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dc.contributor.authorMilošev, Milorad Z
dc.contributor.authorJakovljević, Katarina
dc.contributor.authorJoksović, Milan D
dc.contributor.authorStanojković, Tatjana
dc.contributor.authorMatić, Ivana Z
dc.contributor.authorPerović, Milka
dc.contributor.authorTešić, Vesna
dc.contributor.authorKanazir, Selma
dc.contributor.authorMladenović, Milan
dc.contributor.authorRodić, Marko V
dc.contributor.authorLeovac, Vukadin M
dc.contributor.authorTrifunović, Snežana
dc.contributor.authorMarković, Violeta
dc.date.accessioned2017-06-01T09:33:27Z
dc.date.available2017-06-01T09:33:27Z
dc.date.issued2017
dc.identifier.urihttp://doi.wiley.com/10.1111/cbdd.12920
dc.identifier.urihttp://www.ncbi.nlm.nih.gov/pubmed/27933733
dc.identifier.urihttp://ibiss-r.rcub.bg.ac.rs/123456789/2753
dc.description.abstractA 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.
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172016/RS//
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/175011/RS//
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/173056/RS//
dc.relationinfo:eu-repo/grantAgreement/MESTD/Integrated and Interdisciplinary Research (IIR or III)/43004/RS//
dc.sourceChemical Biology & Drug Design
dc.subjectMannich bases
dc.subjectadamantane
dc.subjectanticancer activity
dc.subjectmolecular modeling
dc.subjecttriazoles
dc.subject.otherm21
dc.titleMannich bases of 1,2,4-triazole-3-thione containing adamantane moiety: Synthesis, preliminary anticancer evaluation, and molecular modeling studies
dc.typearticle
dc.rights.holder© 2016 John Wiley & Sons A/S.
dc.identifier.doi10.1111/cbdd.12920
dc.citation.volume89
dc.citation.issue6
dc.citation.spage943
dc.citation.epage952
dc.identifier.pmid27933733
dc.citation.vancouverMilošev MZ, Jakovljević K, Joksović MD, Stanojković T, Matić IZ, Perović M, Tešić V, Kanazir S, Mladenović M, Rodić M V, 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. Chem Biol Drug Des. 2017;89(6):943–52.
dc.description.otherChemical Biology & Drug Design (2017), 89(6): 943-952
dc.identifier.scopus2-s2.0-85019213707


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