Synthesis and antidiabetic activity of some new thiazolyl-2,4-thiazolidinediones.
In this study, a series of thiazolyl-2,4-thiazolidinediones (VIa-f, VIHa-f and VIIa-f) was prepared by Knoevenagel reaction of substituted phenacyl-2,4-thiazolidinediones (IVa-f)/substituted benzyl-2,4-thiazolidinediones (Va-f) with chlorothiazolecarbaldehydes (II, III). The prepared compounds were tested for their insulinotropic activities in INS-1 cells. A significant insulinotropic effect was seen with compounds VIa, VIb, VIe, VIIa, VIIb and VIIId. Introducing a 2-[(phenylethyl)thio] group into the thiazole ring increased the biological effect, whereas NO2 groups in phenylacyl or benzyl groups diminished the effects.
Bozdağ-Dündar
Oya
O
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Ankara University, Tandoğan, Ankara, Turkey. bozdag@pharmacy.ankara.edu.tr
Menteşe
Arzu
A
Verspohl
Eugen J
EJ
D000818:Animals; D002478:Cells, Cultured; D005947:Glucose / Q000494:pharmacology; D007004:Hypoglycemic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D007202:Indicators and Reagents; D007328:Insulin / Q000378:metabolism; D051381:Rats; D045162:Thiazolidinediones / Q000138:chemical synthesis* / Q000494:pharmacology*
D007004:Hypoglycemic Agents; D007202:Indicators and Reagents; D007328:Insulin; D045162:Thiazolidinediones; D005947:Glucose