Studies on hindered phenols and analogues. V. Synthesis, identification, and antidiabetic activity of the glucuronide of CS-045.
The glucuronide of a new oral antidiabetic agent, (+/-)-5-[4-(6-hydroxy-2,5,7,8-tetramethylchroman-2-yl- methoxy)benzyl]thiazolidine-2,4-dione (CS-045) (1), was synthesized to confirm the structure of a metabolite in monkeys (Macaca fascicularis) and to examine its antidiabetic activity. The glucuronide also had antidiabetic activity in KK-mice.
Yoshioka
T
T
Medicinal Chemistry Research Laboratories, Sankyo Co., Ltd., Tokyo, Japan.
Aizawa
Y
Y
Fujita
T
T
Nakamura
K
K
Sasahara
K
K
Kuwano
H
H
Kinoshita
T
T
Horikoshi
H
H
D000818:Animals; D001711:Biotransformation; D002839:Chromans / Q000138:chemical synthesis / Q000493:pharmacokinetics / Q000494:pharmacology*; D003921:Diabetes Mellitus, Experimental / Q000188:drug therapy; D005965:Glucuronates / Q000378:metabolism; D007004:Hypoglycemic Agents / Q000138:chemical synthesis / Q000493:pharmacokinetics / Q000494:pharmacology*; D008252:Macaca fascicularis; D051379:Mice; D008815:Mice, Inbred Strains; D013844:Thiazoles / Q000138:chemical synthesis / Q000493:pharmacokinetics / Q000494:pharmacology*; D045162:Thiazolidinediones; D000077288:Troglitazone
D002839:Chromans; D005965:Glucuronates; D007004:Hypoglycemic Agents; D013844:Thiazoles; D045162:Thiazolidinediones; D000077288:Troglitazone