Tetra-substituted phthalocyanines bearing thiazolidine derivatives: synthesis, anticancer activity on different cancer cell lines, and molecular docking studies

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dc.contributor.authorM. Nilüfer Yarasir
dc.contributor.authorBilgiçli, Ahmet T.
dc.contributor.authorHepokur, Ceylan
dc.contributor.authorBilgicli, Hayriye Genc
dc.contributor.authorTüzün, Burak
dc.contributor.authorGünsel, Armağan
dc.contributor.authorMısır, Sema
dc.contributor.authorZengin, Mustafa
dc.contributor.authorYarasir, M. Nilüfer
dc.date.accessioned2022-05-13T09:03:29Z
dc.date.available2022-05-13T09:03:29Z
dc.date.issued5th October 2021tr
dc.departmentSivas Meslek Yüksekokulutr
dc.description.abstractIn the first step, (4R)-2-(2-hydroxyphenyl)thiazolidine-4-carboxylic acid (c) and 2-(2-(3,4-dicyanophenoxy) phenyl)thiazolidine-4-carboxylic acid (1) were prepared. Then, the peripherally tetra-substituted metallophthalocyanines [ZnPc (2), CuPc (3), and CoPc (4)] were synthesized by using 1. The structures of the obtained compounds were characterized by common spectroscopic methods. Aggregation behaviors of the tetra-substituted metallophthalocyanines (2–4) were investigated by UV-Vis and fluorescence spectroscopy in the presence/absence of soft metal ions. The electronic spectra of the newly synthesized metallophthalocyanines [ZnPc (2), CuPc (3), and CoPc (4)] were analyzed by the Bayliss method. The fluorescence quantum yield of diamagnetic ZnPc (2) was obtained in DMSO at room temperature. Also, the anticancer activity of the newly synthesized metallophthalocyanine derivatives was studied on C6, DU-145, and WI-38 cell lines and investigated using six concentrations (3.125; 6.25; 12.5; 50; 75; 100 μg L−1). The cell cycle and apoptosis analyses of CuPc (3) were performed. In addition, the chemical and biological activities of 2-(2-(3,4-dicyanophenoxy)phenyl)thiazolidine-4-carboxylic acid (1) and its novel type metallophthalocyanines [ZnPc (2), CuPc (3), and CoPc (4)] were compared with many parameters obtained from the Gaussian software and molecular docking methods.tr
dc.identifier.citationaDepartment of Chemistry, Sakarya University, 54140Esentepe, Sakarya, Turkey. bCumhuriyet University, Faculty of Pharmacy, Department of Basic Pharmaceutical Sciences, Division of Biochemistry, Sivas, Turkey cPlant and Animal Production Department, Technical Sciences Vocational School of Sivas, Sivas Cumhuriyet University, 58140 Sivas, Turkeytr
dc.identifier.doi10.1039/d1dt02023den_US
dc.identifier.pmid34705003en_US
dc.identifier.scopus2-s2.0-85119961018en_US
dc.identifier.scopusqualityN/A
dc.identifier.startpage15778tr
dc.identifier.urihttps://hdl.handle.net/20.500.12418/13007
dc.identifier.volume50tr
dc.identifier.wosWOS:000711598500001en_US
dc.identifier.wosqualityQ1
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.indekslendigikaynakPubMeden_US
dc.language.isoenen_US
dc.relation.publicationcategoryUluslararası Editör Denetimli Dergide Makaletr
dc.rightsinfo:eu-repo/semantics/openAccesstr
dc.subjectTetra-substituted phthalocyaninestr
dc.subjectsynthesistr
dc.subjectanticancer activitytr
dc.subjectmolecular dockingtr
dc.subjectDFTtr
dc.titleTetra-substituted phthalocyanines bearing thiazolidine derivatives: synthesis, anticancer activity on different cancer cell lines, and molecular docking studiesen_US
dc.typeArticleen_US

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