Synthesis of (4R)-2-(3-hydroxyphenyl)thiazolidine-4-carboxylic acid substituted phthalocyanines: Anticancer activity on different cancer cell lines and molecular docking studies

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dc.authoridhepokur, ceylan/0000-0001-6397-1291
dc.authoridBILGICLI, Ahmet Turgut/0000-0002-4144-7357
dc.authoridGunsel, Armagan/0000-0003-1965-1017
dc.authoridYarasir, Meryem Nilufer/0000-0002-7327-7137
dc.authoridGenc Bilgicli, Hayriye/0000-0001-6909-316X
dc.authoridTUZUN, BURAK/0000-0002-0420-2043
dc.contributor.authorBilgicli, Ahmet T.
dc.contributor.authorGenc Bilgicli, Hayriye
dc.contributor.authorHepokur, Ceylan
dc.contributor.authorTuzun, Burak
dc.contributor.authorGunsel, Armagan
dc.contributor.authorZengin, Mustafa
dc.contributor.authorYarasir, M. Nilufer
dc.date.accessioned2024-10-26T18:05:37Z
dc.date.available2024-10-26T18:05:37Z
dc.date.issued2021
dc.departmentSivas Cumhuriyet Üniversitesi
dc.description.abstractIn this study, firstly, (4R)-2-(3-hydroxyphenyl)thiazolidine-4-carboxylic acid (1) and (4R)-2-(3-(3,4-dicyanophenoxy)phenyl)thiazolidine-4-carboxylic acid (2) were prepared. Then, the novel type metallophthalocyanines (ZnPc (3), CuPc (4), and CoPc (5)) bearing thiazolidine groups in peripheral positions were synthesized using by compound (2). The synthesized new compounds (1-5) were characterized by the combination of standard spectroscopic methods such as FT-IR, H-1 NMR, C-13 NMR, UV-Vis spectral data, and MALDI-TOF. Aggregation behaviors of peripheral tetra-substituted metallophthalocyanines were investigated in dimethyl sulfoxide (DMSO) media. Fluorescence properties and fluorescence quantum yield of the new type zinc phthalocyanine (3) were performed in DMSO at room temperature. The anticancer activity of novel type metallophthalocyanines bearing thiazolidine groups in peripheral positions were investigated on rat glioma cancer (C6), human prostate carcinoma (DU-145), and normal human lung fibroblast (WI-38) cell lines. Finally, the biological and chemical activities of (4R)-2-(3-(3,4-dicyanophenoxy)phenyl)thiazolidine-4-carboxylic acid (2) and its novel type metallophthalocyanines (ZnPc (3), CuPc (4), and CoPc (5)) have been compared with many parameters obtained using theoretical methods that are the Gaussian software and molecular docking.
dc.identifier.doi10.1002/aoc.6242
dc.identifier.issn0268-2605
dc.identifier.issn1099-0739
dc.identifier.issue7
dc.identifier.scopus2-s2.0-85103259035
dc.identifier.scopusqualityQ2
dc.identifier.urihttps://doi.org/10.1002/aoc.6242
dc.identifier.urihttps://hdl.handle.net/20.500.12418/29070
dc.identifier.volume35
dc.identifier.wosWOS:000633502900001
dc.identifier.wosqualityQ1
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherWiley
dc.relation.ispartofApplied Organometallic Chemistry
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.subjectanticancer activities
dc.subjectDFT
dc.subjectmolecular docking
dc.subjectphthalocyanines
dc.titleSynthesis of (4R)-2-(3-hydroxyphenyl)thiazolidine-4-carboxylic acid substituted phthalocyanines: Anticancer activity on different cancer cell lines and molecular docking studies
dc.typeArticle

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