Synthesis and antidiabetic activity of 2,4-thiazolidindione, imidazolidinedione and 2-thioxo-imidazolidine-4-one derivatives bearing 6-methyl chromonyl pharmacophore.
Numerous compounds have been prepared in order to improve the pharmacological profile of insulinotropic activities. In the present paper, we report the synthesis and the in vitro insulin releasing activity of the 6-methyl-chromonyl-2,4-thiazolidinediones (IIIa-c, IVa-c, Va-c). Compounds IIIb, IIIc, IVa-c, Va and Vc (at lower concentration; 0.001 mg/mL) were able to increase insulin release in the presence of 5.6 mmol/L glucose. In this series, the most potent compound is IVa having methyl group at N3 position of TZD ring.
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Ankara University , Tandogan, Ankara , Turkey.
Meltem Ceylan
MC
Unlusoy
Canan
C
Kazak
Ornela
O
Bayro
Eugen J
EJ
Verspohl
Rahmiye
R
Ertan
Oya Bozdag
OB
Dundar
D000818:Animals; D002478:Cells, Cultured; D018360:Crystallography, X-Ray; D005031:Ethylenethiourea / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D007004:Hypoglycemic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D048289:Imidazolidines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D007328:Insulin / Q000378:metabolism; D000078790:Insulin Secretion; D050417:Insulin-Secreting Cells / Q000187:drug effects / Q000378:metabolism; D008958:Models, Molecular; D015394:Molecular Structure; D051381:Rats; D045162:Thiazolidinediones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*
C000589096:2-thioxo-imidazolidine-4-one; D007004:Hypoglycemic Agents; D048289:Imidazolidines; D007328:Insulin; D045162:Thiazolidinediones; D005031:Ethylenethiourea; C089946:2,4-thiazolidinedione