Preparation of ferulic acid derivatives and evaluation of their xanthine oxidase inhibition activity.
Several ferulic acid ethyl esters (3a-h) were synthesized under the Knoevengel reaction condition and they were further reduced to afford the respective allylic alcohol derivatives (4a-g). Some of them were evaluated for the xanthine oxidase (XO) inhibitory activity. Among them, 3h exhibited a significant inhibitory activity with an IC50 value of 1.35 x 10(-5) M, while the IC50 value of allopurinol used as the positive control was 1.49 x 10(-5) M. The study suggested that the higher acidity of the phenolic OH group in the ferulic acid derivatives might result in improved XO inhibitory activity.
Wang
Feng
F
Department of Traditional Chinese Medicine and Natural Drug Research, College of Pharmaceutical Sciences, Zhejiang University, 353 Yan An Road, Hangzhou 310031, China.
Yang
Leixiang
L
Huang
Kexin
K
Li
Xiaokun
X
Hao
Xiaojiang
X
Stöckigt
Joachim
J
Zhao
Yu
Y
D000818:Animals; D001547:Benzaldehydes / Q000138:chemical synthesis / Q000494:pharmacology; D003373:Coumaric Acids / Q000138:chemical synthesis* / Q000494:pharmacology*; D004579:Electron Transport; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology*; D004952:Esters / Q000138:chemical synthesis / Q000494:pharmacology; D066298:In Vitro Techniques; D007202:Indicators and Reagents; D008099:Liver / Q000201:enzymology; D009682:Magnetic Resonance Spectroscopy; D051381:Rats; D014969:Xanthine Oxidase / Q000037:antagonists & inhibitors*
D001547:Benzaldehydes; D003373:Coumaric Acids; D004791:Enzyme Inhibitors; D004952:Esters; D007202:Indicators and Reagents; C004999:ferulic acid; D014969:Xanthine Oxidase