Phenolic constituents of Glycyrrhiza species.: Part 22 -: An isoprenylated flavanone from Glycyrrhiza glabra and REC-assay of licorice phenols

被引:30
作者
Fukai, T [1 ]
Cai, BS [1 ]
Maruno, K [1 ]
Miyakawa, Y [1 ]
Konishi, M [1 ]
Nomura, T [1 ]
机构
[1] Toho Univ, Fac Pharmaceut Sci, Chiba 2748510, Japan
关键词
Glycyrrhiza glabra; Fabaceae; licorice; kanzoh; roots; prenylated pyranoflavanone; kanzonol Z; kanzonol Y; absolute structure; rec-assay; Bacillus subtilis;
D O I
10.1016/S0031-9422(98)00389-6
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 prenylated 3-hydroxypyranoflavanone, kanzonol Z, was isolated from cultivated licorice, Glycyrrhiza glabra, and the structure elucidated from spectral evidence. The stereochemical structure of kanzonol Y previously isolated from the licorice has been shown to be (alpha R)-3,5'-diprenyl-alpha,2',4,4'-tetra-hydroxydihydrochalcone by Mosher's method. In a prescreening test for bioactive compounds amongst licorice phenols using a recombinationless mutant of Bacillus subtilis M45, seven compounds showed induction activities of DNA damage. (C) 1998 Elsevier Science Ltd. All rights reserved
引用
收藏
页码:2005 / 2013
页数:9
相关论文
共 67 条
  • [1] AFCHAR D, 1980, Plantes Medicinales et Phytotherapie, V14, P46
  • [2] AGA Y, 1992, 39TH ANN M JAP SOC P, P141
  • [3] ENANTIOSELECTIVE SYNTHESIS OF FLAVONOIDS .2. POLYOXYGENATED ALPHA-HYDROXYDIHYDROCHALCONES AND CIRCULAR DICHROIC ASSESSMENT OF THEIR ABSOLUTE-CONFIGURATION
    AUGUSTYN, JAN
    BEZUIDENHOUDT, BCB
    SWANEPOEL, A
    FERREIRA, D
    [J]. TETRAHEDRON, 1990, 46 (12) : 4429 - 4442
  • [4] BATIROV EK, 1986, KHIM PRIR SOEDIN+, P111
  • [5] BATIROV EK, 1986, CHEM ABSTR 203930S, V104
  • [6] AN ANTILEISHMANIAL CHALCONE FROM CHINESE LICORICE ROOTS
    CHRISTENSEN, SB
    MING, C
    ANDERSEN, L
    HJORNE, U
    OLSEN, CE
    CORNETT, C
    THEANDER, TG
    KHARAZMI, A
    [J]. PLANTA MEDICA, 1994, 60 (02) : 121 - 123
  • [7] FERRARI F, 1983, PHYTOCHEMISTRY, V22, P1663, DOI 10.1016/0031-9422(83)80106-X
  • [8] FUKAI T, 1989, HETEROCYCLES, V29, P1369
  • [9] PHENOLIC CONSTITUENTS OF GLYCYRRHIZA SPECIES .12. 5 ISOPRENOID-SUBSTITUTED FLAVONOIDS FROM GLYCYRRHIZA-EURYCARPA
    FUKAI, T
    NISHIZAWA, J
    NOMURA, T
    [J]. PHYTOCHEMISTRY, 1994, 35 (02) : 515 - 519
  • [10] FUKAI T, 1994, HETEROCYCLES, V38, P1089