Chalcone-based dipolar cycloaddition of novel heteroaromatic compounds: Their anticancer examination

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dc.authoridcakir, canan/0000-0001-8718-0363
dc.authoridCOL, Sumeyye/0000-0003-2932-9718
dc.contributor.authorKinali, Mehmet
dc.contributor.authorCol, Sumeyye
dc.contributor.authorCoban, Canan Cakir
dc.contributor.authorTurk, Mustafa
dc.contributor.authorAydin, Gokay
dc.contributor.authorEmirik, Mustafa
dc.contributor.authorBaran, Arif
dc.date.accessioned2025-01-21T16:36:30Z
dc.date.available2025-01-21T16:36:30Z
dc.date.issued2023
dc.departmentKırıkkale Üniversitesi
dc.description.abstractIn this study, new chalcone-isoxazole-based hybrid derivatives (12, 13, 18, and 21) and chalcone-triazole hybrid molecules (26) were synthesized using the click chemistry approach. Among these hybrid molecules, 12, 13, 21, and 26 were obtained by combining azole pharmacophore groups such as thiazole, isoxazole, and 1,2,3-triazole. In addition, a new bioactive hybrid molecule (E)-3-(2-(1-((4- (3-(4-((3-(4-(benzyloxy) phenyl) isoxazol-5-yl) methoxy) phenyl)-3-oxoprop-1-en-1-yl) phenoxy)methyl)-1H-1,2,3-triazol-4-yl)thiazol-4-yl)-2H-chromen-2one (18), which is a chalcone-isoxazole hybrid derivative with azido thiazole coumarin substitution, was synthesized. The chemical structures of synthesized compounds were characterized by spectroscopic techniques such as 1H NMR, 13C NMR, FT-IR, and MALDI-TOF MS (18, 21, and 26). These novel chalcone-azole hybrids (12, 13, 18, 21, and 26) were investigated for their in-vitro anticancer activity against A549 cells, Capan-1 cell lines, and a healthy L929 fibroblast cell line, as well as the apoptotic and necrotic effects of these compounds on Capan1 cell lines. Among the compounds tested, hybrid 18 showed the best activity in the A549 cell line, while it showed moderate activity in the Capan-1 cell line.
dc.description.sponsorshipTUBITAK (Scientific and Technological Research Council of Turkey) [KBAG-217Z043, KBAG-115Z446]; Sakarya University [2021-7-24-57]
dc.description.sponsorshipWe are grateful to TUBITAK (Scientific and Technological Research Council of Turkey, Grand No. KBAG-217Z043 and KBAG-115Z446) and Sakarya University for financial support of these Research Projects (SAU-BAP, Grand No. 2021-7-24-57) .
dc.identifier.doi10.1016/j.molstruc.2023.136244
dc.identifier.issn0022-2860
dc.identifier.issn1872-8014
dc.identifier.scopus2-s2.0-85165994627
dc.identifier.scopusqualityQ1
dc.identifier.urihttps://doi.org/10.1016/j.molstruc.2023.136244
dc.identifier.urihttps://hdl.handle.net/20.500.12587/24314
dc.identifier.volume1293
dc.identifier.wosWOS:001047096900001
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherElsevier
dc.relation.ispartofJournal of Molecular Structure
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.snmzKA_20241229
dc.subjectAnticancer activity; Apoptotic and necrotic effects; Azidothiazole coumarin; Chalcone-azole hybrids; Molecular docking
dc.titleChalcone-based dipolar cycloaddition of novel heteroaromatic compounds: Their anticancer examination
dc.typeArticle

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