Synthesis and Activity of a New Series of(Z)-3-Phenyl-2-benzoylpropenoic Acid Derivatives as Aldose Reductase Inhibitors

Shao-Jie Wang, Ju-Fang Yan, Dong Hao, Xin-Wen Niu, Mao-Sheng Cheng
2007 Molecules  
During the course of studies directed towards the discovery of novel aldose reductase inhibitors for the treatment of diabetic complications, we synthesized a series of new (Z)-3-phenyl-2-benzoylpropenoic acid derivatives and tested their in vitro inhibitory activities on rat lens aldose reductase. Of these compounds, (Z)-3-(3,4-dihydroxyphenyl)-2-(4-methylbenzoyl)propenoic acid (3k) was identified as the most potent inhibitor, with an IC 50 of 0.49µM. The theoretical binding mode of 3k was
more » ... mode of 3k was obtained by simulation of its docking into the active site of the human aldose reductase crystal structure.
doi:10.3390/12040885 pmid:17851441 fatcat:onqkoy2djfd2fnf3dn4ta4kxzu