Synthesis and characterization of new cyclotriphosphazene compounds

被引:38
|
作者
Ciftci, Gonul Yenilmez [1 ]
Ecik, Esra Tannverdi [1 ]
Yildirim, Tuba [2 ]
Bilgin, Kemal [3 ]
Senkuytu, Elif [1 ]
Yuksel, Fatma [1 ]
Uludag, Yildiz [4 ]
Kilic, Adem [1 ]
机构
[1] Gebze Inst Technol, Dept Chem, TR-41400 Gebze, Turkey
[2] Amasya Univ, Dept Biol, Fac Arts & Sci, TR-05100 Amasya, Turkey
[3] Ondokuz Mayis Univ, Dept Med Serv & Tech, Vocat Higher Sch Hlth Serv, TR-55139 Samsun, Turkey
[4] UEKAE Sci & Technol Res Council Turkey TUBITAK, TR-41470 Gebze, Turkey
关键词
Cyclotriphosphazene; Spermine derivatives; Biological activity; Cytotoxic activity; PHOSPHORUS-NITROGEN COMPOUNDS; STRUCTURAL INVESTIGATIONS; SPERMINE DERIVATIVES; STEREOGENIC CENTERS; MOLECULAR-STRUCTURE; SPIRO; ANSA; CYCLOPHOSPHAZENES; CRYSTAL; HEXACHLOROCYCLOTRIPHOSPHAZATRIENE;
D O I
10.1016/j.tet.2012.12.027
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In the present study, Spiro (1a), dispiro (1b, 2, 3), per-substituted spermine-bridged (6-9) and dispiroansa spermine (10) derivatives of cyclotriphosphazene have been synthesized. The structures of the novel compounds (1b, 6-10) have been characterized by elemental analysis, FTIR, mass spectrometry, H-1 and P-31 NMR spectroscopy. The molecular structures of 1b, 2, 8, and 10 were determined by single crystal X-ray crystallography. In order to investigate the anti-tumour properties of the newly synthesized cyclotriphosphazene derivatives, in vitro cytotoxic activity test (MTT assay) has been performed using HT-29 (human colon adenocarcinoma) and Hep2 (human epidermoid larynx carcinoma) cell lines. The result of the MU assay showed that while compound 1a has cytotoxic effect on both Hep2 and HT-29 cell lines, compound 3 has only cytotoxic effect towards the Hep 2 cells. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1454 / 1461
页数:8
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