Structure–activity relationships and molecular modelling of 5-arylidene-2, 4-thiazolidinediones active as aldose reductase inhibitors

…, R Ottanà, C Curinga, MG Vigorita, D Rakowitz…

Index: Maccari, Rosanna; Ottana, Rosaria; Curinga, Carmela; Vigorita, Maria Gabriella; Rakowitz, Dietmar; Steindl, Theodora; Langer, Thierry Bioorganic and Medicinal Chemistry, 2005 , vol. 13, # 8 p. 2809 - 2823

Full Text: HTML

Citation Number: 80

Abstract

The structure–activity relationships (SARs) of 5-arylidene-2, 4-thiazolidinediones active as aldose reductase inhibitors (ARIs) were extended by varying the substitution pattern on the 5- arylidene moiety and on N-3. In particular, the introduction of an additional aromatic ring or an H-bond donor group on the 5-benzylidene ring enhanced ALR2 inhibitory potency. Moreover, the presence of a carboxylic anionic chain on N-3 was shown to be an ...