules remained constant in the absence and presence of Ca2+. The protonation constants of Eu2L1 and Eu2L2 and stability constants of their complexes with Ca2+, Mg2+ and Zn2+ were determined by means of potentiometric titrations. The results show that the charge of the complex dramatically affects the protonation constants of the EGTA-binding unit. The stability constants of the complexes formed with Ca2+, Mg2+ and Zn2+ are several orders of magnitude lower than those of EGTA. These findings indicate that the nature of Ln(3+) chelates and their charge are the main reasons for the observed results and weaker response of these EGTA-derived triamide derivatives compared to their tricarboxylate analogues.
PB  - Royal Soc Chemistry, Cambridge
T2  - Dalton Transactions
T1  - Synthesis and characterisation of bismacrocyclic DO3A-amide derivatives - an approach towards metal-responsive PARACEST agents
VL  - 45
IS  - 15
SP  - 6555
EP  - 6565
DO  - 10.1039/c5dt04625d
ER  - 
@article{
author = "Cakić, Nevenka and Verbić, Tatjana and Jelić, Ratomir and Platas-Iglesias, Carlos and Angelovski, Goran",
year = "2016",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/1911",
abstract = "Three new bismacrocyclic Ln(3+) chelates consisting of triamide derivatives of cyclen with glycine, methyl and tert-butyl substituents (L1-3, respectively) linked to an acyclic EGTA-derived calcium chelator were synthesised as potential MRI contrast agents (EGTA -ethylene glycol-bis(2-aminoethylether)-N, N, N', N'-tetraacetic acid). Eu3+ and Yb3+ complexes of L1-3 were investigated as chemical exchange saturation transfer (CEST) agents. Moderate to minor CEST effects were observed for Eu2L1, Eu2L2 and Yb2L2 complexes in the absence of Ca2+, with negligible changes upon addition of this metal ion. Luminescence steady-state emission and lifetime experiments did not reveal any changes in the coordination environment of the complexes, while the number of inner-sphere water molecules remained constant in the absence and presence of Ca2+. The protonation constants of Eu2L1 and Eu2L2 and stability constants of their complexes with Ca2+, Mg2+ and Zn2+ were determined by means of potentiometric titrations. The results show that the charge of the complex dramatically affects the protonation constants of the EGTA-binding unit. The stability constants of the complexes formed with Ca2+, Mg2+ and Zn2+ are several orders of magnitude lower than those of EGTA. These findings indicate that the nature of Ln(3+) chelates and their charge are the main reasons for the observed results and weaker response of these EGTA-derived triamide derivatives compared to their tricarboxylate analogues.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Dalton Transactions",
title = "Synthesis and characterisation of bismacrocyclic DO3A-amide derivatives - an approach towards metal-responsive PARACEST agents",
volume = "45",
number = "15",
pages = "6555-6565",
doi = "10.1039/c5dt04625d"
}
Cakić, N., Verbić, T., Jelić, R., Platas-Iglesias, C.,& Angelovski, G. (2016). Synthesis and characterisation of bismacrocyclic DO3A-amide derivatives - an approach towards metal-responsive PARACEST agents.
Dalton Transactions
Royal Soc Chemistry, Cambridge., 45(15), 6555-6565.
https://doi.org/10.1039/c5dt04625d
Cakić N, Verbić T, Jelić R, Platas-Iglesias C, Angelovski G. Synthesis and characterisation of bismacrocyclic DO3A-amide derivatives - an approach towards metal-responsive PARACEST agents. Dalton Transactions. 2016;45(15):6555-6565
Cakić Nevenka, Verbić Tatjana, Jelić Ratomir, Platas-Iglesias Carlos, Angelovski Goran, "Synthesis and characterisation of bismacrocyclic DO3A-amide derivatives - an approach towards metal-responsive PARACEST agents" Dalton Transactions, 45, no. 15 (2016):6555-6565,
https://doi.org/10.1039/c5dt04625d .
1
5
5
5