Phosphorus nitrogen compounds: Part 34. Syntheses, structural investigations, cytotoxic and biological activities of spiro-ansa-spiro and spiro-bino-spiro tetrameric phosphazene derivatives

Özet

The reactions of N4P4Cl8 with the symmetric N2N2 (1-3) and N2O2 (4) bulky ligands gave partly substituted 2,4-sas (5 and 6), 2,6-sas (7-10) and sbs (11-14) tetrameric phosphazene derivatives. The 2,4-sas-5, 2,6-sas-8 and sbs-12 reacted with pyrrolidine to give fully-substituted tetra-(15 and 16) and dode-capyrrolidinocyclotetraphosphazenes (17-19). The structures of all the phosphazenes were verified by FTIR, MS, H-1, C-13{H-1} and P-31{H-1} NMR, and HSQC spectral data. The crystal structures of 7, 9 and 10 were examined by single crystal X-ray diffraction techniques. The compounds 1-3, 5, 8, 9, 12, 13, 16 and 18 were screened for antimicrobial activity against G(+) and G(-) bacteria and fungi. The compound 16 is found to possess excellent activity (MIC values of 39 and 78 mu M) against fungal pathogen Candida krusei and Candida albicans. Meanwhile, interactions between pBR322 plasmid DNA and 1-3, 5, 8, 9, 12, 13, 14, 16 and 18 were investigated by agarose gel electrophoresis. The compounds 5, 8, 9, 12, 13, 16 and 18 were appraised for their cytotoxic activity against L929 Fibroblast and MDA-MB-231 breast cancer cell lines. Compounds 13 and 16 are as effective as cis-platin. (C) 2016 Elsevier B.V. All rights reserved.

Açıklama

Hokelek, Tuncer/0000-0002-8602-4382; Asmafiliz, Nuran/0000-0002-9335-4101

Anahtar Kelimeler

Cyclotetraphosphazenes, Syntheses, Spectroscopy, Crystal structure, Cytotoxicity, Biological activity

Kaynak

Inorganica Chimica Acta

WoS Q Değeri

Q2

Scopus Q Değeri

Q2

Cilt

446

Sayı

Künye

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