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

Authors : Aytuğ OKUMUŞ, Gamze ELMAS, Zeynel KILIÇ, Nagehan RAMAZANOĞLU, Leyla AÇIK, Mustafa TÜRK, Gülçin AKCA

Pages : 525-547

View : 15 | Download : 6

Publication Date : 0000-00-00

Article Type : Research Paper

Abstract :The Cl replacement reactions of 4-fluorobenzylinsert ignore into journalissuearticles values(N/O);spirocyclotriphosphazene insert ignore into journalissuearticles values(2); with excess monoamines led to the formation of 4-fluorobenzylspiroinsert ignore into journalissuearticles values(N/O);tetraaminocyclotriphosphazenes insert ignore into journalissuearticles values(2a-2d);. The partly substituted \textbf{dispiro 3b and dispiro 3c and fully substituted trispirocyclotriphosphazenes insert ignore into journalissuearticles values(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 insert ignore into journalissuearticles values(RR/RS or SS/SR); of dispiro 3b and dispiro 3c was isolated, respectively. The $^{31}$P NMR spectral data of the other dispiro phosphazenes were evaluated from the $^{31}$P NMR spectra of the reaction mixtures. The reactions of 2 with excess N-methylethylenediamine gave trans 4a as a racemic mixture. While trans 4b insert ignore into journalissuearticles values(racemic); and cis 4b insert ignore into journalissuearticles values(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 cells.
Keywords : Monofluorobenzyl N O, spirocyclotriphosphazenes, spectroscopy, antimicrobial activity, DNA interaction