Synthesis and antidiabetic activity of 2,4-thiazolidindione, imidazolidinedione and 2-thioxo-imidazolidine-4-one derivatives bearing 6-methyl chromonyl pharmacophore

References

• Defronzo RA. Banting Lecture. From the triumvirate to the ominous octet: a new paradigm for the treatment of type 2 diabetes mellitus. Diabetes 2009;58:773–795.
   PubMed Web of Science ®Google Scholar
• Yki-Järvinen H. Thiazolidinediones. N Engl J Med 2004;351:1106–1118.
   PubMed Web of Science ®Google Scholar
• Nathan DM, Buse JB, Davidson MB, Ferrannini E, Holman RR, Sherwin R et al. Management of hyperglycemia in type 2 diabetes: a consensus algorithm for the initiation and adjustment of therapy: update regarding thiazolidinediones: a consensus statement from the American Diabetes Association and the European Association for the Study of Diabetes. Diabetes Care 2008;31:173–175.
   PubMed Web of Science ®Google Scholar
• Woodcock J, Sharfstein JM, Hamburg M. Regulatory action on rosiglitazone by the U.S. Food and Drug Administration. N Engl J Med 2010;363:1489–1491.
   PubMed Web of Science ®Google Scholar
• Jian-ping Y. Challenges in drug discovery for thiazolidinedione substitute. Acta Pharmaceutica Sinica B 2011;1:137–142.
   Google Scholar
• Kai H, Xuegang L, Xin C, Xiaoli Y, Jing H, Yanan J, Panpan L, Yafei D, Qing J, Qing S, Hejing S. Evaluation of antidiabetic potential of selected traditional Chinese medicines in STZ-induced diabetic mice. J Ethnopharmacol 2011;137: 1135–1142.
   PubMedGoogle Scholar
• Grazul M, Budzisz E. Biological activity of metal ions complexes of chromones, coumarins and flavones. Coord Chem Rev 2009;253:2588–2598.
   Web of Science ®Google Scholar
• Bozdag O, Verspohl EJ, Ertan R. Synthesis and hypoglycemic activity of some new flavone derivatives. 2nd communication: 4′-flavonyl-2,4-thiazolidinediones. Arzneimittelforschung 2000;50:539–543.
   PubMed Web of Science ®Google Scholar
• Bozdag O, Verspohl EJ, Ertan R. Synthesis and hypoglycemic activity of some new flavone derivatives. 3rd communication: 3′-flavonyl-2,4-thiazolidinediones. Arzneimittelforschung 2000;50:626–630.
   PubMed Web of Science ®Google Scholar
• Bozdag-Dündar O, Waheed A, Verspohl EJ, Ertan R. Synthesis and hypoglycemic activity of some new flavone derivatives. 4th communication: 6-flavonyl-2,4-thiazolidinediones. Arzneimittelforschung 2001;51:623–627.
   PubMed Web of Science ®Google Scholar
• Tunçbilek M, Bozdag-Dündar O, Ayhan-Kilcigil G, Ceylan M, Waheed A, Verspohl EJ et al. Synthesis and hypoglycemic activity of some substituted flavonyl thiazolidinedione derivatives–fifth communication: flavonyl benzyl substituted 2,4-thiazolidinediones. Farmaco 2003;58:79–83.
   PubMedGoogle Scholar
• Bozdag-Dündar O, Verspohl EJ, Das-Evcimen N, Kaup RM, Bauer K, Sarikaya M et al. Synthesis and biological activity of some new flavonyl-2,4-thiazolidinediones. Bioorg Med Chem 2008;16:6747–6751.
   PubMed Web of Science ®Google Scholar
• Bozdag-Dündar O, Verspohl EJ, Waheed A, Ertan R. Synthesis and antidiabetic activity of some new furochromonyl-2,4-thiazolidinediones. Arzneimittelforschung 2003;53:831–836.
   PubMed Web of Science ®Google Scholar
• Bozdag-Dündar O, Ceylan-Unlüsoy M, Verspohl EJ, Ertan R. Synthesis and antidiabetic activity of some new chromonyl-2,4-thiazolidinediones. Arzneimittelforschung 2007;57:532–536.
   PubMed Web of Science ®Google Scholar
• Verspohl EJ, Bozdağ-Dündar O, Kaup RM, Bauer K, Ertan R. Insulinotropic activity of chromonyl-2,4-thiazolidinediones. Med Chem Res 2009;18: 665–670.
   Web of Science ®Google Scholar
• Bozdag-Dündar O, Ceylan-Unlüsoy M, Verspohl EJ, Ertan R. Synthesis and antidiabetic activity of novel 2,4-thiazolidinedione derivatives containing a thiazole ring. Arzneimittelforschung 2006;56:621–625.
   PubMed Web of Science ®Google Scholar
• Bozdag-Dündar O, Mentese A, Verspohl EJ. Synthesis and antidiabetic activity of some new thiazolyl-2,4-thiazolidinediones. Arzneimittelforschung 2008;58:131–135.
   PubMed Web of Science ®Google Scholar
• Ezer M, Yildirim LT, Bayro O, Verspohl EJ, Dundar OB. Synthesis and antidiabetic activity of morpholinothiazolyl-2,4-thiazolidindione derivatives. J Enzyme Inhib Med Chem 2012;27:419–427.
   PubMed Web of Science ®Google Scholar
• Lima MC, Costa DL, Goes AJ, Galdino SL, Pitta IR, Luu-Duc C. [Synthesis and antimicrobial activity of chlorobenzyl benzylidene imidazolidinedione derivatives and substituted thiazolidinediones]. Pharmazie 1992;47:182–184.
   PubMed Web of Science ®Google Scholar
• Bozdag-Dündar O, Evranos B, Das-Evcimen N, Sarikaya M, Ertan R. Synthesis and aldose reductase inhibitory activity of some new chromonyl-2,4-thiazolidinediones. Eur J Med Chem 2008;43:2412–2417.
   PubMed Web of Science ®Google Scholar
• Asfari M, Janjic D, Meda P, Li G, Halban PA, Wollheim CB. Establishment of 2-mercaptoethanol-dependent differentiated insulin-secreting cell lines. Endocrinology 1992;130:167–178.
   PubMed Web of Science ®Google Scholar