Synthesis, Antiproliferative and Cytotoxic Activities, DNA Binding Features and Molecular Docking Study of Novel Enamine Derivatives

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dc.authoridOzbek, Oguz/0000-0001-5185-9681
dc.authoridaydin, ali/0000-0002-9550-9111
dc.contributor.authorGurdere, Meliha Burcu
dc.contributor.authorAydin, Ali
dc.contributor.authorYencilek, Belkiz
dc.contributor.authorErturk, Fatih
dc.contributor.authorOzbek, Oguz
dc.contributor.authorErkan, Sultan
dc.contributor.authorBudak, Yakup
dc.date.accessioned2024-10-26T18:09:44Z
dc.date.available2024-10-26T18:09:44Z
dc.date.issued2020
dc.departmentSivas Cumhuriyet Üniversitesi
dc.description.abstractNovel enamine derivatives were synthesized from the reaction of lactone and chalcones and their antiproliferative and cytotoxic activities against six cancer cell lines (e. g., HeLa, HT29, A549, MCF7, PC3 and Hep3B) and one normal cell lines (e. g., FL) were investigated along with their mode of interactions with CT-DNA. Most of the enamine derivatives with IC(50)values of 86-168 mu M demonstrated much stronger antiproliferative activity than the starting molecules against the cancer cells. While, among the enamine derivatives, four compounds displayed higher cytotoxic potency than the control drugs (5-fluorouracil and cisplatin) against the Hep3B cell lines, these compounds did not exhibit any significant toxicity against normal cells, FL. The UV/VIS spectral data suggest that eight compounds cause hypochromism with a slight bathochromic shift (similar to 6 nm), indicating that they bind to the DNA by way of an intercalative or minor groove binding mode. The binding constants of the compounds are in the range of 0.1x103 M-1-2.3x104 M-1. The antiproliferative activity of studied enamine derivatives could possibly be due to their DNA binding as well as their cytotoxic properties. In addition to these assays, the chalcones and enamine derivatives were investigated by molecular docking to calculate the synergistic effect of antiproliferative activities against six human cancer cell lines.
dc.description.sponsorshipGaziosmanpasa University, Scientific Research Projects Commission [BAP-2015/91]; TuBTAK (Scientific and Technological Research Council of Turkey) [114Z696]
dc.description.sponsorshipThe authors are indebted to the Gaziosmanpasa University, Scientific Research Projects Commission (Project No: BAP-2015/91) and TuBTAK (Scientific and Technological Research Council of Turkey; Project No. 114Z696) for financial supports.
dc.identifier.doi10.1002/cbdv.202000139
dc.identifier.issn1612-1872
dc.identifier.issn1612-1880
dc.identifier.issue7
dc.identifier.pmid32374947
dc.identifier.scopus2-s2.0-85087286853
dc.identifier.scopusqualityQ2
dc.identifier.urihttps://doi.org/10.1002/cbdv.202000139
dc.identifier.urihttps://hdl.handle.net/20.500.12418/30255
dc.identifier.volume17
dc.identifier.wosWOS:000542804800001
dc.identifier.wosqualityQ3
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.indekslendigikaynakPubMed
dc.language.isoen
dc.publisherWiley-V C H Verlag Gmbh
dc.relation.ispartofChemistry & Biodiversity
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.subjectlactone
dc.subjectchalcone
dc.subjectenamine
dc.subjectantiproliferative activity
dc.subjectcytotoxicity
dc.subjectmolecular docking
dc.titleSynthesis, Antiproliferative and Cytotoxic Activities, DNA Binding Features and Molecular Docking Study of Novel Enamine Derivatives
dc.typeArticle

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