The first peptide derivatives of dioxybiphenyl-bridged spiro cyclotriphosphazenes: In vitro cytotoxicity activities and DNA damage studies

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dc.authoridKORAN, Kenan/0000-0002-2218-7211|Tekin, Suat/0000-0002-2757-1802|Altay Ozturk, Dilara/0000-0003-1126-7416|Gorgulu, Ahmet Orhan/0000-0003-0632-4834
dc.contributor.authorKoran, Kenan
dc.contributor.authorCaliskan, Eray
dc.contributor.authorOzturk, Dilara Altay
dc.contributor.authorCapan, Irfan
dc.contributor.authorTekin, Suat
dc.contributor.authorSandal, Suleyman
dc.contributor.authorGorgulu, Ahmet Orhan
dc.date.accessioned2025-10-24T18:08:58Z
dc.date.available2025-10-24T18:08:58Z
dc.date.issued2023
dc.departmentMalatya Turgut Özal Üniversitesi
dc.description.abstractIn this study, we aimed to synthesize new peptide-substituted cyclotriphosphazenes from a series of tyrosine -based peptides and dioxyphenyl-substituted spirocyclotriphosphazenes, and to evaluate their in vitro cytotox-icity and genotoxicity activities. Genotoxicity studies were conducted to understand whether the cytotoxic compounds cause cell death through DNA damage. The structures of the novel series of phosphazenes were characterized by FT-IR, elemental analysis, MS, 1D (31P, 1H, and 13C-APT NMR), and 2D (HETCOR) NMR spectroscopic techniques. In vitro cytotoxic activities were carried out against human breast (MCF-7), ovarian (A2780), prostate (PC-3), colon (Caco-2) cancer cell lines and human normal epithelial cell line (MCF-10A) at different concentrations by using an MTT assay. The compounds showed considerable reductions in cell viability against all human cancer cell lines. Especially, the compounds exhibited notable effects in A2780 cell lines (p < 0.05). The IC50 values of the compounds in the A2780 cell line were calculated to be 1.914 mu M for TG, 20.21 mu M for TV, 20.45 mu M for TA, 4.643 mu M for TP, 5.615 mu M for BTG, 1.047 mu M for BTV, 27.02 mu M for BTA, 0.7734 mu M for BTP, 21.5 mu M for DTG, 1.65 mu M for DTV, 2.89 mu M for DTA and 4.599 mu M for DTP. DNA damage studies of the compounds were conducted by the comet assay method using tail length, tail density, olive tail moment, head length, and head density parameters, and the results showed that the cell death occurred through DNA damage mechanism. In a nutshell, these compounds show promising cytotoxic effects and can be considered powerful candidate molecules for pharmaceutical applications.
dc.description.sponsorshipScientific and Technical Research Council of Tuerkiye (TUBITAK) [118Z286]
dc.description.sponsorshipThis work was supported by a grant from the Scientific and Technical Research Council of Tuerkiye (TUBITAK, Grant Number:118Z286). We would like to thank TUBITAK for their contribution
dc.identifier.doi10.1016/j.bioorg.2022.106338
dc.identifier.issn0045-2068
dc.identifier.issn1090-2120
dc.identifier.pmid36603512
dc.identifier.urihttps://doi.org/10.1016/j.bioorg.2022.106338
dc.identifier.urihttps://hdl.handle.net/20.500.12899/3387
dc.identifier.volume132
dc.identifier.wosWOS:000918666200001
dc.identifier.wosqualityQ1
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakPubMed
dc.language.isoen
dc.publisherAcademic Press Inc Elsevier Science
dc.relation.ispartofBioorganic Chemistry
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.snmzKA_20251023
dc.subjectCyclotriphosphazene; DNA damage; Phosphazene; Dipeptide; Cytotoxicity
dc.titleThe first peptide derivatives of dioxybiphenyl-bridged spiro cyclotriphosphazenes: In vitro cytotoxicity activities and DNA damage studies
dc.typeArticle

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