Synthesis and antidiabetic activity of some new chromonyl-2,4-thiazolidinediones.
A series of chromonyl-2,4-thiazolidinediones (VIa-f) and chromonyl-2,4-imidazolidinediones (VIIa-f) was prepared by Knoevenagel reaction of substituted benzyl-2,4-thiazolidinediones (IVa-f) and substituted benzyl-2,4-imidazolidinediones (Va-f) with chromone-3-carboxaldehyde (I). The prepared compounds were tested for their insulinotropic activities in INS-1 cells. Compounds VIa, VIb, VId and VIIe (at lower concentration; 1 microg/ml) were able to increase insulin release in the presence of 5.6 mmol/l glucose; their effects were lower than that of glibenclamide (CAS 10238-21-8). The activity of the most potent compound (VId) was still 9% less than that of glibenclamide.
Bozdağ-Dündar
Oya
O
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Ankara University, Tandŏgan, Ankara, Turkey. oya.bozdag@pharmacy.ankara.edu.tr
Ceylan-Unlüsoy
Meltem
M
Verspohl
Eugen J
EJ
Ertan
Rahmiye
R
D000818:Animals; D002460:Cell Line; D002478:Cells, Cultured; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D005947:Glucose / Q000494:pharmacology; D005905:Glyburide / Q000494:pharmacology; D007004:Hypoglycemic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D007202:Indicators and Reagents; D007328:Insulin / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D011863:Radioimmunoassay; D051381:Rats; D013055:Spectrophotometry, Infrared; D013552:Swine; D045162:Thiazolidinediones / Q000138:chemical synthesis* / Q000494:pharmacology*
D007004:Hypoglycemic Agents; D007202:Indicators and Reagents; D007328:Insulin; D045162:Thiazolidinediones; D005947:Glucose; D005905:Glyburide