Phosphorus-nitrogen compounds. Part 35. Syntheses, spectroscopic and electrochemical properties, and antituberculosis, antimicrobial and cytotoxic activities of mono-ferrocenyl-spirocyclotetraphosphazenes

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dc.contributor.authorOkumus, Aytug
dc.contributor.authorElmas, Gamze
dc.contributor.authorCemaloglu, Resit
dc.contributor.authorAydin, Betul
dc.contributor.authorBinici, Arzu
dc.contributor.authorSimsek, Hulya
dc.contributor.authorAcik, Leyla
dc.date.accessioned2024-04-24T16:24:05Z
dc.date.available2024-04-24T16:24:05Z
dc.date.issued2016
dc.departmentDicle Üniversitesien_US
dc.description.abstractThe reactions of octachlorocyclotetraphosphazene, N4P4Cl8, with N-alkyl-N-mono-ferrocenyldiamines, FcCH(2)NH(CH2)(n)NHR1 [n = 2, Fc = ferrocene, R-1 = Me (1); n = 2, R-1 = Et (2) and n = 3, R-1 = Me (3)], led to the formation of monoferrocenyl-spirocyclotetraphosphazenes (4-6). When the reactions were carried out with excess pyrrolidine, morpholine and 1,4-dioxa-8-azaspiro[4,5] decane (DASD), the fully substituted products (4a-6c) were obtained in high yields. The structures of all the phosphazene derivatives were characterized by MS, FTIR, H-1, C-13 and P-31 NMR, HSQC and HMBC techniques. The crystal structures of 4a and 5a were determined by X-ray crystallography. The electrochemically reversible one-electron oxidation of Fc redox centers was observed for cyclotetraphosphazenes. The fully substituted phosphazenes (4a-6c) were evaluated for their antituberculosis activity against reference strain Mycobacterium tuberculosis H37Rv, and compounds 4a-6a and 5c were found to be active. The antibacterial activities of phosphazenes 4a-6c against G(+) and G(-) bacteria and their antifungal activities against yeast strains were carefully scrutinized. The results indicate that compounds 4a-6a, 6b, 4c and 5c are very effective against yeast strains. The anticandidal activities of 6a and 6b make them promising anticandidal agents. The interactions of these compounds with plasmid DNA and their cytotoxic activity against L929 fibroblast and DLD-1 colon cancer cell lines were also investigated.en_US
dc.description.sponsorshipTurkish Academy of Sciences (TUBA)en_US
dc.description.sponsorshipThe author Z. K. thanks Turkish Academy of Sciences (TUBA) for partial support of this work.en_US
dc.identifier.doi10.1039/c6nj00204h
dc.identifier.endpage5603en_US
dc.identifier.issn1144-0546
dc.identifier.issn1369-9261
dc.identifier.issue6en_US
dc.identifier.scopus2-s2.0-84974539773
dc.identifier.scopusqualityQ2
dc.identifier.startpage5588en_US
dc.identifier.urihttps://doi.org/10.1039/c6nj00204h
dc.identifier.urihttps://hdl.handle.net/11468/16474
dc.identifier.volume40en_US
dc.identifier.wosWOS:000378508900089
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoenen_US
dc.publisherRoyal Soc Chemistryen_US
dc.relation.ispartofNew Journal of Chemistry
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subject[No Keyword]en_US
dc.titlePhosphorus-nitrogen compounds. Part 35. Syntheses, spectroscopic and electrochemical properties, and antituberculosis, antimicrobial and cytotoxic activities of mono-ferrocenyl-spirocyclotetraphosphazenesen_US
dc.titlePhosphorus-nitrogen compounds. Part 35. Syntheses, spectroscopic and electrochemical properties, and antituberculosis, antimicrobial and cytotoxic activities of mono-ferrocenyl-spirocyclotetraphosphazenes
dc.typeArticleen_US

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