Synthesis, characterization, and cytotoxicity of some novel glycosyl thiazol-2-imines as antitumoral agents.
A series of novel glycosyl thiazol-2-imines (3a-g) have been synthesized regioselectively in good yields from the hydrolysis of thiazol-2(3H)-imine-linked glycoconjugates. The glycosyl thiazol-2-imines were evaluated for their antitumor activity against Hela (cervical carcinoma), HCT-8 (colon carcinoma) and Bel-7402 (liver carcinoma). Among the compounds screened, 1-benzoyl-4-(4-nitrophenyl)-3-beta-D-glucopyranosyl-thiazol-2(3H)-imine (3c) was found to be the most active compound against HCT-8.
Zhao
Qing
Q
College of Material, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 310036, China.
Shen
Chao
C
Zheng
Hui
H
Zhang
Jinchao
J
Zhang
Pengfei
P
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor; D005947:Glucose / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D006027:Glycosides / Q000138:chemical synthesis / Q000494:pharmacology; D006367:HeLa Cells; D006801:Humans; D007097:Imines / Q000138:chemical synthesis* / Q000494:pharmacology; D013844:Thiazoles / Q000138:chemical synthesis* / Q000494:pharmacology
C548302:1-benzoyl-4-(4-nitrophenyl)-3-glucopyranosylthiazol-2(3H)-imine; D000970:Antineoplastic Agents; D006027:Glycosides; D007097:Imines; D013844:Thiazoles; D005947:Glucose