Anti-HIV protease triterpenoids from the acid hydrolysate of Panax ginseng

被引:32
作者
Wei, Ying [1 ,2 ]
Ma, Chao-Mei [1 ]
Hattori, Masao [1 ]
机构
[1] Toyama Univ, Inst Nat Med, Toyama 9300194, Japan
[2] Guiyang Coll Tradit Chinese Med, Dept Pharm, Guiyang 550002, Guizhou, Peoples R China
关键词
Panax ginseng; Araliaceae; Triterpenoid; (20R)-20,25-Epoxy-dammaran-2-en-6 alpha,12 beta-diol; (20R)-20,25-Epoxy-3-methyl-28-nordammaran-2-en-6 alpha,12 beta-diol; Isodehydroprotopanaxatriol; HIV-1 protease inhibitor; SAPONINS;
D O I
10.1016/j.phytol.2008.12.001
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Three artificial triterpenoids, (20R)-20,25-epoxy-dammaran-2-en-6 alpha,12 beta-diol (1), (2OR)-20,25-epoxy-3-methyl-28-nordammaran-2-en-6 alpha,12 beta-diol (2) and isodehydroprotopanaxatriol (3), were isolated from an acidic hydrolysate of Panax ginseng C.A. Meyer, along with three known triterpenes, (20R)-panaxadiol (4),(20R)-panaxatriol (5) and oleanolic acid (6). Compounds 1-3 and 6 showed inhibitory activity against HIV-1 protease with IC50 of 10.5, 10.3, 12.3 and 6.3 mu M, respectively. The results indicated that acid treatment of Ginseng extract could produce diverse structures with interesting bioactivity. (C) 2008 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.
引用
收藏
页码:63 / 66
页数:4
相关论文
共 13 条
  • [1] TRITERPENOIDS OF PAEONIA-JAPONICA CALLUS-TISSUE
    IKUTA, A
    ITOKAWA, H
    [J]. PHYTOCHEMISTRY, 1988, 27 (09) : 2813 - 2815
  • [2] 3,28-di-O-(dimethylsuccinyl)-betulin isomers as anti-HIV agents
    Kashiwada, Y
    Chiyo, J
    Ikeshiro, Y
    Nagao, T
    Okabe, H
    Cosentino, LM
    Fowke, K
    Lee, KH
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2001, 11 (02) : 183 - 185
  • [3] Kim Dong Seon, 1996, Yakhak Hoeji, V40, P293
  • [4] Ma CM, 2000, CHEM PHARM BULL, V48, P1681
  • [5] Biological Activities and Chemistry of Saponins from Panax ginseng C. A. Meyer
    Jong Dae Park
    Dong Kwon Rhee
    You Hui Lee
    [J]. Phytochemistry Reviews, 2005, 4 (2-3) : 159 - 175
  • [6] Anti-AIDS agents.: Part 57:: Actein, an anti-HIV principle from the rhizome of Cimicifuga racemosa (black cohosh), and the anti-HIV activity of related saponins
    Sakurai, N
    Wu, JH
    Sashida, Y
    Mimaki, Y
    Nikaido, T
    Koike, K
    Itokawa, H
    Lee, KH
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (05) : 1329 - 1332
  • [7] In vitro inhibition of adrenal catecholamine secretion by steroidal metabolites of ginseng saponins
    Tachikawa, E
    Kudo, K
    Hasegawa, H
    Kashimoto, T
    Sasaki, K
    Miyazaki, M
    Taira, H
    Lindstrom, JM
    [J]. BIOCHEMICAL PHARMACOLOGY, 2003, 66 (11) : 2213 - 2221
  • [8] Hydrolytic reaction of plant extracts to generate molecular diversity:: New dammarane glycosides from the mild acid hydrolysate of root saponins of Panax notoginseng
    Teng, RW
    Li, HZ
    Wang, DZ
    Yang, CR
    [J]. HELVETICA CHIMICA ACTA, 2004, 87 (05) : 1270 - 1278
  • [9] AN OXEPANE DERIVATIVE OF PANAXADIOL FROM THE LEAVES OF PANAX-NOTOGINSENG
    WEI, JX
    CHANG, LY
    WANG, JF
    CHEN, WS
    FRIEDRICHS, E
    PUFF, H
    BREITMAIER, E
    [J]. PLANTA MEDICA, 1984, 50 (01) : 47 - 52
  • [10] Anti-HIV-1 protease triterpenoids from Stauntonia obovatifoliola Hayata subsp intermedia
    Wei, Ying
    Ma, Chao-Mei
    Chen, De-Yuan
    Hattori, Masao
    [J]. PHYTOCHEMISTRY, 2008, 69 (09) : 1875 - 1879