Semicarbazides Carrying Indole Core: Synthesis, Cytotoxicity Evaluation against Human Breast Cancer Cell Lines, and Molecular Modeling Studies

Basit Öğe Kaydı
dc.contributor.authorCelik, Beyza
dc.contributor.authorUgur, Suemeyye Buran
dc.contributor.authorBaran, Muenevver
dc.contributor.authorGunduz, Miyase Gozde
dc.contributor.authorKeskin, Selbi
dc.contributor.authorOnder, Gozde Ozge
dc.contributor.authorBitgen, Nazmiye
dc.date.accessioned2024-02-23T11:26:16Z
dc.date.available2024-02-23T11:26:16Z
dc.date.issued2023
dc.departmentNEÜen_US
dc.description.abstractIn this article, we report the synthesis and cytotoxicity evaluation of novel indole-carrying semicarbazide derivatives (IS1-IS15). The target molecules were obtained by the reaction of aryl/alkyl isocyanates with 1H-indole-2-carbohydrazide that was in-house synthesized from 1H-indole-2-carboxylic acid. Following structural characterization by H-1-NMR, C-13-NMR, and HR-MS, IS1-IS15 were investigated for their cytotoxic activity against human breast cancer cell lines, MCF-7 and MDA-MB-231. According to the data obtained from the MTT assay, phenyl ring with a lipophilic group at its para-position and alkyl moiety were preferential substituents on the indole-semicarbazide scaffold for antiproliferative activity. The effect of IS12 (N-(4-chloro-3-(trifluoromethyl)phenyl)-2-(1H-indole-2-carbonyl)hydrazine-1-carboxamide), the compound that demonstrated remarkable antiproliferative activity on both cell lines, was also evaluated on the apoptotic pathway. Moreover, the calculation of critical descriptors constituting drug-likeness confirmed the position of the selected compounds in the anticancer drug development process. Finally, molecular docking studies suggested the inhibition of tubulin polymerization as the potential activity mechanism of this class of molecules.en_US
dc.identifier.doi10.1002/cbdv.202300609
dc.identifier.issn1612-1872
dc.identifier.issn1612-1880
dc.identifier.issue8en_US
dc.identifier.pmid37423889en_US
dc.identifier.scopus2-s2.0-85165948980en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.urihttps://doi.org/10.1002/cbdv.202300609
dc.identifier.urihttps://hdl.handle.net/20.500.12452/10539
dc.identifier.volume20en_US
dc.identifier.wosWOS:001037269100001en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.indekslendigikaynakPubMeden_US
dc.language.isoenen_US
dc.publisherWiley-V C H Verlag Gmbhen_US
dc.relation.ispartofChemistry & Biodiversityen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectAcylsemicarbazideen_US
dc.subjectAntiproliferativeen_US
dc.subjectCanceren_US
dc.subjectDockingen_US
dc.subjectNitrogen Heterocyclesen_US
dc.titleSemicarbazides Carrying Indole Core: Synthesis, Cytotoxicity Evaluation against Human Breast Cancer Cell Lines, and Molecular Modeling Studiesen_US
dc.typeArticleen_US

Dosyalar

Koleksiyon

WoS İndeksli Yayınlar Koleksiyonu
PubMed İndeksli Yayın Koleksiyonu
Scopus İndeksli Yayınlar Koleksiyonu