LATE STAGES IN THE BIOSYNTHESIS OF AUCUBIN IN SCROPHULARIA

被引：20

作者：

DAMTOFT, S

JENSEN, SR

JESSEN, JCU

KNUDSEN, TB

机构：

[1] Department of Organic Chemistry, The Technical University of Denmark, DK-2800 Lyngby

来源：

PHYTOCHEMISTRY | 1993年 / 33卷 / 05期

关键词：

SCROPHULARIA-UMBROSA; S-RACEMOSA; SCROPHULARIACEAE; AUCUBIN; BIOSYNTHESIS; H-2; NMR; IRIDOID GLUCOSIDES;

D O I：

10.1016/0031-9422(93)85028-P

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：

Deuterium-labelled samples of 8-epi-deoxyloganic acid, deoxygeniposidic acid, geniposidic acid. and bartsioside (6-deoxyaucubin) all gave high incorporations into aucubin in Scrophularia umbrosa whereas labelled 6,10-dideoxyaucubin did not give a significant incorporation. In S. racemosa, 8-epi-deoxyloganic acid gave a high incorporation into aucubin and harpagide while 8-epi-loganic acid was not incorporated. Dilution experiments with labelled 8-epi-deoxyloganic acid and unlabelled geniposidic acid or scandoside showed that geniposidic acid is an intermediate in the biosynthesis of aucubin whereas scandoside apparently is not. The pathway from 8-epi-deoxyloganic acid to aucubin has thus been established, showing that decarboxylation takes place at the geniposidic acid stage.

引用

页码：1089 / 1093

页数：5

共 17 条

[1] CHEMISTRY OF THE SCROPHULARIACEAE .7. SOME IRIDOID GLUCOSIDES, INCLUDING THE NEW 6-DEOXYCATALPOL, FROM INDIAN PAINTBRUSH SPECIES RELATED TO CASTILLEJA-MINIATA [J].