Geranins A and B, new antiprotozoal A-type proanthocyanidins from Geranium niveum

被引:59
作者
Calzada, F
Cerda-García-Rojas, CM
Meckes, M
Cedillo-Rivera, R
Bye, R
Mata, R [1 ]
机构
[1] Univ Nacl Autonoma Mexico, Fac Quim, Mexico City 04510, DF, Mexico
[2] Inst Politecn Nacl, Ctr Invest & Estudios Avanzados, Dept Quim, Mexico City 07000, DF, Mexico
[3] IMSS, Ctr Med Nacl Siglo XXI, Hosp Pediat, Mexico City 06725, DF, Mexico
[4] Univ Nacl Autonoma Mexico, Inst Biol, Mexico City 04510, DF, Mexico
来源
JOURNAL OF NATURAL PRODUCTS | 1999年 / 62卷 / 05期
关键词
D O I
10.1021/np980467b
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Bioassay-guided fractionation of the antiprotozoal extract of Geranium niveum led to the isolation of two new A-type proanthocyanidins, epi-afzelechin-(4 beta-->8,2 beta-->O-->7)-afzelechin (1) and epi-catechin-(4 beta-->8,2 beta-->O-->7)-afzelechin (2). Compounds 1 and 2 were given the trivial names of geranins A and B, respectively. In addition, five known compounds, mahuannin B (3), reynoutrin (4), hyperin (5), methyl gallate (6), and 3-beta-caffeoyl-12-oleanen-28-oic acid (7), were obtained. The structures of the new proanthocyanidins were elucidated by spectroscopic and chemical methods as well as CD measurements. Compounds 1, 2, and 4-7 were tested against axenically grown trophozoites of Giardia lamblia and Entamoeba histolytica.
引用
收藏
页码:705 / 709
页数:5
相关论文
共 22 条
  • [1] PLANT PROANTHOCYANIDINS .6. CHIROPTICAL STUDIES .95. CIRCULAR-DICHROISM OF PROCYANIDINS
    BARRETT, MW
    KLYNE, W
    SCOPES, PM
    FLETCHER, AC
    PORTER, LJ
    HASLAM, E
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1979, (10): : 2375 - 2377
  • [2] BENNINI B, 1992, PHYTOCHEMISTRY, V31, P2483, DOI 10.1016/0031-9422(92)83305-I
  • [3] BURKET U, 1982, MOL MECH
  • [4] BYE R, 1985, 2 MUMMIES CHIHUAHUA, V19, P77
  • [5] Screening of Mexican medicinal plants for antiprotozoal activity
    Calzada, F
    Meckes, M
    Cedillo-Rivera, R
    Tapia-Contreras, A
    Mata, R
    [J]. PHARMACEUTICAL BIOLOGY, 1998, 36 (05) : 305 - 309
  • [6] CEDILLORIVERA R, 1992, ARCHIVES OF MEDICAL RESEARCH, VOL 23, NO 2, P59
  • [7] INVITRO SUSCEPTIBILITY OF GIARDIA-LAMBLIA TO ALBENDAZOLE, MEBENDAZOLE AND OTHER CHEMOTHERAPEUTIC-AGENTS
    CEDILLORIVERA, R
    MUNOZ, O
    [J]. JOURNAL OF MEDICAL MICROBIOLOGY, 1992, 37 (03) : 221 - 224
  • [8] *CHAPM HALL CHEM D, 1994, DICT NAT PROD, V3, P3139
  • [9] OLIGOMERIC FLAVANOIDS .16. NOVEL PROROBINETINIDINS AND THE 1ST A-TYPE PROANTHOCYANIDIN WITH A 5-DEOXY A-RING AND A 3,4-CIS C-RING FROM THE MAIDEN INVESTIGATION OF COMMERCIAL WATTLE BARK EXTRACT
    CRONJE, A
    STEYNBERG, JP
    BRANDT, EV
    YOUNG, DA
    FERREIRA, D
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1993, (20): : 2467 - 2477
  • [10] ASSESSMENT OF 3,4-TRANS AND 3,4-CIS RELATIVE CONFIGURATIONS IN THE A-SERIES OF (4,8)-LINKED PROANTHOCYANIDINS
    CRONJE, A
    BURGER, JFW
    BRANDT, EV
    KOLODZIEJ, H
    FERREIRA, D
    [J]. TETRAHEDRON LETTERS, 1990, 31 (26) : 3789 - 3792