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Synthesis,structural characterization,and cytotoxic activity of new spirocyclic octachlorocyclotetraphosphazenes
Authors:Muhammet I??klan  Levent Say?n  Ömer Sonkaya  Tuncer Hökelek  Mustafa Türk  Serpil O?uztüzün
Institution:1. Faculty of Arts and Sciences, Department of Chemistry, K?r?kkale University, K?r?kkale, Turkeymisiklan@kku.edu.tr misiklan@gmail.com;3. Faculty of Arts and Sciences, Department of Chemistry, K?r?kkale University, K?r?kkale, Turkey;4. Science and Technology Application and Research Center, Aksaray University, Aksaray, Turkey;5. Department of Physics, Hacettepe University, Ankara, Turkey;6. Faculty of Engineering, Department of Bioenginering, K?r?kkale University, K?r?kkale, Turkey;7. Faculty of Arts and Sciences, Department of Biology, K?r?kkale University, K?r?kkale, Turkey
Abstract:Octachlorocyclotetraphosphazene, N4P4Cl8, (1) was reacted with N, N′-dibenzylethylenediamine to synthesize partially substituted monospiro- (2), dispiro- (5) and tetraspirocyclotetraphosphazene (8) derivatives. The reactions of 2 and 5 with excess pyrrolidine and morpholine produced fully substituted pyrrolidino (3 and 6) and morpholino (4 and 7) spirocyclotetraphosphazenes. The structures of the compounds were determined with 1D (1H, 13C, 31P, and DEPT) NMR, 2D (HSQC) NMR, ESI-MS, FTIR, and elemental analysis. The solid-state structures of 6 and 7 were examined by X-ray crystallography. In 7, intramolecular C-H…O hydrogen bonds link the molecules into centrosymmetric dimmers. The cytotoxic activity of all the compounds against human cervix carcinoma cell lines (HeLa) was investigated. The study showed that these compounds exert limited cytotoxic, apoptotic and necrotic effects on HeLa cancer cell lines.
Keywords:Cyclotetraphosphazenes  spirophosphazenes  crystal structure  spectroscopy  HeLa cancer cell line  cytotoxicity
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