[Synthesis and antitumor activity of selenophosphocholine analogues containing tegafur].
OBJECTIVE
To synthesize the selenophosphocholine analogues containing tegafur and test their antitumor activities.


METHODS
The 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.


RESULTS
Six 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.


CONCLUSIONS
The 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.
Zang
Zhong-Lin
ZL
College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China.
Liu
Shao-Qiong
SQ
Chen
Xiong
X
Li
Yan-Jie
YJ
Zhou
Bing
B
Xu
Xin-Hua
XH
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D045744:Cell Line, Tumor; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D016566:Organoselenium Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D010767:Phosphorylcholine / Q000031:analogs & derivatives*; D005641:Tegafur / Q000138:chemical synthesis* / Q000494:pharmacology; D001749:Urinary Bladder Neoplasms / Q000188:drug therapy / Q000473:pathology
D000970:Antineoplastic Agents; D016566:Organoselenium Compounds; D010767:Phosphorylcholine; D005641:Tegafur