TY  - JOUR
AU  - Milošev, Milorad Z
AU  - Jakovljević, Katarina
AU  - Joksović, Milan D
AU  - Stanojković, Tatjana
AU  - Matić, Ivana Z
AU  - Perović, Milka
AU  - Tešić, Vesna
AU  - Kanazir, Selma
AU  - Mladenović, Milan
AU  - Rodić, Marko V
AU  - Leovac, Vukadin M
AU  - Trifunović, Snežana
AU  - Marković, Violeta
PY  - 2017
UR  - http://doi.wiley.com/10.1111/cbdd.12920
UR  - http://www.ncbi.nlm.nih.gov/pubmed/27933733
UR  - https://radar.ibiss.bg.ac.rs/handle/123456789/2753
AB  - A series of 18 novel N-Mannich bases derived from 5-adamantyl-1,2,4-triazole-3-thione was synthesized and characterized using NMR spectroscopy and X-ray diffraction technique. All derivatives were evaluated for their anticancer potential against four human cancer cell lines. Several tested compounds exerted good cytotoxic activities on K562 and HL-60 cell lines, along with pronounced selectivity, showing lower cytotoxicity against normal fibroblasts MRC-5 compared to cancer cells. The effects of compounds 5b, 5e, and 5j on the cell cycle were investigated by flow cytometric analysis. It was found that these compounds cause the accumulation of cells in the subG1 and G1 phases of the cell cycle and induce caspase-dependent apoptosis, while the anti-angiogenic effects of 5b, 5e, and 5j have been confirmed in EA.hy926 cells using a tube formation assay. Further, the interaction of Bax protein with compound 5b was investigated by means of molecular modeling, applying the combined molecular docking/molecular dynamics approach.
T2  - Chemical Biology & Drug Design
T1  - Mannich bases of 1,2,4-triazole-3-thione containing adamantane moiety: Synthesis, preliminary anticancer evaluation, and molecular modeling studies
IS  - 6
VL  - 89
DO  - 10.1111/cbdd.12920
SP  - 943
EP  - 952
ER  - 

@article{
author = "Milošev, Milorad Z and Jakovljević, Katarina and Joksović, Milan D and Stanojković, Tatjana and Matić, Ivana Z and Perović, Milka and Tešić, Vesna and Kanazir, Selma and Mladenović, Milan and Rodić, Marko V and Leovac, Vukadin M and Trifunović, Snežana and Marković, Violeta",
year = "2017",
abstract = "A series of 18 novel N-Mannich bases derived from 5-adamantyl-1,2,4-triazole-3-thione was synthesized and characterized using NMR spectroscopy and X-ray diffraction technique. All derivatives were evaluated for their anticancer potential against four human cancer cell lines. Several tested compounds exerted good cytotoxic activities on K562 and HL-60 cell lines, along with pronounced selectivity, showing lower cytotoxicity against normal fibroblasts MRC-5 compared to cancer cells. The effects of compounds 5b, 5e, and 5j on the cell cycle were investigated by flow cytometric analysis. It was found that these compounds cause the accumulation of cells in the subG1 and G1 phases of the cell cycle and induce caspase-dependent apoptosis, while the anti-angiogenic effects of 5b, 5e, and 5j have been confirmed in EA.hy926 cells using a tube formation assay. Further, the interaction of Bax protein with compound 5b was investigated by means of molecular modeling, applying the combined molecular docking/molecular dynamics approach.",
journal = "Chemical Biology & Drug Design",
title = "Mannich bases of 1,2,4-triazole-3-thione containing adamantane moiety: Synthesis, preliminary anticancer evaluation, and molecular modeling studies",
number = "6",
volume = "89",
doi = "10.1111/cbdd.12920",
pages = "943-952"
}

Milošev, M. Z., Jakovljević, K., Joksović, M. D., Stanojković, T., Matić, I. Z., Perović, M., Tešić, V., Kanazir, S., Mladenović, M., Rodić, M. V., Leovac, V. M., Trifunović, S.,& Marković, V.. (2017). Mannich bases of 1,2,4-triazole-3-thione containing adamantane moiety: Synthesis, preliminary anticancer evaluation, and molecular modeling studies. in Chemical Biology & Drug Design, 89(6), 943-952.
https://doi.org/10.1111/cbdd.12920

Milošev MZ, Jakovljević K, Joksović MD, Stanojković T, Matić IZ, Perović M, Tešić V, Kanazir S, Mladenović M, Rodić MV, Leovac VM, Trifunović S, Marković V. Mannich bases of 1,2,4-triazole-3-thione containing adamantane moiety: Synthesis, preliminary anticancer evaluation, and molecular modeling studies. in Chemical Biology & Drug Design. 2017;89(6):943-952.
doi:10.1111/cbdd.12920 .

Milošev, Milorad Z, Jakovljević, Katarina, Joksović, Milan D, Stanojković, Tatjana, Matić, Ivana Z, Perović, Milka, Tešić, Vesna, Kanazir, Selma, Mladenović, Milan, Rodić, Marko V, Leovac, Vukadin M, Trifunović, Snežana, Marković, Violeta, "Mannich bases of 1,2,4-triazole-3-thione containing adamantane moiety: Synthesis, preliminary anticancer evaluation, and molecular modeling studies" in Chemical Biology & Drug Design, 89, no. 6 (2017):943-952,
https://doi.org/10.1111/cbdd.12920 . .