Contribution of cinnamic acid analogues in rosmarinic acid to inhibition of snake venom induced hemorrhage

被引:36
|
作者
Aung, Hnin Thanda [1 ]
Furukawa, Tadashi [1 ]
Nikai, Toshiaki [1 ]
Niwa, Masatake [1 ]
Takaya, Yoshiaki [1 ]
机构
[1] Meijo Univ, Fac Pharm, Tempaku Ku, Nagoya, Aichi 4688503, Japan
关键词
Rosmarinic acid; Cinnamic acid; Snake venom; Anti-hemorrhage; Protobothrops flavoviridis;
D O I
10.1016/j.bmc.2011.02.013
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
In our previous paper, we reported that rosmarinic acid (1) of Argusia argentea could neutralize snake venom induced hemorrhagic action. Rosmarinic acid (1) consists of two phenylpropanoids: caffeic acid (2) and 3-(3,4-dihydroxyphenyl)lactic acid (3). In this study, we investigated the structural requirements necessary for inhibition of snake venom activity through the use of compounds, which are structurally related to rosmarinic acid (1). By examining anti-hemorrhagic activity of cinnamic acid analogs against Protobothrops flavoviridis (Habu) venom, it was revealed that the presence of the E-enoic acid moiety (-CH=CH-COOH) was critical. Furthermore, among the compound tested, it was concluded that rosmarinic acid (1) (IC50 0.15 mu M) was the most potent inhibitor against the venom. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2392 / 2396
页数:5
相关论文
共 50 条
  • [1] Rosmarinic acid in Argusia argentea inhibits snake venom-induced hemorrhage
    Hnin Thanda Aung
    Toshiaki Nikai
    Masatake Niwa
    Yoshiaki Takaya
    Journal of Natural Medicines, 2010, 64 : 482 - 486
  • [2] Rosmarinic acid in Argusia argentea inhibits snake venom-induced hemorrhage
    Aung, Hnin Thanda
    Nikai, Toshiaki
    Niwa, Masatake
    Takaya, Yoshiaki
    JOURNAL OF NATURAL MEDICINES, 2010, 64 (04) : 482 - 486
  • [3] Antiophidic potential of chlorogenic acid and rosmarinic acid against Bothrops leucurus snake venom
    Da Silva, Diana Pontes
    Ferreira, Sarah De Sousa
    Torres-Rego, Manoela
    Furtado, Allanny Alves
    Yamashita, Fabiana De Oliveira
    Diniz, Eduardo Augusto Da Silva
    Vieira, Davi Serradella
    Ururahy, Marcela Abbott Galvao
    Da Silva-Junior, Arnobio Antonio
    Luna, Karla Patricia De Oliveira
    Fernandes-Pedrosa, Matheus De Freitas
    BIOMEDICINE & PHARMACOTHERAPY, 2022, 148
  • [4] INHIBITION OF EXPERIMENTALLY INDUCED MICROVASCULAR INJURY BY ROSMARINIC ACID
    NUYTINCK, JKS
    GORIS, RJA
    KALTER, ES
    SCHILLINGS, PHM
    AGENTS AND ACTIONS, 1986, 17 (3-4): : 373 - 374
  • [5] Synthesis of rosmarinic acid analogues in Escherichia coli
    Yibin Zhuang
    Jingjie Jiang
    Huiping Bi
    Hua Yin
    Shaowei Liu
    Tao Liu
    Biotechnology Letters, 2016, 38 : 619 - 627
  • [6] Effect of rosmarinic acid on inhibition of gentamicin induced nephrotoxicity in rats
    Tavafi, Majid
    Ahmadvand, Hasan
    TISSUE & CELL, 2011, 43 (06): : 392 - 397
  • [7] Synthesis of rosmarinic acid analogues in Escherichia coli
    Zhuang, Yibin
    Jiang, Jingjie
    Bi, Huiping
    Yin, Hua
    Liu, Shaowei
    Liu, Tao
    BIOTECHNOLOGY LETTERS, 2016, 38 (04) : 619 - 627
  • [8] Tyrosinase inhibitory activities of cinnamic acid analogues
    Takahashi, T.
    Miyazawa, M.
    PHARMAZIE, 2010, 65 (12): : 913 - 918
  • [9] EFFECT OF DIETHYLENETRIAMINEPENTAACETIC ACID AND PROCAINE ON HEMORRHAGE INDUCED BY RATTLESNAKE VENOM
    OWNBY, CL
    TU, AT
    KAINER, RA
    JOURNAL OF CLINICAL PHARMACOLOGY, 1975, 15 (5-6): : 419 - 426
  • [10] Inhibition of adamalysin II and MMPs by phosphonate analogues of snake venom peptides
    D'Alessio, S
    Gallina, C
    Gavuzzo, E
    Giordano, C
    Gorini, B
    Mazza, F
    Paradisi, MP
    Panini, G
    Pochetti, G
    Sella, A
    BIOORGANIC & MEDICINAL CHEMISTRY, 1999, 7 (02) : 389 - 394