EPIAFZELECHIN-(4-BETA-]8,2-BETA-]0-]7)-ENT-AFZELECHIN FROM CASSIPOUREA-GERRARDII

被引:14
作者
DREWES, SE
TAYLOR, CW
CUNNINGHAM, AB
FERREIRA, D
STEENKAMP, JA
MOUTON, CHL
机构
[1] UNIV NATAL,INST NAT RESOURCES,PIETERMARITZBURG 3200,SOUTH AFRICA
[2] UNIV ORANGE FREE STATE,DEPT CHEM,BLOEMFONTEIN 9300,SOUTH AFRICA
关键词
CASSIPOUREA-GERRARDII; RHIZOPHORACEAE; A-TYPE PROANTHOCYANIDIN; FLAVAN-3-O1;
D O I
10.1016/0031-9422(92)83307-K
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
A new A-type proanthocyanidin has been isolated from the bark of Cassipourea gerrardii. Its structure has been established from spectroscopic studies as epiafzelechin-(4-beta --> 8,2-beta --> 0 --> 7)-ent-afzelechin. H-1 NMR analysis of R-(+)- and S-(-)-alpha-methoxy-alpha-trifluoromethylphenylacetic acid (MTPA) esters of the title compound permits assessment of the absolute stereochemistry at both C-3(C) and C-3(F).
引用
收藏
页码:2491 / 2494
页数:4
相关论文
共 12 条
  • [1] BALDE AM, 1991, J CHEM SOC P1, V30, P337
  • [2] NUCLEAR MAGNETIC-RESONANCE ENANTIOMER REAGENTS - CONFIGURATIONAL CORRELATIONS VIA NUCLEAR MAGNETIC-RESONANCE CHEMICAL-SHIFTS OF DIASTEREOMERIC MANDELATE, O-METHYLMANDELATE, AND ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETATE (MTPA) ESTERS
    DALE, JA
    MOSHER, HS
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (02) : 512 - 519
  • [3] DREWES SE, 1992, IN PRESS PHYTOCHEMIS
  • [4] STUDIES ON THE CONSTITUENTS OF EPHEDRA .11. MAHUANNIN-B STRUCTURES OF MAHUANNIN-A AND MAHUANNIN-B HYPOTENSIVE PRINCIPLES OF EPHEDRA ROOTS
    HIKINO, H
    SHIMOYAMA, N
    KASAHARA, Y
    TAKAHASHI, M
    KONNO, C
    [J]. HETEROCYCLES, 1982, 19 (08) : 1381 - 1384
  • [5] ABSOLUTE-CONFIGURATIONS OF FLAVAN-3-OLS AND 4-ARYLFLAVAN-3-OLS VIA A MODIFIED MOSHER METHOD
    HUNDT, AF
    BURGER, JFW
    STEYNBERG, JP
    STEENKAMP, JA
    FERREIRA, D
    [J]. TETRAHEDRON LETTERS, 1990, 31 (35) : 5073 - 5076
  • [6] PLANT PROANTHOCYANIDINS .2. PROANTHOCYANIDIN-A2 AND ITS DERIVATIVES
    JACQUES, D
    HASLAM, E
    BEDFORD, GR
    GREATBANKS, D
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1974, (23): : 2663 - 2671
  • [7] MEYER W, 1966, TETRAHEDRON, P429
  • [8] NISHIOKA I, 1988, CHEM PHARM BULL, V36, P33
  • [9] NONAKA G, 1987, CHEM PHARM BULL, V35, P149
  • [10] STUDIES ON ANTI-INFLAMMATORY AGENTS .6. ANTI-INFLAMMATORY CONSTITUENTS OF CINNAMOMUM-SIEBOLDII MEISSN
    OTSUKA, H
    FUJIOKA, S
    KOMIYA, T
    MIZUTA, E
    TAKAMOTO, M
    [J]. YAKUGAKU ZASSHI-JOURNAL OF THE PHARMACEUTICAL SOCIETY OF JAPAN, 1982, 102 (02): : 162 - 172