spiro-Cyclotriphosphazenes containing 4-hydroxyphenylethyl pendant arm: Syntheses, structural characterization and DNA interaction study

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dc.contributor.authorPektas, Serhan
dc.contributor.authorKocak, Selen Bilge
dc.contributor.authorBosterzi, Nisan Sevin
dc.contributor.authorKilic, Zeynel
dc.contributor.authorZeyrek, Celal Tugrul
dc.contributor.authorCoban, Burak
dc.contributor.authorYildiz, Ufuk
dc.date.accessioned2024-04-24T16:14:52Z
dc.date.available2024-04-24T16:14:52Z
dc.date.issued2018
dc.departmentDicle Üniversitesien_US
dc.description.abstractThe reaction of hexachlorocyclotriphosphazene, N3P3Cl6, with tyramine podand (2) afforded partly substituted spiro-cyclotriphosphazene (3). Amine-substituted spiro-cyclotriphosphazenes 4a-g were prepared by substitution of the Cl-atoms in 3 with pyrrolidine, piperidine, morpholine, 1,4-dioxa-8-azaspiro[4,5]decane, 1-(2-aminoethyl)pyrrolidine, 1-(2-aminoethyl) piperidine, and 4-(2-aminoethyl)-morpholine, respectively. All of the cyclotriphosphazene derivatives were characterized by elemental analysis, FTIR, MS, 1D H-1, C-13 and P-31 NMR and 2D HSQC techniques, and the crystal structures of 3 and 4b were verified by X-ray diffraction analysis. The relationships delta P-OPN shifts with exocyclic OPN (alpha') and endocyclic NPN (alpha) bond angles, and electron density transfer parameters Delta(P-N) for spiro-cyclotriphosphazenes were presented. The DNA cleavage activity of cyclotriphosphazene derivatives (3, and 4a-g) was studied on double-stranded pBR322 DNA using gel electrophoresis experiments. It was found that 4e and 4f caused the highest level of DNA damage. The interactions of 3 and 4e with calf thymus DNA were also investigated using absorption spectrometry. The molecular docking was performed to identify the interaction of the compounds (3 and 4b) with the DNA (PDB ID:3V9D for A-DNA and PDB ID:1BNA for B-DNA). (C) 2018 Elsevier B.V. All rights reserved.en_US
dc.description.sponsorshipScientific and Technological Research Council of Turkey (TUBITAK) - Turkey [113Z861]en_US
dc.description.sponsorshipThe authors would like to express their deep sense of gratitude and heartiest thanks to The Scientific and Technological Research Council of Turkey (TUBITAK) - Turkey (Project No. 113Z861).en_US
dc.identifier.doi10.1016/j.ica.2018.01.016
dc.identifier.endpage65en_US
dc.identifier.issn0020-1693
dc.identifier.issn1873-3255
dc.identifier.scopus2-s2.0-85041578818
dc.identifier.scopusqualityQ2
dc.identifier.startpage51en_US
dc.identifier.urihttps://doi.org/10.1016/j.ica.2018.01.016
dc.identifier.urihttps://hdl.handle.net/11468/15464
dc.identifier.volume474en_US
dc.identifier.wosWOS:000425720700008
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoenen_US
dc.publisherElsevier Science Saen_US
dc.relation.ispartofInorganica Chimica Acta
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectSpiro-Cyclotriphosphazenesen_US
dc.subjectTyramineen_US
dc.subjectSpectroscopyen_US
dc.subjectDna Interactionen_US
dc.subjectMolecular Dockingen_US
dc.titlespiro-Cyclotriphosphazenes containing 4-hydroxyphenylethyl pendant arm: Syntheses, structural characterization and DNA interaction studyen_US
dc.titlespiro-Cyclotriphosphazenes containing 4-hydroxyphenylethyl pendant arm: Syntheses, structural characterization and DNA interaction study
dc.typeArticleen_US

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