Phosphorus-nitrogen compounds. Part 36. Syntheses, Langmuir-Blodgett thin films and biological activities of spiro-bino-spiro trimeric phosphazenes

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dc.contributor.authorAsmafiliz, Nuran
dc.contributor.authorKilic, Zeynel
dc.contributor.authorCivan, Mehmet
dc.contributor.authorAvci, Orhan
dc.contributor.authorGonder, L. Yasemin
dc.contributor.authorAcik, Leyla
dc.contributor.authorHokelek, Tuncer
dc.date.accessioned2020-06-25T18:17:07Z
dc.date.available2020-06-25T18:17:07Z
dc.date.issued2016
dc.departmentKırıkkale Üniversitesi
dc.descriptionHokelek, Tuncer/0000-0002-8602-4382; Aydin, Betul/0000-0002-9092-1350; Asmafiliz, Nuran/0000-0002-9335-4101
dc.description.abstractThe condensation reactions of hexachlorocyclotriphosphazene (N3P3Cl6, trimer) with the symmetric N2N2 or N2O2 donor type tetradentate bulky ligands (1-4) gave partly substituted spiro-bino-spiro (sbs) (5-8) trimeric phosphazenes. Compounds 5-8 reacted with pyrrolidine, morpholine and 1,4-dioxa-8-azaspiro[4,5]decane (DASD) to give octapyrrolidino-(9-12), morpholino-(13-16) and DASD-substituted cyclotriphosphazenes (17-20). The structures of the phosphazenes have been elucidated using FTIR, MS, H-1, C-13{H-1} and P-31{H-1} NMR, and HSQC spectral data. The molecular and solid-state structures of 5, 6 and 12 were verified by single crystal X-ray diffraction techniques. On the other hand, the ultrathin and highly ordered Langmuir-Blodgett (LB) films of compounds 6, 7, 9 and 12 were also fabricated. The structural characterization of the LB films was made using p-polarized grazing angle (GAIR) and horizontal attenuated total reflectance (HATR) techniques. All the novel phosphazene derivatives were evaluated for antibacterial activities against Gram-positive (G+) and Gram-negative (G-) bacteria and for antifungal activities against yeast strains. In addition, the cytotoxic effects of compounds 9, 13, 15, 16, 19 and 20 were investigated against L929 fibroblast and MDA-MB-231 breast cancer cells. The most active one among these compounds was compound 9 at 6.25 mu g mL(-1) concentration. The interactions between compounds 5-20 and pBR322 plasmid DNA were determined by agarose gel electrophoresis.en_US
dc.description.sponsorshipTurkish Academy of Sciences (TUBA)Turkish Academy of Sciences; Hacettepe University, Scientific Research UnitHacettepe University [013D04602004]en_US
dc.description.sponsorshipZ. K. thanks the Turkish Academy of Sciences (TUBA) for partial support of this work. M. C. and T. H. acknowledge the financial support of this work by Hacettepe University, Scientific Research Unit (Grant No: 013D04602004).en_US
dc.identifier.citationclosedAccessen_US
dc.identifier.doi10.1039/c6nj02052f
dc.identifier.endpage9626en_US
dc.identifier.issn1144-0546
dc.identifier.issn1369-9261
dc.identifier.issue11en_US
dc.identifier.scopus2-s2.0-84993967418
dc.identifier.scopusqualityQ2
dc.identifier.startpage9609en_US
dc.identifier.urihttps://doi.org/10.1039/c6nj02052f
dc.identifier.urihttps://hdl.handle.net/20.500.12587/6697
dc.identifier.volume40en_US
dc.identifier.wosWOS:000387621500073
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
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.titlePhosphorus-nitrogen compounds. Part 36. Syntheses, Langmuir-Blodgett thin films and biological activities of spiro-bino-spiro trimeric phosphazenesen_US
dc.typeArticle

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