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

Gamze Elmas; Aytuğ Okumuş; Zeynel Kılıç; L. Yasemin Gönder; Leyla Açık; Tuncer Hökelek

doi:10.18596/jotcsa.04055

EN

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

Abstract

In the present study, the condensation reaction of N₃P₃Cl₆ (1) with sodium 3-(4-fluorobenzylamino)-1-propanoxide gave partly substituted 4-fluorobenzylspiro cyclotriphosphazene (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-fluorobenzylspiro(N/O)tetrabenzylamino (3a), tetrahexylamino (3b), tetrabuthylamino (3c) and tetrapropylamino (3d) cyclotriphosphazenes. The protic ionic liquids (PILs), phosphazenium salts (4a-4d), were obtained from the reactions of the corresponding phosphazene bases (3a-3d) with gentisic acid in dry THF. The structures of all the isolated cyclotriphosphazene derivatives were determined by elemental analyses, FTIR and ¹H, ¹³C{¹H}, ³¹P{¹H} 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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Details

Primary Language

English

Subjects

-

Journal Section

-

Authors

Gamze Elmas

Aytuğ Okumuş

Zeynel Kılıç

L. Yasemin Gönder This is me

Leyla Açık

Tuncer Hökelek

Publication Date

January 8, 2017

Submission Date

June 30, 2016

Acceptance Date

-

Published in Issue

Year 2016 Volume: 3 Number: 3

DOI

https://doi.org/10.18596/jotcsa.04055

IZ

https://izlik.org/JA87BU52NK

Cite

RIS / Bibtex

APA

Elmas, G., Okumuş, A., Kılıç, Z., Gönder, L. Y., Açık, L., & Hökelek, T. (2017). THE SYNTHESES AND STRUCTURAL CHARACTERIZATIONS, ANTIMICROBIAL ACTIVITY AND IN VITRO DNA BINDING OF 4-FLUOROBENZYLSPIRO(N/O)CYCLOTRIPHOSPHAZENES AND THEIR PHOSPHAZENIUM SALTS. Journal of the Turkish Chemical Society Section A: Chemistry, 3(3), 25-46. https://doi.org/10.18596/jotcsa.04055

AMA

1.Elmas G, Okumuş A, Kılıç Z, Gönder LY, Açık L, Hökelek T. THE SYNTHESES AND STRUCTURAL CHARACTERIZATIONS, ANTIMICROBIAL ACTIVITY AND IN VITRO DNA BINDING OF 4-FLUOROBENZYLSPIRO(N/O)CYCLOTRIPHOSPHAZENES AND THEIR PHOSPHAZENIUM SALTS. JOTCSA. 2017;3(3):25-46. doi:10.18596/jotcsa.04055

Chicago

Elmas, Gamze, Aytuğ Okumuş, Zeynel Kılıç, L. Yasemin Gönder, Leyla Açık, and Tuncer Hökelek. 2017. “THE SYNTHESES AND STRUCTURAL CHARACTERIZATIONS, ANTIMICROBIAL ACTIVITY AND IN VITRO DNA BINDING OF 4-FLUOROBENZYLSPIRO(N O)CYCLOTRIPHOSPHAZENES AND THEIR PHOSPHAZENIUM SALTS”. Journal of the Turkish Chemical Society Section A: Chemistry 3 (3): 25-46. https://doi.org/10.18596/jotcsa.04055.

EndNote

Elmas G, Okumuş A, Kılıç Z, Gönder LY, Açık L, Hökelek T (January 1, 2017) THE SYNTHESES AND STRUCTURAL CHARACTERIZATIONS, ANTIMICROBIAL ACTIVITY AND IN VITRO DNA BINDING OF 4-FLUOROBENZYLSPIRO(N/O)CYCLOTRIPHOSPHAZENES AND THEIR PHOSPHAZENIUM SALTS. Journal of the Turkish Chemical Society Section A: Chemistry 3 3 25–46.

IEEE

[1]G. Elmas, A. Okumuş, Z. Kılıç, L. Y. Gönder, L. Açık, and T. Hökelek, “THE SYNTHESES AND STRUCTURAL CHARACTERIZATIONS, ANTIMICROBIAL ACTIVITY AND IN VITRO DNA BINDING OF 4-FLUOROBENZYLSPIRO(N/O)CYCLOTRIPHOSPHAZENES AND THEIR PHOSPHAZENIUM SALTS”, JOTCSA, vol. 3, no. 3, pp. 25–46, Jan. 2017, doi: 10.18596/jotcsa.04055.

ISNAD

Elmas, Gamze - Okumuş, Aytuğ - Kılıç, Zeynel - Gönder, L. Yasemin - Açık, Leyla - Hökelek, Tuncer. “THE SYNTHESES AND STRUCTURAL CHARACTERIZATIONS, ANTIMICROBIAL ACTIVITY AND IN VITRO DNA BINDING OF 4-FLUOROBENZYLSPIRO(N O)CYCLOTRIPHOSPHAZENES AND THEIR PHOSPHAZENIUM SALTS”. Journal of the Turkish Chemical Society Section A: Chemistry 3/3 (January 1, 2017): 25-46. https://doi.org/10.18596/jotcsa.04055.

JAMA

1.Elmas G, Okumuş A, Kılıç Z, Gönder LY, Açık L, Hökelek T. THE SYNTHESES AND STRUCTURAL CHARACTERIZATIONS, ANTIMICROBIAL ACTIVITY AND IN VITRO DNA BINDING OF 4-FLUOROBENZYLSPIRO(N/O)CYCLOTRIPHOSPHAZENES AND THEIR PHOSPHAZENIUM SALTS. JOTCSA. 2017;3:25–46.

MLA

Elmas, Gamze, et al. “THE SYNTHESES AND STRUCTURAL CHARACTERIZATIONS, ANTIMICROBIAL ACTIVITY AND IN VITRO DNA BINDING OF 4-FLUOROBENZYLSPIRO(N O)CYCLOTRIPHOSPHAZENES AND THEIR PHOSPHAZENIUM SALTS”. Journal of the Turkish Chemical Society Section A: Chemistry, vol. 3, no. 3, Jan. 2017, pp. 25-46, doi:10.18596/jotcsa.04055.

Vancouver

1.Gamze Elmas, Aytuğ Okumuş, Zeynel Kılıç, L. Yasemin Gönder, Leyla Açık, Tuncer Hökelek. THE SYNTHESES AND STRUCTURAL CHARACTERIZATIONS, ANTIMICROBIAL ACTIVITY AND IN VITRO DNA BINDING OF 4-FLUOROBENZYLSPIRO(N/O)CYCLOTRIPHOSPHAZENES AND THEIR PHOSPHAZENIUM SALTS. JOTCSA. 2017 Jan. 1;3(3):25-46. doi:10.18596/jotcsa.04055