THE SYNTHESES AND STRUCTURAL CHARACTERIZATIONS, ANTIMICROBIAL ACTIVITY AND IN VITRO DNA BINDING OF 4-FLUOROBENZYLSPIRO(N/O)CYCLOTRIPHOSPHAZENES AND THEIR PHOSPHAZENIUM SALTS

Authors : Gamze Elmas, Aytuğ Okumuş, Zeynel Kılıç, L Yasemin Gönder, Leyla Açık, Tuncer Hökelek

Pages : 25-46

Doi:10.18596/jotcsa.04055

View : 16 | Download : 5

Publication Date : 2017-01-08

Article Type : Research Paper

Abstract :In the present study, the condensation reaction of N 3 P 3 Cl 6 insert ignore into journalissuearticles values( 1 ); with sodium 3-insert ignore into journalissuearticles values(4-fluorobenzylamino);-1-propanoxide gave partly substituted 4-fluorobenzylspiro cyclotriphosphazene insert ignore into journalissuearticles values( 2 );. The Cl replacement reactions of 2 with excess benzylamine,  n-hexylamine, n-buthylamine and n-propylamine led to the formation of the corresponding 4-fluorobenzylspiroinsert ignore into journalissuearticles values(N/O);tetrabenzylamino insert ignore into journalissuearticles values( 3a );, tetrahexylamino insert ignore into journalissuearticles values( 3b );, tetrabuthylamino insert ignore into journalissuearticles values( 3c ); and tetrapropylamino insert ignore into journalissuearticles values( 3d ); cyclotriphosphazenes. The protic ionic liquids insert ignore into journalissuearticles values(PILs);, phosphazenium salts insert ignore into journalissuearticles values( 4a-4d );, were obtained from the reactions of the corresponding phosphazene bases insert ignore into journalissuearticles values( 3a - 3d ); with gentisic acid in dry THF. The structures of all the isolated cyclotriphosphazene derivatives were determined by elemental analyses, FTIR and 1 H, 13 C{ 1 H}, 31 P{ 1 H} NMR techniques. The crystal structure of 4d was verified by X-ray diffraction analysis. All the compounds were screened for antibacterial and antifungal activities against bacteria and yeast strains. The interactions of the compounds with supercoiled pUC18 plasmid DNA were investigated.
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