Cheng Mao-sheng
2006
Citations
1
Influential Citations
1
Citations
Quality indicators
Journal
Chinese Journal of Medicinal Chemistry
Abstract
Aim To design and synthesize novel α-(phenylmethylene)-β-oxo-benzenepropanoic acid derivatives,and to assay their inhibitory activity against aldose reductase(AR).Methods Based on the general structure of chalcone-type compounds having aldose reductase inhibitory activity and the molecular action mechanism of known aldose reductase inhibitors(ARIs),α-(phenylmethylene)-β-oxo-benzenepropanoic acid derivatives were designed,and the target compounds were synthesized via a three-step procedure starting from substituted acetophenones.Using epalrestat as a control,the aldose reductase inhibitory activity of the compounds obtained was evaluated on rat lens aldose reductase in vitro.Results Fourteen compounds were obtained and twelve of them were not reported in the literature,and their structures were characterized by()~1H-NMR and IR.Among the compounds tested,compound 9 shows an inhibitory rate of 80.48% under the concentration of 1×10~(-4)mol·L~(-1).Conclusion The structure-activity relationships of α-(phenylmethylene)-β-oxo-benzenepropanoic acid derivatives as a novel type of aldose reductase inhibitor should be investigated further.