The reactions of N3P3Cl6 with monodentate and bidentate ligands: the syntheses and structural characterizations, in vitro antimicrobial activities, and DNA interactions of 4-fluorobenzyl(N/O)spirocyclotriphosphazenes

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dc.contributor.authorOkumuş, Aytuğ
dc.contributor.authorElmas, Gamze
dc.contributor.authorKılıç, Zeynel
dc.contributor.authorRamazanoğlu, Nagehan
dc.contributor.authorAçık, Leyla
dc.contributor.authorTürk, Mustafa
dc.contributor.authorAkca, Gülçin
dc.date.accessioned2020-06-25T14:47:21Z
dc.date.available2020-06-25T14:47:21Z
dc.date.issued2017
dc.departmentKırıkkale Üniversitesi
dc.description.abstractThe Cl replacement reactions of 4-fluorobenzyl(N/O)spirocyclotriphosphazene (2) with excess monoamines led to the formation of 4-fluorobenzylspiro(N/O)tetraaminocyclotriphosphazenes (2a2d). The partly substituted dispiro 3b and dispiro 3c and fully substituted trispirocyclotriphosphazenes (trans 4a, cis 4c, 4d, and 4e) were obtained, respectively, from the reactions of 2 with one equimolar and two equimolar amounts of diamines, aminoalcohol, and diols. Although efforts were made for the separation of the cis/trans and optical isomers of the dispiro phosphazenes, only one set of diastereomers (RR/RS or SS/SR) of dispiro 3b and dispiro 3c was isolated, respectively. The 31P NMR spectral data of the other dispiro phosphazenes were evaluated from the 31P NMR spectra of the reaction mixtures. The reactions of 2 with excess N-methylethylenediamine gave trans 4a as a racemic mixture. While trans 4b (racemic) and cis 4b (meso) occurred from the reaction of 2 with excess N-methyl-1,3-propanediamine, they were not isolated separately. Some of the phosphazenes were screened against bacteria and fungi. The activities of the compounds against anaerobic and microaerophilic gram-negative bacteria were evaluated. It was found that compounds 2, 2b, and trans 4a exhibited tolerable toxic effects on fibroblast cells and had the highest toxicity against MCF-7 cellsen_US
dc.identifier.citationOkumuş, A., Elmas, G., Kılıç, Z., Ramazanoğlu, N., Açık, L., Türk, M. (2017). The reactions of N3P3Cl6 with monodentate and bidentate ligands: the syntheses and structural characterizations, in vitro antimicrobial activities, and DNA interactions of 4-fluorobenzyl(N/O)spirocyclotriphosphazenes. Turkish Journal of Chemistry, 41(4), 525 - 547.en_US
dc.identifier.endpage547en_US
dc.identifier.issn1300-0527
dc.identifier.issn1303-6130
dc.identifier.issue4en_US
dc.identifier.scopus2-s2.0-85029228680
dc.identifier.scopusqualityQ3
dc.identifier.startpage525en_US
dc.identifier.trdizinid244462
dc.identifier.urihttps://app.trdizin.gov.tr/publication/paper/detail/TWpRME5EWXlNZz09
dc.identifier.urihttps://hdl.handle.net/20.500.12587/1604
dc.identifier.volume41en_US
dc.indekslendigikaynakScopus
dc.indekslendigikaynakTR-Dizin
dc.language.isoen
dc.relation.ispartofTurkish Journal of Chemistry
dc.relation.publicationcategoryMakale - Ulusal Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/openAccessen_US
dc.subjectMühendislik, Kimyaen_US
dc.titleThe reactions of N3P3Cl6 with monodentate and bidentate ligands: the syntheses and structural characterizations, in vitro antimicrobial activities, and DNA interactions of 4-fluorobenzyl(N/O)spirocyclotriphosphazenesen_US
dc.typeArticle

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