Preparation of ferulic acid derivatives and evaluation of their xanthine oxidase inhibition activity

被引：13
作者：
Wang, Feng
Yang, Leixiang
Huang, Kexin
Li, Xiaokun
Hao, Xiaojiang
Stoeckigt, Joachim
Zhao, Yu
机构：
[1] Zhejiang Univ, Dept Tradit Chinese Med & Nat Drug Res, Coll Pharmaceut Sci, Hangzhou 310031, Peoples R China
[2] Wenzhou Coll Med, Sch Pharm, Wenzhou 325035, Peoples R China
[3] Key Lab Chem Nat Prod Guizhou Prov, Guiyang 550022, Peoples R China
[4] Chinese Acad Sci, Guiyang 550022, Peoples R China
[5] Univ Mainz, Inst Pharm, Lehrstuhl Pharmazeut Biol, D-55099 Mainz, Germany
来源：
NATURAL PRODUCT RESEARCH | 2007年 / 21卷 / 03期
关键词：
ferulic acid derivatives; xanthine oxidase inhibitor; gout;
D O I：
10.1080/14786410601129648
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
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 1.35x10(-5) M, while the IC50 value of allopurinol used as the positive control was 1.49x10(-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.
引用
收藏
页码：196 / 202
页数：7
相关论文
共 9 条
  • [1] CHAN WS, 1995, ANTICANCER RES, V15, P703
  • [2] Structure-activity relationship and classification of flavonoids as inhibitors of xanthine oxidase and superoxide scavengers
    Cos, P
    Ying, L
    Calomme, M
    Hu, JP
    Cimanga, K
    Van Poel, B
    Pieters, L
    Vlietinck, AJ
    Vanden Berghe, D
    [J]. JOURNAL OF NATURAL PRODUCTS, 1998, 61 (01): : 71 - 76
  • [3] Allopurinol, an inhibitor of xanthine oxidase, reduces uric acid levels and modifies the signs associated with copper deficiency in rats fed fructose
    Fields, M
    Lewis, CG
    Lure, MD
    [J]. FREE RADICAL BIOLOGY AND MEDICINE, 1996, 20 (04) : 595 - 600
  • [4] Antioxidant and prooxidant action of eugenol-related compounds and their cytotoxicity
    Fujisawa, S
    Atsumi, T
    Kadoma, Y
    Sakagami, H
    [J]. TOXICOLOGY, 2002, 177 (01) : 39 - 54
  • [5] Synthesis and biological evaluation of a natural ester sintenin and its synthetic analogues
    Hu, LH
    Zou, HB
    Gong, JX
    Li, HB
    Yang, LX
    Cheng, W
    Zhou, CX
    Bai, H
    Guéritte, F
    Zhao, Y
    [J]. JOURNAL OF NATURAL PRODUCTS, 2005, 68 (03): : 342 - 348
  • [6] SPECTROPHOTOMETRIC ASSAY OF XANTHINE-OXIDASE WITH 2,2'-AZINO-DI(3-ETHYLBENZTHIAZOLINE-6-SULFONATE) (ABTS) AS CHROMOGEN
    MAJKICSINGH, N
    BOGAVAC, L
    KALIMANOVSKA, V
    JELIC, Z
    SPASIC, S
    [J]. CLINICA CHIMICA ACTA, 1987, 162 (01) : 29 - 36
  • [7] Talla SRR, 1996, BIOCHEM ARCH, V12, P245
  • [8] URBAN T, 1995, REV MAL RESPIR, V12, P314
  • [9] Evaluation of human leukocyte N-formylpeptide receptor (FPR1) SNPs in aggressive periodontitis patients
    Zhang, Y
    Syed, R
    Uygar, C
    Pallos, D
    Gorry, MC
    Firatli, E
    Cortelli, JR
    VanDyke, TE
    Hart, PS
    Feingold, E
    Hart, TC
    [J]. GENES AND IMMUNITY, 2003, 4 (01) : 22 - 29
1