The structure-activity relationship of flavonoids as scavengers of peroxynitrite

被引:101
|
作者
Choi, JS [1 ]
Chung, HY
Kang, SS
Jung, MJ
Kim, JW
No, JK
Jung, HA
机构
[1] Pukyong Natl Univ, Fac Food Sci & Biotechnol, Nam Ku, Pusan 608737, South Korea
[2] Pusan Natl Univ, Coll Pharm, Pusan 609735, South Korea
[3] Seoul Natl Univ, Nat Prod Res Inst, Seoul 110460, South Korea
关键词
flavonoid; structure-activity relationship; peroxynitrite;
D O I
10.1002/ptr.828
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Peroxynitrite is a cytotoxic intermediate produced by the reaction between a superoxide anion radical and nitric oxide. The scavenging activities of flavonoids on peroxynitrite were investigated to illustrate the structure-activity relationship. Peroxynitrite was scavenged by the presence of various flavonoids, whose structures seem to be closely related to the degree of scavenging. Of 31 compounds tested, the most active was quercetin, with an IC50 value of 0.93 muM. Others had IC50 values ranging from 0.96 to more than 10 muM. The scavenging activity was postulated to be governed by the position of the hydroxyl group. Ortho-hydroxyl structures increased the scavenging activity on peroxynitrite. Copyright (C) 2002 John Wiley Sons, Ltd.
引用
收藏
页码:232 / 235
页数:4
相关论文
共 50 条
  • [31] Oxidation of liposomal membrane suppressed by flavonoids: Quantitative structure-activity relationship
    Rackova, L
    Firakova, S
    Kostalova, D
    Stefek, M
    Sturdik, E
    Majekova, M
    BIOORGANIC & MEDICINAL CHEMISTRY, 2005, 13 (23) : 6477 - 6484
  • [32] A structure-activity relationship study of flavonoids as dual inhibitors of LOX and COX
    Ribeiro, D.
    Freitas, M.
    Tome, S. M.
    Silva, A. M. S.
    Porto, G.
    Fernandes, E.
    FREE RADICAL BIOLOGY AND MEDICINE, 2013, 65 : S47 - S47
  • [33] α-Glucosidase inhibition by flavonoids: an in vitro and in silico structure-activity relationship study
    Proenca, Carina
    Freitas, Marisa
    Ribeiro, Daniela
    Oliveira, Eduardo F. T.
    Sousa, Joana L. C.
    Tome, Sara M.
    Ramos, Maria J.
    Silva, Artur M. S.
    Fernandes, Pedro A.
    Fernandes, Eduarda
    JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2017, 32 (01) : 1216 - 1228
  • [34] Superoxide radical- and peroxynitrite-scavenging activity of anthocyanins; structure-activity relationship and their synergism
    Rahman, M. Mamunur
    Ichiyanagi, Takashi
    Komiyama, Tadazumi
    Hatano, Yoshihiko
    Konishi, Tetsuya
    FREE RADICAL RESEARCH, 2006, 40 (09) : 993 - 1002
  • [35] Explore the effect of the structure-activity relationship and dose-effect relationship on the antioxidant activity of licorice flavonoids
    Hu, Yi
    Liang, Peiyi
    Wang, Zhuxian
    Jiang, CuiPing
    Zeng, Quanfu
    Shen, Chunyan
    Wu, Yufan
    Liu, Li
    Yi, Yankui
    Zhu, Hongxia
    Liu, Qiang
    JOURNAL OF MOLECULAR STRUCTURE, 2023, 1292
  • [36] EXAMINING THE STRUCTURE-ACTIVITY RELATIONSHIP IN THE SERIES OF FLAVONOIDS .9. ALLERGIC ACTIVITY OF CHALCONES
    OGANESYAN, ET
    SARAF, AS
    SIMONYAN, AV
    SHIRYAEV, IN
    KHIMIKO-FARMATSEVTICHESKII ZHURNAL, 1991, 25 (08): : 18 - 22
  • [37] Inhibition of Angiotensin-Converting Enzyme Activity by Flavonoids: Structure-Activity Relationship Studies
    Guerrero, Ligia
    Castillo, Julian
    Quinones, Mar
    Garcia-Vallve, Santiago
    Arola, Lluis
    Pujadas, Gerard
    Muguerza, Begona
    PLOS ONE, 2012, 7 (11):
  • [38] N-SUBSTITUDED DEHYDROALANINE DERIVATIVES AS SCAVENGERS OF HO - STUDY OF STRUCTURE-ACTIVITY RELATIONSHIP
    BARVAIS, C
    BUCCALDERON, P
    BLAVE, I
    VASSEUR, C
    ROBERFROID, M
    ARCHIVES INTERNATIONALES DE PHYSIOLOGIE DE BIOCHIMIE ET DE BIOPHYSIQUE, 1988, 96 (01): : B6 - B6
  • [39] Study of the structure-activity relationship of flavonoids based on their interaction with human serum albumin
    Tu, Bao
    Chen, Zhi-Feng
    Liu, Zhi-Juan
    Li, Rong-Rong
    Ouyang, Yu
    Hu, Yan-Jun
    RSC ADVANCES, 2015, 5 (89): : 73290 - 73300
  • [40] Some aspects of the in vivo neuroprotective capacity of flavonoids:: Bioavailability and structure-activity relationship
    Rivera, F
    Urbanavicius, J
    Gervaz, E
    Morquio, A
    Dajas, F
    NEUROTOXICITY RESEARCH, 2004, 6 (7-8) : 543 - 553