CUCURBIC ACID AND ITS 6,7-STEREOISOMERS

被引:33
作者
DATHE, W
SCHINDLER, C
SCHNEIDER, G
SCHMIDT, J
PORZEL, A
JENSEN, E
YAMAGUCHI, I
机构
[1] UNIV TROMSO, INST BIOL & GEOL, N-9001 TROMSO, NORWAY
[2] UNIV TOKYO, DEPT AGR CHEM, BUNKYO KU, TOKYO 113, JAPAN
关键词
ANEMIA-PHYLLITIDIS; SCHIZAEACEAE; JUGLANS-REGIA; JUGLANDACEAE; SECALE-CEREALE; POACEAE; JASMONIC ACID; CUCURBIC ACID;
D O I
10.1016/0031-9422(91)85038-2
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
The derivatives 7-iso-cucurbic acid (7-iso-CA) and 6-epi-7-iso-cucurbic acid (6-epi-7-iso-CA) were prepared from (-)-jasmonic acid (JA) by reduction and cucurbic acid (CA) and 6-epi-cucurbic acid (6-epi-CA) from (+)-7-iso-jasmonic acid (7-iso-JA). The chromatographic properties (TLC, HPLC, GC) of these derivatives are described and the structures established by physical data. The extracts of different plant materials were analysed with respect to the natural occurrence of JA and CA and its 6,7-stereoisomers. JA, 6-epi-CA and 6-epi-7-iso-CA were identified in female flowers of Juglans regia and JA, CA, 6-epi-CA and 6-epi-7-iso-CA in spores of Anemia phyllitidis. JA, CA, 6-epi-CA and 9,10-dihydro-JA were detected in immature caryopses of Secale cereale. In rye JA dominated in young caryopses, while CA level exceeded the amount of JA in the premature fruits. In each tissue 6-epi-CA was found to be a minor component, while CA or 6-epi-7-iso-CA represented the major components; 7-iso-CA could not be detected.
引用
收藏
页码:1909 / 1914
页数:6
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