Synthesis and antitumor activity of selenophosphocholine analogues containing tegafur.
- Author:
Zhong-Lin ZANG
1
;
Shao-Qiong LIU
;
Xiong CHEN
;
Yan-Jie LI
;
Bing ZHOU
;
Xin-Hua XU
Author Information
- Publication Type:Journal Article
- MeSH: Antineoplastic Agents; chemical synthesis; pharmacology; Cell Line, Tumor; Humans; Magnetic Resonance Spectroscopy; Organoselenium Compounds; chemical synthesis; pharmacology; Phosphorylcholine; analogs & derivatives; Tegafur; chemical synthesis; pharmacology; Urinary Bladder Neoplasms; drug therapy; pathology
- From: Acta Pharmaceutica Sinica 2006;41(12):1184-1187
- CountryChina
- Language:Chinese
-
Abstract:
AIMTo synthesize the selenophosphocholine analogues containing tegafur and test their antitumor activities.
METHODSThe cyclic glyceroselenophospholopid conjugate of tegafur was synthesized by the reaction of hexaethylphosphorous triamide with N1-(2-furanidyl)-N3-(hydroxyalkyl)-5-fluyorouracil and 1-O-hexadecyl glycerol as well as selenium in one-pot. Cyclic glyceroselenophospholopid conjugate of tegafur reacted with triethylamine to give title compounds.
RESULTSSix new compounds have been synthesized. Their structures were confirmed by 1H NMR, 13P NMR and elemental analysis. Antitumor activity of the title compounds against PGA1 was tested.
CONCLUSIONThe reaction of triethylamine with cyclic glyceroselenophospholopid conjugate of tegafur very readily occurred, which was finished within 2 h at room temperature. The opening-ring products of trans isomers showed antimutor activity against human uriaryl bladder cancer cell more effective than that of the tegafur.
