Identification of 10-desoxyiridal as an intermediate in the biosynthesis of iridals

被引:10
作者
Ritzdorf, I [1 ]
Bartels, M [1 ]
Kerp, B [1 ]
Kasel, T [1 ]
Klonowski, S [1 ]
Marner, FJ [1 ]
机构
[1] Univ Cologne, Inst Biochem, D-50674 Cologne, Germany
关键词
Iris pseudacorus Linn; Iridaceae; cell culture; biosynthesis; metabolism; triterpenoids; iridals; spiroiridals; iridal esters; 10-desoxyiridal;
D O I
10.1016/S0031-9422(98)00639-6
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
The metabolism of iridals, unusual triterpenoids found in sword lilies, was studied in a cell culture of Iris pseudacorus Linn. The cells contain mainly spiroiridals. esterified with capric acid, which are hydrolyzed by esterases upon cell disruption. In ether extracts of these cell homogenates 10-desoxyiridal. a hitherto unknown precursor of the iridals, was identified by comparison with a semisynthetic standard. The compound was isolated and its structure verified by spectroscopic means. Upon incubation of. the cells with 3-amino-1,2,4-triazole, a bleaching agent, the amounts of iridal and 10-desoxyiridal in the cells increase. whereas the level of the conjugated iridotrienes is diminished. This proves that 10-desoxyiridal plays a central role in iridal biosynthesis and thai the conjugated triene moiety of the iridotrienes is formed by the action of a desaturase on iridal. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:995 / 1003
页数:9
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