Padrón, José M.

Link to this page

Authority KeyName Variants
orcid::0000-0002-7488-1774
  • Padrón, José M. (10)
Projects
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. 451-03-68/2020-14/200116 (University of Belgrade, Faculty of Agriculture)
Canary Islands Government (TESIS2020010055) CIN/AEI/10.13039/501100011033 (PID2020-116460RB-I00 )
COST Action [CA15135] COST Action (CA17104 STRATAGEM)
Estonian Ministry for Education and Research [IUT34-14] German Research Foundation (DFG) [INST 208/664-1 FUGG]
Interactions of natural products, their derivatives and coordination compounds with proteins and nucleic acids Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200007 (University of Belgrade, Institute for Biological Research 'Siniša Stanković')
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) Junta de Andalucía (FQM134)
Spanish Government financial support through project PGC2018-094503-B-C22 (MCIU/AEI/FEDER, UE). Spanish Government (PGC2018-094503-B-C22)
Directed synthesis, structure and properties of multifunctional materials Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200125 (University of Novi Sad, Faculty of Science)
This research is financially supported by the Canary Islands Government (ProID2020010101, ACIISI/FEDER, UE). This research is financially supported by the Spanish Government (PGC2018-094503-B-C22, MCIU/AEI/FEDER, UE).
This research is supported by the Canary Islands ACIISI for a predoctoral grant TESIS2020010055. This research is supported by the EU Social Fund (FSE).

Author's Bibliography

Structural, physicochemical and anticancer study of Zn complexes with pyridyl-based thiazolyl-hydrazones

Rodríguez-Castillo, María; Monge, Miguel; Holló, Berta Barta; Padrón, José M.; Puerta, Adrián; Sousa, Sérgio F.; Fernandes, Henrique S.; Blagojević, Vladimir; Višnjevac, Aleksandar; Olszewski, Mateusz; Maciejewska, Natalia; Araškov, Jovana

(Elsevier, 2023)

TY  - JOUR
AU  - Rodríguez-Castillo, María
AU  - Monge, Miguel
AU  - Holló, Berta Barta
AU  - Padrón, José M.
AU  - Puerta, Adrián
AU  - Sousa, Sérgio F.
AU  - Fernandes, Henrique S.
AU  - Blagojević, Vladimir
AU  - Višnjevac, Aleksandar
AU  - Olszewski, Mateusz
AU  - Maciejewska, Natalia
AU  - Araškov, Jovana
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5885
AB  - Thiazolyl-hydrazones (THs) exhibit a wide spectrum of biological activity that can be enhanced by complexation with various metal ions. Zn(II) complexes with α-pyridine-1,3-TH ligands may represent an alternative to the standard platinum-based chemotherapeutics. In addition, they show photoluminescence properties and thus can be regarded as multifunctional materials. In this study, we synthesized and characterized three neutral Zn(II) complexes (1–3) with pyridine-based TH ligands HLS1‒3 in order to investigate the influence of the ligands charge on the structure and intermolecular interactions in the solid state, and consequently photophysical properties. The deprotonation of the ligands mainly affects the relative energies of electronic levels in the complexes, compared to cationic counterparts, resulting in similar photoluminescence mechanisms and quantum yields with a small shift in emission energy. The influence of the substitution at the ligands’ periphery on the selected quantum molecular descriptors of the complexes is localized to the substitution site. Also, the substituents did not considerably influence the redox responses of the complexes. However, predominant spectral changes were observed in the course of the first reduction and oxidation processes which caused distinct spectral color changes indicating their possible functionality for electrochromic applications. In addition, complex 1 showed antiproliferative activity with GI50 values below 2 µM on all tested cancer cell lines.
PB  - Elsevier
T2  - Journal of Molecular Structure
T1  - Structural, physicochemical and anticancer study of Zn complexes with pyridyl-based thiazolyl-hydrazones
VL  - 1281
SP  - 135157
DO  - 10.1016/j.molstruc.2023.135157
ER  - 
@article{
author = "Rodríguez-Castillo, María and Monge, Miguel and Holló, Berta Barta and Padrón, José M. and Puerta, Adrián and Sousa, Sérgio F. and Fernandes, Henrique S. and Blagojević, Vladimir and Višnjevac, Aleksandar and Olszewski, Mateusz and Maciejewska, Natalia and Araškov, Jovana",
year = "2023",
abstract = "Thiazolyl-hydrazones (THs) exhibit a wide spectrum of biological activity that can be enhanced by complexation with various metal ions. Zn(II) complexes with α-pyridine-1,3-TH ligands may represent an alternative to the standard platinum-based chemotherapeutics. In addition, they show photoluminescence properties and thus can be regarded as multifunctional materials. In this study, we synthesized and characterized three neutral Zn(II) complexes (1–3) with pyridine-based TH ligands HLS1‒3 in order to investigate the influence of the ligands charge on the structure and intermolecular interactions in the solid state, and consequently photophysical properties. The deprotonation of the ligands mainly affects the relative energies of electronic levels in the complexes, compared to cationic counterparts, resulting in similar photoluminescence mechanisms and quantum yields with a small shift in emission energy. The influence of the substitution at the ligands’ periphery on the selected quantum molecular descriptors of the complexes is localized to the substitution site. Also, the substituents did not considerably influence the redox responses of the complexes. However, predominant spectral changes were observed in the course of the first reduction and oxidation processes which caused distinct spectral color changes indicating their possible functionality for electrochromic applications. In addition, complex 1 showed antiproliferative activity with GI50 values below 2 µM on all tested cancer cell lines.",
publisher = "Elsevier",
journal = "Journal of Molecular Structure",
title = "Structural, physicochemical and anticancer study of Zn complexes with pyridyl-based thiazolyl-hydrazones",
volume = "1281",
pages = "135157",
doi = "10.1016/j.molstruc.2023.135157"
}
Rodríguez-Castillo, M., Monge, M., Holló, B. B., Padrón, J. M., Puerta, A., Sousa, S. F., Fernandes, H. S., Blagojević, V., Višnjevac, A., Olszewski, M., Maciejewska, N.,& Araškov, J.. (2023). Structural, physicochemical and anticancer study of Zn complexes with pyridyl-based thiazolyl-hydrazones. in Journal of Molecular Structure
Elsevier., 1281, 135157.
https://doi.org/10.1016/j.molstruc.2023.135157
Rodríguez-Castillo M, Monge M, Holló BB, Padrón JM, Puerta A, Sousa SF, Fernandes HS, Blagojević V, Višnjevac A, Olszewski M, Maciejewska N, Araškov J. Structural, physicochemical and anticancer study of Zn complexes with pyridyl-based thiazolyl-hydrazones. in Journal of Molecular Structure. 2023;1281:135157.
doi:10.1016/j.molstruc.2023.135157 .
Rodríguez-Castillo, María, Monge, Miguel, Holló, Berta Barta, Padrón, José M., Puerta, Adrián, Sousa, Sérgio F., Fernandes, Henrique S., Blagojević, Vladimir, Višnjevac, Aleksandar, Olszewski, Mateusz, Maciejewska, Natalia, Araškov, Jovana, "Structural, physicochemical and anticancer study of Zn complexes with pyridyl-based thiazolyl-hydrazones" in Journal of Molecular Structure, 1281 (2023):135157,
https://doi.org/10.1016/j.molstruc.2023.135157 . .
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Zn(II) complexes with thiazolyl–hydrazones: structure, intermolecular interactions, photophysical properties, computational study and anticancer activity

Araškov, Jovana; Višnjevac, Aleksandar; Popović, Jasminka; Blagojević, Vladimir A.; Fernandes, Henrique S.; Sousa, Sérgio F.; Novaković, Irena T.; Padrón, José M.; Holló, Berta Barta; Monge, Miguel; Rodríguez-Castillo, María; López-de-Luzuriaga, José M.; Filipović, Nenad R.; Todorović, Tamara

(2022)

TY  - JOUR
AU  - Araškov, Jovana
AU  - Višnjevac, Aleksandar
AU  - Popović, Jasminka
AU  - Blagojević, Vladimir A.
AU  - Fernandes, Henrique S.
AU  - Sousa, Sérgio F.
AU  - Novaković, Irena T.
AU  - Padrón, José M.
AU  - Holló, Berta Barta
AU  - Monge, Miguel
AU  - Rodríguez-Castillo, María
AU  - López-de-Luzuriaga, José M.
AU  - Filipović, Nenad R.
AU  - Todorović, Tamara
PY  - 2022
UR  - https://pubs.rsc.org/en/content/articlelanding/2022/ce/d2ce00443g
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5380
AB  - Earth-abundant, cheap and non-toxic zinc-based coordination compounds are drawing research attention as promising candidates for various applications, such as photoluminescent materials and anticancer agents. In this paper we report six zinc complexes (1–3-NO3 and 1–3-Cl) with pyridyl-based thiazolyl–hydrazone ligands, which differ in the nature of substituents at the ligands' periphery, anion type, and geometry around the metal ion. The complexes were characterized by single-crystal and powder X-ray diffraction analysis, as well as IR and NMR spectroscopy. The symmetrical complexes 2-Cl and 3-Cl, where zinc atoms are located at a two-fold axis, do not exhibit photophysical properties, unlike their asymmetrical analogs 2-NO3 and 3-NO3 with the same complex cation. Asymmetrical pentacoordinated 1-Cl and hexacoordinated 1-NO3 complexes exhibit photophysical properties. An admixture of allowed intra-ligand (1IL) and chloro (X)-to-ligand charge-transfer (1XLCT) electronic transitions is responsible for the fluorescence of the 1-Cl complex. The origin of the emission of the 1-NO3 complex is ascribed to an admixture of 3IL and ligand-to-ligand charge-transfer (3LLCT) forbidden electronic transitions, while for 3-NO3 most electronic excitations are of LLCT character. The thermal stability of the complexes is in accord with the strength of respective intermolecular interactions. The antiproliferative activity of the complexes was in the nanomolar range on some of the investigated cancer cell lines. Contrary to the increase of antiproliferative activity of the complexes in comparison to the free ligands in cancer cell lines, an acute toxicity determined in the brine shrimp assay follows the opposite trend. The overall results suggest that Zn(II) thiazoyl–hydrazone complexes have considerable potential as multifunctional materials.
T2  - CrystEngComm
T1  - Zn(II) complexes with thiazolyl–hydrazones: structure, intermolecular interactions, photophysical properties, computational study and anticancer activity
IS  - 29
DO  - 10.1039/D2CE00443G
ER  - 
@article{
author = "Araškov, Jovana and Višnjevac, Aleksandar and Popović, Jasminka and Blagojević, Vladimir A. and Fernandes, Henrique S. and Sousa, Sérgio F. and Novaković, Irena T. and Padrón, José M. and Holló, Berta Barta and Monge, Miguel and Rodríguez-Castillo, María and López-de-Luzuriaga, José M. and Filipović, Nenad R. and Todorović, Tamara",
year = "2022",
abstract = "Earth-abundant, cheap and non-toxic zinc-based coordination compounds are drawing research attention as promising candidates for various applications, such as photoluminescent materials and anticancer agents. In this paper we report six zinc complexes (1–3-NO3 and 1–3-Cl) with pyridyl-based thiazolyl–hydrazone ligands, which differ in the nature of substituents at the ligands' periphery, anion type, and geometry around the metal ion. The complexes were characterized by single-crystal and powder X-ray diffraction analysis, as well as IR and NMR spectroscopy. The symmetrical complexes 2-Cl and 3-Cl, where zinc atoms are located at a two-fold axis, do not exhibit photophysical properties, unlike their asymmetrical analogs 2-NO3 and 3-NO3 with the same complex cation. Asymmetrical pentacoordinated 1-Cl and hexacoordinated 1-NO3 complexes exhibit photophysical properties. An admixture of allowed intra-ligand (1IL) and chloro (X)-to-ligand charge-transfer (1XLCT) electronic transitions is responsible for the fluorescence of the 1-Cl complex. The origin of the emission of the 1-NO3 complex is ascribed to an admixture of 3IL and ligand-to-ligand charge-transfer (3LLCT) forbidden electronic transitions, while for 3-NO3 most electronic excitations are of LLCT character. The thermal stability of the complexes is in accord with the strength of respective intermolecular interactions. The antiproliferative activity of the complexes was in the nanomolar range on some of the investigated cancer cell lines. Contrary to the increase of antiproliferative activity of the complexes in comparison to the free ligands in cancer cell lines, an acute toxicity determined in the brine shrimp assay follows the opposite trend. The overall results suggest that Zn(II) thiazoyl–hydrazone complexes have considerable potential as multifunctional materials.",
journal = "CrystEngComm",
title = "Zn(II) complexes with thiazolyl–hydrazones: structure, intermolecular interactions, photophysical properties, computational study and anticancer activity",
number = "29",
doi = "10.1039/D2CE00443G"
}
Araškov, J., Višnjevac, A., Popović, J., Blagojević, V. A., Fernandes, H. S., Sousa, S. F., Novaković, I. T., Padrón, J. M., Holló, B. B., Monge, M., Rodríguez-Castillo, M., López-de-Luzuriaga, J. M., Filipović, N. R.,& Todorović, T.. (2022). Zn(II) complexes with thiazolyl–hydrazones: structure, intermolecular interactions, photophysical properties, computational study and anticancer activity. in CrystEngComm(29).
https://doi.org/10.1039/D2CE00443G
Araškov J, Višnjevac A, Popović J, Blagojević VA, Fernandes HS, Sousa SF, Novaković IT, Padrón JM, Holló BB, Monge M, Rodríguez-Castillo M, López-de-Luzuriaga JM, Filipović NR, Todorović T. Zn(II) complexes with thiazolyl–hydrazones: structure, intermolecular interactions, photophysical properties, computational study and anticancer activity. in CrystEngComm. 2022;(29).
doi:10.1039/D2CE00443G .
Araškov, Jovana, Višnjevac, Aleksandar, Popović, Jasminka, Blagojević, Vladimir A., Fernandes, Henrique S., Sousa, Sérgio F., Novaković, Irena T., Padrón, José M., Holló, Berta Barta, Monge, Miguel, Rodríguez-Castillo, María, López-de-Luzuriaga, José M., Filipović, Nenad R., Todorović, Tamara, "Zn(II) complexes with thiazolyl–hydrazones: structure, intermolecular interactions, photophysical properties, computational study and anticancer activity" in CrystEngComm, no. 29 (2022),
https://doi.org/10.1039/D2CE00443G . .
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Study of the anticancer potential of Cd complexes of selenazoyl-hydrazones and their sulfur isosters

Marković, Sanja B.; Maciejewska, Natalia; Olszewski, Mateusz; Višnjevac, Aleksandar; Puerta, Adrián; Padrón, José M.; Novaković, Irena T.; Kojić, Snežana; Fernandes, Henrique S.; Sousa, Sérgio F.; Ramotowska, Sandra; Chylewska, Agnieszka; Makowski, Mariusz; Todorović, Tamara; Filipović, Nenad R.

(Elsevier, 2022)

TY  - JOUR
AU  - Marković, Sanja B.
AU  - Maciejewska, Natalia
AU  - Olszewski, Mateusz
AU  - Višnjevac, Aleksandar
AU  - Puerta, Adrián
AU  - Padrón, José M.
AU  - Novaković, Irena T.
AU  - Kojić, Snežana
AU  - Fernandes, Henrique S.
AU  - Sousa, Sérgio F.
AU  - Ramotowska, Sandra
AU  - Chylewska, Agnieszka
AU  - Makowski, Mariusz
AU  - Todorović, Tamara
AU  - Filipović, Nenad R.
PY  - 2022
UR  - https://www.sciencedirect.com/science/article/pii/S0223523422003518
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5209
AB  - The biological activity of Cd compounds has been investigated scarce since Cd has been recognized as a human carcinogen. However, the toxicity of cadmium is comparable to the toxicity of noble metals such as Pt and Pd. The paradigm of metal toxicity has been challenged suggesting that metal toxicity is not a constant property, yet it depends on many factors like the presence of appropriate ligands. Studies on anticancer activity of cadmium complexes showed that the complexation of various ligands resulted in complexes that showed better activities than approved drugs. In the present study, cadmium complexes with biologically potent thiazolyl/selenazoyl-hydrazone ligands have been prepared, and tested for their activity against different types of tumor cell models. The complexation of ligands with Cd(II) resulted in a synergistic effect. The antiproliferative activity study revealed that all complexes are more active compared to 5-fluorouracil and cisplatin. The mechanism of tumor cell growth inhibition reveal that selenium-based compounds induce cell death in T-47D (gland carcinoma) cells through apoptosis via caspase-3/7 activation. Additionally, their pro-apoptotic effect was stronger compared to etoposide and cisplatin. Nuclease activity, detected by gel electrophoresis, may be the possible mechanism of anticancer action of investigated complexes.
PB  - Elsevier
T2  - European Journal of Medicinal Chemistry
T1  - Study of the anticancer potential of Cd complexes of selenazoyl-hydrazones and their sulfur isosters
VL  - 238
SP  - 114449
DO  - 10.1016/j.ejmech.2022.114449
ER  - 
@article{
author = "Marković, Sanja B. and Maciejewska, Natalia and Olszewski, Mateusz and Višnjevac, Aleksandar and Puerta, Adrián and Padrón, José M. and Novaković, Irena T. and Kojić, Snežana and Fernandes, Henrique S. and Sousa, Sérgio F. and Ramotowska, Sandra and Chylewska, Agnieszka and Makowski, Mariusz and Todorović, Tamara and Filipović, Nenad R.",
year = "2022",
abstract = "The biological activity of Cd compounds has been investigated scarce since Cd has been recognized as a human carcinogen. However, the toxicity of cadmium is comparable to the toxicity of noble metals such as Pt and Pd. The paradigm of metal toxicity has been challenged suggesting that metal toxicity is not a constant property, yet it depends on many factors like the presence of appropriate ligands. Studies on anticancer activity of cadmium complexes showed that the complexation of various ligands resulted in complexes that showed better activities than approved drugs. In the present study, cadmium complexes with biologically potent thiazolyl/selenazoyl-hydrazone ligands have been prepared, and tested for their activity against different types of tumor cell models. The complexation of ligands with Cd(II) resulted in a synergistic effect. The antiproliferative activity study revealed that all complexes are more active compared to 5-fluorouracil and cisplatin. The mechanism of tumor cell growth inhibition reveal that selenium-based compounds induce cell death in T-47D (gland carcinoma) cells through apoptosis via caspase-3/7 activation. Additionally, their pro-apoptotic effect was stronger compared to etoposide and cisplatin. Nuclease activity, detected by gel electrophoresis, may be the possible mechanism of anticancer action of investigated complexes.",
publisher = "Elsevier",
journal = "European Journal of Medicinal Chemistry",
title = "Study of the anticancer potential of Cd complexes of selenazoyl-hydrazones and their sulfur isosters",
volume = "238",
pages = "114449",
doi = "10.1016/j.ejmech.2022.114449"
}
Marković, S. B., Maciejewska, N., Olszewski, M., Višnjevac, A., Puerta, A., Padrón, J. M., Novaković, I. T., Kojić, S., Fernandes, H. S., Sousa, S. F., Ramotowska, S., Chylewska, A., Makowski, M., Todorović, T.,& Filipović, N. R.. (2022). Study of the anticancer potential of Cd complexes of selenazoyl-hydrazones and their sulfur isosters. in European Journal of Medicinal Chemistry
Elsevier., 238, 114449.
https://doi.org/10.1016/j.ejmech.2022.114449
Marković SB, Maciejewska N, Olszewski M, Višnjevac A, Puerta A, Padrón JM, Novaković IT, Kojić S, Fernandes HS, Sousa SF, Ramotowska S, Chylewska A, Makowski M, Todorović T, Filipović NR. Study of the anticancer potential of Cd complexes of selenazoyl-hydrazones and their sulfur isosters. in European Journal of Medicinal Chemistry. 2022;238:114449.
doi:10.1016/j.ejmech.2022.114449 .
Marković, Sanja B., Maciejewska, Natalia, Olszewski, Mateusz, Višnjevac, Aleksandar, Puerta, Adrián, Padrón, José M., Novaković, Irena T., Kojić, Snežana, Fernandes, Henrique S., Sousa, Sérgio F., Ramotowska, Sandra, Chylewska, Agnieszka, Makowski, Mariusz, Todorović, Tamara, Filipović, Nenad R., "Study of the anticancer potential of Cd complexes of selenazoyl-hydrazones and their sulfur isosters" in European Journal of Medicinal Chemistry, 238 (2022):114449,
https://doi.org/10.1016/j.ejmech.2022.114449 . .
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Straightforward access to novel mitochondriotropics derived from 2-arylethanol as potent and selective antiproliferative agents

Hicke, Francisco J.; Puerta, Adrián; Dinić, Jelena; Pešić, Milica; Padrón, José M.; López, Óscar; Fernández-Bolaños, José G.

(Elsevier, 2022)

TY  - JOUR
AU  - Hicke, Francisco J.
AU  - Puerta, Adrián
AU  - Dinić, Jelena
AU  - Pešić, Milica
AU  - Padrón, José M.
AU  - López, Óscar
AU  - Fernández-Bolaños, José G.
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/4869
AB  - The necessity for developing novel cytostatic agents with improved activities and reduced side-effects to tackle cancer prompted us to investigate mitochondria-targeted compounds, an approach that is gaining attention for the selective transportation of cytotoxic agents. We envisioned the possibility of conjugating a phenethyl alcohol motif, decorated with a series of phenol-based substituents on the aryl moiety, with a triphenyl phosphonium scaffold (a mitochondria-directed vector), through a hydrocarbon chain of different lengths. Thus, such compounds that incorporate the phenethyl skeleton can be considered as masked phenolic compounds derived from relevant natural counterparts found in olive tree (e.g. tyrosol, hydroxytyrosol). Title compounds exhibited very strong in vitro antiproliferative activities against the panel of six human tumor cell lines tested, with GI50 values ranging from the nanomolar (0.026 ± 0.010 μM for 36) to the submicromolar range in most of the cases; this represents an improvement of up to 350-fold compared to classical chemotherapeutic agents, like 5-fluorouracil or cisplatin. Interestingly, decrease in the linker length led to an increase of GI50 values against non-tumor cells, thus allowing a remarkable improvement of selectivity (SI up to 269). The very promising antiproliferative activities prompted us to further investigate their behaviour against multidrug resistant cell lines (MDR). The results indicated a reduced sensitivity of the multidrug resistant cells to compounds, probably due to P-gp-mediated efflux of these antiproliferative agents. Interestingly, activities were completely restored to the same levels by co-administration of tariquidar, a well-known inhibitor of P-gp. Flow cytometry analysis on sensitive cell lines revealed a decrease in the percentage of cells in G1 phase accompanied by increase in S and G2/M phases. In addition, a significant increase in subG1 area, was observed. These results are compatible with the necrotic and apoptotic cell death detected in the Annexin V assay, and with the depolarization of the mitochondria membrane. Thus, the new mitochondriotropic agents reported herein can be considered as promising antiproliferative agents, endowed with remarkable potency and selectivity, including MDR cells, upon co-administration with a pump-efflux inhibitor.
PB  - Elsevier
T2  - European Journal of Medicinal Chemistry
T1  - Straightforward access to novel mitochondriotropics derived from 2-arylethanol as potent and selective antiproliferative agents
VL  - 228
SP  - 113980
DO  - 10.1016/j.ejmech.2021.113980
ER  - 
@article{
author = "Hicke, Francisco J. and Puerta, Adrián and Dinić, Jelena and Pešić, Milica and Padrón, José M. and López, Óscar and Fernández-Bolaños, José G.",
year = "2022",
abstract = "The necessity for developing novel cytostatic agents with improved activities and reduced side-effects to tackle cancer prompted us to investigate mitochondria-targeted compounds, an approach that is gaining attention for the selective transportation of cytotoxic agents. We envisioned the possibility of conjugating a phenethyl alcohol motif, decorated with a series of phenol-based substituents on the aryl moiety, with a triphenyl phosphonium scaffold (a mitochondria-directed vector), through a hydrocarbon chain of different lengths. Thus, such compounds that incorporate the phenethyl skeleton can be considered as masked phenolic compounds derived from relevant natural counterparts found in olive tree (e.g. tyrosol, hydroxytyrosol). Title compounds exhibited very strong in vitro antiproliferative activities against the panel of six human tumor cell lines tested, with GI50 values ranging from the nanomolar (0.026 ± 0.010 μM for 36) to the submicromolar range in most of the cases; this represents an improvement of up to 350-fold compared to classical chemotherapeutic agents, like 5-fluorouracil or cisplatin. Interestingly, decrease in the linker length led to an increase of GI50 values against non-tumor cells, thus allowing a remarkable improvement of selectivity (SI up to 269). The very promising antiproliferative activities prompted us to further investigate their behaviour against multidrug resistant cell lines (MDR). The results indicated a reduced sensitivity of the multidrug resistant cells to compounds, probably due to P-gp-mediated efflux of these antiproliferative agents. Interestingly, activities were completely restored to the same levels by co-administration of tariquidar, a well-known inhibitor of P-gp. Flow cytometry analysis on sensitive cell lines revealed a decrease in the percentage of cells in G1 phase accompanied by increase in S and G2/M phases. In addition, a significant increase in subG1 area, was observed. These results are compatible with the necrotic and apoptotic cell death detected in the Annexin V assay, and with the depolarization of the mitochondria membrane. Thus, the new mitochondriotropic agents reported herein can be considered as promising antiproliferative agents, endowed with remarkable potency and selectivity, including MDR cells, upon co-administration with a pump-efflux inhibitor.",
publisher = "Elsevier",
journal = "European Journal of Medicinal Chemistry",
title = "Straightforward access to novel mitochondriotropics derived from 2-arylethanol as potent and selective antiproliferative agents",
volume = "228",
pages = "113980",
doi = "10.1016/j.ejmech.2021.113980"
}
Hicke, F. J., Puerta, A., Dinić, J., Pešić, M., Padrón, J. M., López, Ó.,& Fernández-Bolaños, J. G.. (2022). Straightforward access to novel mitochondriotropics derived from 2-arylethanol as potent and selective antiproliferative agents. in European Journal of Medicinal Chemistry
Elsevier., 228, 113980.
https://doi.org/10.1016/j.ejmech.2021.113980
Hicke FJ, Puerta A, Dinić J, Pešić M, Padrón JM, López Ó, Fernández-Bolaños JG. Straightforward access to novel mitochondriotropics derived from 2-arylethanol as potent and selective antiproliferative agents. in European Journal of Medicinal Chemistry. 2022;228:113980.
doi:10.1016/j.ejmech.2021.113980 .
Hicke, Francisco J., Puerta, Adrián, Dinić, Jelena, Pešić, Milica, Padrón, José M., López, Óscar, Fernández-Bolaños, José G., "Straightforward access to novel mitochondriotropics derived from 2-arylethanol as potent and selective antiproliferative agents" in European Journal of Medicinal Chemistry, 228 (2022):113980,
https://doi.org/10.1016/j.ejmech.2021.113980 . .
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Supplementary data for article: Hicke, F. J.; Puerta, A.; Dinić, J.; Pešić, M.; Padrón, J. M.; López, Ó.; Fernández-Bolaños, J. G. Straightforward Access to Novel Mitochondriotropics Derived from 2-Arylethanol as Potent and Selective Antiproliferative Agents. European Journal of Medicinal Chemistry 2022, 228, 113980. https://doi.org/10.1016/j.ejmech.2021.113980.

Hicke, Francisco J.; Puerta, Adrián; Dinić, Jelena; Pešić, Milica; Padrón, José M.; López, Óscar; Fernández-Bolaños, José G.

(Elsevier, 2022)

TY  - DATA
AU  - Hicke, Francisco J.
AU  - Puerta, Adrián
AU  - Dinić, Jelena
AU  - Pešić, Milica
AU  - Padrón, José M.
AU  - López, Óscar
AU  - Fernández-Bolaños, José G.
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/4870
PB  - Elsevier
T2  - European Journal of Medicinal Chemistry
T1  - Supplementary data for article: Hicke, F. J.; Puerta, A.; Dinić, J.; Pešić, M.; Padrón, J. M.; López, Ó.; Fernández-Bolaños, J. G. Straightforward Access to Novel Mitochondriotropics Derived from 2-Arylethanol as Potent and Selective Antiproliferative Agents. European Journal of Medicinal Chemistry 2022, 228, 113980. https://doi.org/10.1016/j.ejmech.2021.113980.
UR  - https://hdl.handle.net/21.15107/rcub_cherry_4870
ER  - 
@misc{
author = "Hicke, Francisco J. and Puerta, Adrián and Dinić, Jelena and Pešić, Milica and Padrón, José M. and López, Óscar and Fernández-Bolaños, José G.",
year = "2022",
publisher = "Elsevier",
journal = "European Journal of Medicinal Chemistry",
title = "Supplementary data for article: Hicke, F. J.; Puerta, A.; Dinić, J.; Pešić, M.; Padrón, J. M.; López, Ó.; Fernández-Bolaños, J. G. Straightforward Access to Novel Mitochondriotropics Derived from 2-Arylethanol as Potent and Selective Antiproliferative Agents. European Journal of Medicinal Chemistry 2022, 228, 113980. https://doi.org/10.1016/j.ejmech.2021.113980.",
url = "https://hdl.handle.net/21.15107/rcub_cherry_4870"
}
Hicke, F. J., Puerta, A., Dinić, J., Pešić, M., Padrón, J. M., López, Ó.,& Fernández-Bolaños, J. G.. (2022). Supplementary data for article: Hicke, F. J.; Puerta, A.; Dinić, J.; Pešić, M.; Padrón, J. M.; López, Ó.; Fernández-Bolaños, J. G. Straightforward Access to Novel Mitochondriotropics Derived from 2-Arylethanol as Potent and Selective Antiproliferative Agents. European Journal of Medicinal Chemistry 2022, 228, 113980. https://doi.org/10.1016/j.ejmech.2021.113980.. in European Journal of Medicinal Chemistry
Elsevier..
https://hdl.handle.net/21.15107/rcub_cherry_4870
Hicke FJ, Puerta A, Dinić J, Pešić M, Padrón JM, López Ó, Fernández-Bolaños JG. Supplementary data for article: Hicke, F. J.; Puerta, A.; Dinić, J.; Pešić, M.; Padrón, J. M.; López, Ó.; Fernández-Bolaños, J. G. Straightforward Access to Novel Mitochondriotropics Derived from 2-Arylethanol as Potent and Selective Antiproliferative Agents. European Journal of Medicinal Chemistry 2022, 228, 113980. https://doi.org/10.1016/j.ejmech.2021.113980.. in European Journal of Medicinal Chemistry. 2022;.
https://hdl.handle.net/21.15107/rcub_cherry_4870 .
Hicke, Francisco J., Puerta, Adrián, Dinić, Jelena, Pešić, Milica, Padrón, José M., López, Óscar, Fernández-Bolaños, José G., "Supplementary data for article: Hicke, F. J.; Puerta, A.; Dinić, J.; Pešić, M.; Padrón, J. M.; López, Ó.; Fernández-Bolaños, J. G. Straightforward Access to Novel Mitochondriotropics Derived from 2-Arylethanol as Potent and Selective Antiproliferative Agents. European Journal of Medicinal Chemistry 2022, 228, 113980. https://doi.org/10.1016/j.ejmech.2021.113980." in European Journal of Medicinal Chemistry (2022),
https://hdl.handle.net/21.15107/rcub_cherry_4870 .

Structural, antioxidant, antiproliferative and in‒silico study of pyridine-based hydrazonyl‒selenazoles and their sulphur isosteres

Araškov, Jovana; Nikolić, Milan; Armaković, Stevan; Armaković, Sanja; Rodić, Marko; Višnjevac, Aleksandar; Padrón, José M.; Todorović, Tamara; Filipović, Nenad R.

(Elsevier, 2021)

TY  - JOUR
AU  - Araškov, Jovana
AU  - Nikolić, Milan
AU  - Armaković, Stevan
AU  - Armaković, Sanja
AU  - Rodić, Marko
AU  - Višnjevac, Aleksandar
AU  - Padrón, José M.
AU  - Todorović, Tamara
AU  - Filipović, Nenad R.
PY  - 2021
UR  - https://www.sciencedirect.com/science/article/pii/S0022286021006451
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4539
AB  - To evaluate the impact of chalcogen atom type, we performed a comparative study of antioxidant capacity and antiproliferative activity of a focused library of three pyridine-based hydrazonyl-1,3-selenazoles and their sulfur isosteres in five antioxidant assays and in six human solid tumor cell lines, respectively. In-silico calculations were further used to check pharmacokinetic profiles of investigated compounds such as drug-likeness parameters and interaction with water. Generally, selenium compounds appear to be more potent in comparison to sulfur isosteres in the performed essays.
PB  - Elsevier
T2  - Journal of Molecular Structure
T1  - Structural, antioxidant, antiproliferative and in‒silico study of pyridine-based hydrazonyl‒selenazoles and their sulphur isosteres
VL  - 1240
SP  - 130512
DO  - 10.1016/j.molstruc.2021.130512
ER  - 
@article{
author = "Araškov, Jovana and Nikolić, Milan and Armaković, Stevan and Armaković, Sanja and Rodić, Marko and Višnjevac, Aleksandar and Padrón, José M. and Todorović, Tamara and Filipović, Nenad R.",
year = "2021",
abstract = "To evaluate the impact of chalcogen atom type, we performed a comparative study of antioxidant capacity and antiproliferative activity of a focused library of three pyridine-based hydrazonyl-1,3-selenazoles and their sulfur isosteres in five antioxidant assays and in six human solid tumor cell lines, respectively. In-silico calculations were further used to check pharmacokinetic profiles of investigated compounds such as drug-likeness parameters and interaction with water. Generally, selenium compounds appear to be more potent in comparison to sulfur isosteres in the performed essays.",
publisher = "Elsevier",
journal = "Journal of Molecular Structure",
title = "Structural, antioxidant, antiproliferative and in‒silico study of pyridine-based hydrazonyl‒selenazoles and their sulphur isosteres",
volume = "1240",
pages = "130512",
doi = "10.1016/j.molstruc.2021.130512"
}
Araškov, J., Nikolić, M., Armaković, S., Armaković, S., Rodić, M., Višnjevac, A., Padrón, J. M., Todorović, T.,& Filipović, N. R.. (2021). Structural, antioxidant, antiproliferative and in‒silico study of pyridine-based hydrazonyl‒selenazoles and their sulphur isosteres. in Journal of Molecular Structure
Elsevier., 1240, 130512.
https://doi.org/10.1016/j.molstruc.2021.130512
Araškov J, Nikolić M, Armaković S, Armaković S, Rodić M, Višnjevac A, Padrón JM, Todorović T, Filipović NR. Structural, antioxidant, antiproliferative and in‒silico study of pyridine-based hydrazonyl‒selenazoles and their sulphur isosteres. in Journal of Molecular Structure. 2021;1240:130512.
doi:10.1016/j.molstruc.2021.130512 .
Araškov, Jovana, Nikolić, Milan, Armaković, Stevan, Armaković, Sanja, Rodić, Marko, Višnjevac, Aleksandar, Padrón, José M., Todorović, Tamara, Filipović, Nenad R., "Structural, antioxidant, antiproliferative and in‒silico study of pyridine-based hydrazonyl‒selenazoles and their sulphur isosteres" in Journal of Molecular Structure, 1240 (2021):130512,
https://doi.org/10.1016/j.molstruc.2021.130512 . .
7
19
14
14

Supplementary data for the article: Araškov, J. B.; Nikolić, M.; Armaković, S.; Armaković, S.; Rodić, M.; Višnjevac, A.; Padrón, J. M.; Todorović, T. R.; Filipović, N. R. Structural, Antioxidant, Antiproliferative and In‒silico Study of Pyridine-Based Hydrazonyl‒selenazoles and Their Sulphur Isosteres. Journal of Molecular Structure 2021, 1240, 130512. https://doi.org/10.1016/j.molstruc.2021.130512.

Araškov, Jovana; Nikolić, Milan; Armaković, Stevan; Armaković, Sanja; Rodić, Marko; Višnjevac, Aleksandar; Padrón, José M.; Todorović, Tamara; Filipović, Nenad R.

(Elsevier, 2021)

TY  - DATA
AU  - Araškov, Jovana
AU  - Nikolić, Milan
AU  - Armaković, Stevan
AU  - Armaković, Sanja
AU  - Rodić, Marko
AU  - Višnjevac, Aleksandar
AU  - Padrón, José M.
AU  - Todorović, Tamara
AU  - Filipović, Nenad R.
PY  - 2021
UR  - https://www.sciencedirect.com/science/article/pii/S0022286021006451
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4540
PB  - Elsevier
T2  - Journal of Molecular Structure
T1  - Supplementary data for the article: Araškov, J. B.; Nikolić, M.; Armaković, S.; Armaković, S.; Rodić, M.; Višnjevac, A.; Padrón, J. M.; Todorović, T. R.; Filipović, N. R. Structural, Antioxidant, Antiproliferative and In‒silico Study of Pyridine-Based Hydrazonyl‒selenazoles and Their Sulphur Isosteres. Journal of Molecular Structure 2021, 1240, 130512. https://doi.org/10.1016/j.molstruc.2021.130512.
UR  - https://hdl.handle.net/21.15107/rcub_cherry_4540
ER  - 
@misc{
author = "Araškov, Jovana and Nikolić, Milan and Armaković, Stevan and Armaković, Sanja and Rodić, Marko and Višnjevac, Aleksandar and Padrón, José M. and Todorović, Tamara and Filipović, Nenad R.",
year = "2021",
publisher = "Elsevier",
journal = "Journal of Molecular Structure",
title = "Supplementary data for the article: Araškov, J. B.; Nikolić, M.; Armaković, S.; Armaković, S.; Rodić, M.; Višnjevac, A.; Padrón, J. M.; Todorović, T. R.; Filipović, N. R. Structural, Antioxidant, Antiproliferative and In‒silico Study of Pyridine-Based Hydrazonyl‒selenazoles and Their Sulphur Isosteres. Journal of Molecular Structure 2021, 1240, 130512. https://doi.org/10.1016/j.molstruc.2021.130512.",
url = "https://hdl.handle.net/21.15107/rcub_cherry_4540"
}
Araškov, J., Nikolić, M., Armaković, S., Armaković, S., Rodić, M., Višnjevac, A., Padrón, J. M., Todorović, T.,& Filipović, N. R.. (2021). Supplementary data for the article: Araškov, J. B.; Nikolić, M.; Armaković, S.; Armaković, S.; Rodić, M.; Višnjevac, A.; Padrón, J. M.; Todorović, T. R.; Filipović, N. R. Structural, Antioxidant, Antiproliferative and In‒silico Study of Pyridine-Based Hydrazonyl‒selenazoles and Their Sulphur Isosteres. Journal of Molecular Structure 2021, 1240, 130512. https://doi.org/10.1016/j.molstruc.2021.130512.. in Journal of Molecular Structure
Elsevier..
https://hdl.handle.net/21.15107/rcub_cherry_4540
Araškov J, Nikolić M, Armaković S, Armaković S, Rodić M, Višnjevac A, Padrón JM, Todorović T, Filipović NR. Supplementary data for the article: Araškov, J. B.; Nikolić, M.; Armaković, S.; Armaković, S.; Rodić, M.; Višnjevac, A.; Padrón, J. M.; Todorović, T. R.; Filipović, N. R. Structural, Antioxidant, Antiproliferative and In‒silico Study of Pyridine-Based Hydrazonyl‒selenazoles and Their Sulphur Isosteres. Journal of Molecular Structure 2021, 1240, 130512. https://doi.org/10.1016/j.molstruc.2021.130512.. in Journal of Molecular Structure. 2021;.
https://hdl.handle.net/21.15107/rcub_cherry_4540 .
Araškov, Jovana, Nikolić, Milan, Armaković, Stevan, Armaković, Sanja, Rodić, Marko, Višnjevac, Aleksandar, Padrón, José M., Todorović, Tamara, Filipović, Nenad R., "Supplementary data for the article: Araškov, J. B.; Nikolić, M.; Armaković, S.; Armaković, S.; Rodić, M.; Višnjevac, A.; Padrón, J. M.; Todorović, T. R.; Filipović, N. R. Structural, Antioxidant, Antiproliferative and In‒silico Study of Pyridine-Based Hydrazonyl‒selenazoles and Their Sulphur Isosteres. Journal of Molecular Structure 2021, 1240, 130512. https://doi.org/10.1016/j.molstruc.2021.130512." in Journal of Molecular Structure (2021),
https://hdl.handle.net/21.15107/rcub_cherry_4540 .

Silver-based monomer and coordination polymer with organic thiocyanate ligand: Structural, computational and antiproliferative activity study

Filipović, Nenad R.; Ristić, Predrag; Janjić, Goran V.; Klisurić, Olivera; Puerta, A.; Padrón, José M.; Donnard, Morgan; Gulea, Mihaela; Todorović, Tamara

(Elsevier, 2019)

TY  - JOUR
AU  - Filipović, Nenad R.
AU  - Ristić, Predrag
AU  - Janjić, Goran V.
AU  - Klisurić, Olivera
AU  - Puerta, A.
AU  - Padrón, José M.
AU  - Donnard, Morgan
AU  - Gulea, Mihaela
AU  - Todorović, Tamara
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3509
AB  - The first complexes of 2-pyridylthiocyanate (L) and silver nitrate (1) and perchlorate (2) were prepared and characterized by a single crystal X-ray analysis. The common structural motif of both 1 and 2 is coordination of two L molecules via pyridine nitrogen atom to Ag(I). In order to properly describe the nature of coordinative bonds in 1 and 2, as well as crystal packings in respective structures, a Quantum Theory of Atoms in Molecule topological analysis was performed. Coordinated nitrate ion provides more electron density to Ag(I) in comparison to perchlorate ion. Additional electron density in the case of 2 was provided by the coordination of third L molecule via thiocyanate nitrogen atom resulting in a 1D polymeric structure. Detailed computational analysis of intermolecular interactions, as well analysis of interactions between pyridine ring and –SCN group was performed. Antiproliferative activity of monomeric compound 1 was found to be better than of cisplatin on three out of four studied human cancer cell lines. Docking studies indicate intercalation as a major binding mode of 1 to DNA, while human serum albumin was revealed as possible carrier for distribution of 1 in the blood stream.
PB  - Elsevier
T2  - Polyhedron
T1  - Silver-based monomer and coordination polymer with organic thiocyanate ligand: Structural, computational and antiproliferative activity study
VL  - 173
DO  - 10.1016/j.poly.2019.114132
ER  - 
@article{
author = "Filipović, Nenad R. and Ristić, Predrag and Janjić, Goran V. and Klisurić, Olivera and Puerta, A. and Padrón, José M. and Donnard, Morgan and Gulea, Mihaela and Todorović, Tamara",
year = "2019",
abstract = "The first complexes of 2-pyridylthiocyanate (L) and silver nitrate (1) and perchlorate (2) were prepared and characterized by a single crystal X-ray analysis. The common structural motif of both 1 and 2 is coordination of two L molecules via pyridine nitrogen atom to Ag(I). In order to properly describe the nature of coordinative bonds in 1 and 2, as well as crystal packings in respective structures, a Quantum Theory of Atoms in Molecule topological analysis was performed. Coordinated nitrate ion provides more electron density to Ag(I) in comparison to perchlorate ion. Additional electron density in the case of 2 was provided by the coordination of third L molecule via thiocyanate nitrogen atom resulting in a 1D polymeric structure. Detailed computational analysis of intermolecular interactions, as well analysis of interactions between pyridine ring and –SCN group was performed. Antiproliferative activity of monomeric compound 1 was found to be better than of cisplatin on three out of four studied human cancer cell lines. Docking studies indicate intercalation as a major binding mode of 1 to DNA, while human serum albumin was revealed as possible carrier for distribution of 1 in the blood stream.",
publisher = "Elsevier",
journal = "Polyhedron",
title = "Silver-based monomer and coordination polymer with organic thiocyanate ligand: Structural, computational and antiproliferative activity study",
volume = "173",
doi = "10.1016/j.poly.2019.114132"
}
Filipović, N. R., Ristić, P., Janjić, G. V., Klisurić, O., Puerta, A., Padrón, J. M., Donnard, M., Gulea, M.,& Todorović, T.. (2019). Silver-based monomer and coordination polymer with organic thiocyanate ligand: Structural, computational and antiproliferative activity study. in Polyhedron
Elsevier., 173.
https://doi.org/10.1016/j.poly.2019.114132
Filipović NR, Ristić P, Janjić GV, Klisurić O, Puerta A, Padrón JM, Donnard M, Gulea M, Todorović T. Silver-based monomer and coordination polymer with organic thiocyanate ligand: Structural, computational and antiproliferative activity study. in Polyhedron. 2019;173.
doi:10.1016/j.poly.2019.114132 .
Filipović, Nenad R., Ristić, Predrag, Janjić, Goran V., Klisurić, Olivera, Puerta, A., Padrón, José M., Donnard, Morgan, Gulea, Mihaela, Todorović, Tamara, "Silver-based monomer and coordination polymer with organic thiocyanate ligand: Structural, computational and antiproliferative activity study" in Polyhedron, 173 (2019),
https://doi.org/10.1016/j.poly.2019.114132 . .
1
4
2
4
3

Selenazolyl-hydrazones as Novel Selective MAO Inhibitors With Antiproliferative and Antioxidant Activities: Experimental and In-silico Studies

Elshaflu, Hana; Todorović, Tamara; Nikolić, Milan; Lolić, Aleksandar; Višnjevac, Aleksandar; Hagenow, Stefanie; Padrón, José M.; Garcia-Sosa, Alfonso T.; Đorđević, Ivana S.; Grubišić, Sonja; Stark, Holger; Filipović, Nenad R.

(Frontiers Media Sa, Lausanne, 2018)

TY  - JOUR
AU  - Elshaflu, Hana
AU  - Todorović, Tamara
AU  - Nikolić, Milan
AU  - Lolić, Aleksandar
AU  - Višnjevac, Aleksandar
AU  - Hagenow, Stefanie
AU  - Padrón, José M.
AU  - Garcia-Sosa, Alfonso T.
AU  - Đorđević, Ivana S.
AU  - Grubišić, Sonja
AU  - Stark, Holger
AU  - Filipović, Nenad R.
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2172
AB  - The novel approach in the treatment of complex multifactorial diseases, such as neurodegenerative disorders and cancer, requires a development of efficient multi-targeting oriented drugs. Since oxidative stress significantly contributes to the pathogenesis of cancer and neurodegenerative disorders, potential drug candidates should possess good antioxidant properties Due to promising biological activities shown for structurally related (1,3-thiazol-2-yl)hydrazones, a focused library of 12 structurally related benzylidene-based (1,3-selenazol-2-yl)hydrazones was designed as potential multi-targeting compounds. Monoamine oxidases (MAO) A/B inhibition properties of this class of compounds have been investigated. Surprisingly, the p-nitrophenyl-substituted (1,3-selenazol-2-yl)hydrazone 4 showed MAO B inhibition in a nanomolar concentration range (IC50 = 73 nM). Excellent antioxidant properties were confirmed in a number of different in vitro assays. Antiproliferative activity screening on a panel of six human solid tumor cell lines showed that potencies of some of the investigated compounds was comparable or even better than that of the positive control 5-fluorouracil. In-silico calculations of ADME properties pointed to promising good pharmacokinetic profiles of investigated compounds. Docking studies suggest that some compounds, compared to positive controls, have the ability to strongly interact with targets relevant to cancer such as 5'-nucleotidase, and to neurodegenerative diseases such as the small conductance calcium-activated potassium channel protein 1, in addition to confirmation of inhibitory binding at MAO B.
PB  - Frontiers Media Sa, Lausanne
T2  - FRONTIERS IN CHEMISTRY
T1  - Selenazolyl-hydrazones as Novel Selective MAO Inhibitors With Antiproliferative and Antioxidant Activities: Experimental and In-silico Studies
VL  - 6
DO  - 10.3389/fchem.2018.00247
ER  - 
@article{
author = "Elshaflu, Hana and Todorović, Tamara and Nikolić, Milan and Lolić, Aleksandar and Višnjevac, Aleksandar and Hagenow, Stefanie and Padrón, José M. and Garcia-Sosa, Alfonso T. and Đorđević, Ivana S. and Grubišić, Sonja and Stark, Holger and Filipović, Nenad R.",
year = "2018",
abstract = "The novel approach in the treatment of complex multifactorial diseases, such as neurodegenerative disorders and cancer, requires a development of efficient multi-targeting oriented drugs. Since oxidative stress significantly contributes to the pathogenesis of cancer and neurodegenerative disorders, potential drug candidates should possess good antioxidant properties Due to promising biological activities shown for structurally related (1,3-thiazol-2-yl)hydrazones, a focused library of 12 structurally related benzylidene-based (1,3-selenazol-2-yl)hydrazones was designed as potential multi-targeting compounds. Monoamine oxidases (MAO) A/B inhibition properties of this class of compounds have been investigated. Surprisingly, the p-nitrophenyl-substituted (1,3-selenazol-2-yl)hydrazone 4 showed MAO B inhibition in a nanomolar concentration range (IC50 = 73 nM). Excellent antioxidant properties were confirmed in a number of different in vitro assays. Antiproliferative activity screening on a panel of six human solid tumor cell lines showed that potencies of some of the investigated compounds was comparable or even better than that of the positive control 5-fluorouracil. In-silico calculations of ADME properties pointed to promising good pharmacokinetic profiles of investigated compounds. Docking studies suggest that some compounds, compared to positive controls, have the ability to strongly interact with targets relevant to cancer such as 5'-nucleotidase, and to neurodegenerative diseases such as the small conductance calcium-activated potassium channel protein 1, in addition to confirmation of inhibitory binding at MAO B.",
publisher = "Frontiers Media Sa, Lausanne",
journal = "FRONTIERS IN CHEMISTRY",
title = "Selenazolyl-hydrazones as Novel Selective MAO Inhibitors With Antiproliferative and Antioxidant Activities: Experimental and In-silico Studies",
volume = "6",
doi = "10.3389/fchem.2018.00247"
}
Elshaflu, H., Todorović, T., Nikolić, M., Lolić, A., Višnjevac, A., Hagenow, S., Padrón, J. M., Garcia-Sosa, A. T., Đorđević, I. S., Grubišić, S., Stark, H.,& Filipović, N. R.. (2018). Selenazolyl-hydrazones as Novel Selective MAO Inhibitors With Antiproliferative and Antioxidant Activities: Experimental and In-silico Studies. in FRONTIERS IN CHEMISTRY
Frontiers Media Sa, Lausanne., 6.
https://doi.org/10.3389/fchem.2018.00247
Elshaflu H, Todorović T, Nikolić M, Lolić A, Višnjevac A, Hagenow S, Padrón JM, Garcia-Sosa AT, Đorđević IS, Grubišić S, Stark H, Filipović NR. Selenazolyl-hydrazones as Novel Selective MAO Inhibitors With Antiproliferative and Antioxidant Activities: Experimental and In-silico Studies. in FRONTIERS IN CHEMISTRY. 2018;6.
doi:10.3389/fchem.2018.00247 .
Elshaflu, Hana, Todorović, Tamara, Nikolić, Milan, Lolić, Aleksandar, Višnjevac, Aleksandar, Hagenow, Stefanie, Padrón, José M., Garcia-Sosa, Alfonso T., Đorđević, Ivana S., Grubišić, Sonja, Stark, Holger, Filipović, Nenad R., "Selenazolyl-hydrazones as Novel Selective MAO Inhibitors With Antiproliferative and Antioxidant Activities: Experimental and In-silico Studies" in FRONTIERS IN CHEMISTRY, 6 (2018),
https://doi.org/10.3389/fchem.2018.00247 . .
2
36
18
37
29

Supplementary material for the article: Elshaflu, H.; Todorović, T. R.; Nikolić, M.; Lolić, A.; Višnjevac, A.; Hagenow, S.; Padrón, J. M.; García-Sosa, A. T.; Djordjevic, I. S.; Grubišic, S.; et al. Selenazolyl-Hydrazones as Novel Selective MAO Inhibitors with Antiproliferative and Antioxidant Activities: Experimental and In-Silico Studies. Frontiers in Chemistry 2018, 6 (JUL). https://doi.org/10.3389/fchem.2018.00247

Elshaflu, Hana; Todorović, Tamara; Nikolić, Milan; Lolić, Aleksandar; Višnjevac, Aleksandar; Hagenow, Stefanie; Padrón, José M.; Garcia-Sosa, Alfonso T.; Đorđević, Ivana S.; Grubišić, Sonja; Stark, Holger; Filipović, Nenad R.

(Frontiers Media Sa, Lausanne, 2018)

TY  - DATA
AU  - Elshaflu, Hana
AU  - Todorović, Tamara
AU  - Nikolić, Milan
AU  - Lolić, Aleksandar
AU  - Višnjevac, Aleksandar
AU  - Hagenow, Stefanie
AU  - Padrón, José M.
AU  - Garcia-Sosa, Alfonso T.
AU  - Đorđević, Ivana S.
AU  - Grubišić, Sonja
AU  - Stark, Holger
AU  - Filipović, Nenad R.
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3254
PB  - Frontiers Media Sa, Lausanne
T2  - FRONTIERS IN CHEMISTRY
T1  - Supplementary material for the article: Elshaflu, H.; Todorović, T. R.; Nikolić, M.; Lolić, A.; Višnjevac, A.; Hagenow, S.; Padrón, J. M.; García-Sosa, A. T.; Djordjevic, I. S.; Grubišic, S.; et al. Selenazolyl-Hydrazones as Novel Selective MAO Inhibitors with Antiproliferative and Antioxidant Activities: Experimental and In-Silico Studies. Frontiers in Chemistry 2018, 6 (JUL). https://doi.org/10.3389/fchem.2018.00247
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3254
ER  - 
@misc{
author = "Elshaflu, Hana and Todorović, Tamara and Nikolić, Milan and Lolić, Aleksandar and Višnjevac, Aleksandar and Hagenow, Stefanie and Padrón, José M. and Garcia-Sosa, Alfonso T. and Đorđević, Ivana S. and Grubišić, Sonja and Stark, Holger and Filipović, Nenad R.",
year = "2018",
publisher = "Frontiers Media Sa, Lausanne",
journal = "FRONTIERS IN CHEMISTRY",
title = "Supplementary material for the article: Elshaflu, H.; Todorović, T. R.; Nikolić, M.; Lolić, A.; Višnjevac, A.; Hagenow, S.; Padrón, J. M.; García-Sosa, A. T.; Djordjevic, I. S.; Grubišic, S.; et al. Selenazolyl-Hydrazones as Novel Selective MAO Inhibitors with Antiproliferative and Antioxidant Activities: Experimental and In-Silico Studies. Frontiers in Chemistry 2018, 6 (JUL). https://doi.org/10.3389/fchem.2018.00247",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3254"
}
Elshaflu, H., Todorović, T., Nikolić, M., Lolić, A., Višnjevac, A., Hagenow, S., Padrón, J. M., Garcia-Sosa, A. T., Đorđević, I. S., Grubišić, S., Stark, H.,& Filipović, N. R.. (2018). Supplementary material for the article: Elshaflu, H.; Todorović, T. R.; Nikolić, M.; Lolić, A.; Višnjevac, A.; Hagenow, S.; Padrón, J. M.; García-Sosa, A. T.; Djordjevic, I. S.; Grubišic, S.; et al. Selenazolyl-Hydrazones as Novel Selective MAO Inhibitors with Antiproliferative and Antioxidant Activities: Experimental and In-Silico Studies. Frontiers in Chemistry 2018, 6 (JUL). https://doi.org/10.3389/fchem.2018.00247. in FRONTIERS IN CHEMISTRY
Frontiers Media Sa, Lausanne..
https://hdl.handle.net/21.15107/rcub_cherry_3254
Elshaflu H, Todorović T, Nikolić M, Lolić A, Višnjevac A, Hagenow S, Padrón JM, Garcia-Sosa AT, Đorđević IS, Grubišić S, Stark H, Filipović NR. Supplementary material for the article: Elshaflu, H.; Todorović, T. R.; Nikolić, M.; Lolić, A.; Višnjevac, A.; Hagenow, S.; Padrón, J. M.; García-Sosa, A. T.; Djordjevic, I. S.; Grubišic, S.; et al. Selenazolyl-Hydrazones as Novel Selective MAO Inhibitors with Antiproliferative and Antioxidant Activities: Experimental and In-Silico Studies. Frontiers in Chemistry 2018, 6 (JUL). https://doi.org/10.3389/fchem.2018.00247. in FRONTIERS IN CHEMISTRY. 2018;.
https://hdl.handle.net/21.15107/rcub_cherry_3254 .
Elshaflu, Hana, Todorović, Tamara, Nikolić, Milan, Lolić, Aleksandar, Višnjevac, Aleksandar, Hagenow, Stefanie, Padrón, José M., Garcia-Sosa, Alfonso T., Đorđević, Ivana S., Grubišić, Sonja, Stark, Holger, Filipović, Nenad R., "Supplementary material for the article: Elshaflu, H.; Todorović, T. R.; Nikolić, M.; Lolić, A.; Višnjevac, A.; Hagenow, S.; Padrón, J. M.; García-Sosa, A. T.; Djordjevic, I. S.; Grubišic, S.; et al. Selenazolyl-Hydrazones as Novel Selective MAO Inhibitors with Antiproliferative and Antioxidant Activities: Experimental and In-Silico Studies. Frontiers in Chemistry 2018, 6 (JUL). https://doi.org/10.3389/fchem.2018.00247" in FRONTIERS IN CHEMISTRY (2018),
https://hdl.handle.net/21.15107/rcub_cherry_3254 .