Studies on Hindered Phenols and Analogues. V. Synthesis, Identification, and Antidiabetic Activity of the Glucuronide of CS-045

The glucoronide 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 stracture of a metabolite in monkeys (Macacafascicularis) and to examine its antidiabetic activity. The glucuronide also had antidiabetic activity in KK-mice.