SYNTHESIS OF A TRITIATED 3-DEHYDROECDYSTEROID PUTATIVE PRECURSOR OF ECDYSTEROID BIOSYNTHESIS IN LOCUSTA-MIGRATORIA

被引：20

作者：

DOLLE, F

HETRU, C

ROUSSEL, JP

ROUSSEAU, B

SOBRIO, F

LUU, B

HOFFMANN, JA

机构：

[1] CNRS,CHIM ORGAN SUBSTANCES NAT LAB,5 RUE BLAISE PASCAL,F-67084 STRASBOURG,FRANCE

[2] CNRS,BIOL GEN LAB,F-67000 STRASBOURG,FRANCE

[3] CENS,DEPT BIOL CELLULAIRE & MOLEC,SERV MOLEC MARQUEES,F-91191 GIF SUR YVETTE,FRANCE

来源：

TETRAHEDRON | 1991年 / 47卷 / 34期

关键词：

D O I：

10.1016/S0040-4020(01)96161-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We have synthesized a tritiated form of 14-alpha-hydroxy-5-beta-cholest-7-ene-3,6-dione (5-beta-diketol) of high specific activity (1.74 TBq/mmol) from 7-dehydrocholesterol in seven steps with stereoselective introduction of the A/B cis ring junction as the key reaction. We have examined the ability of endocrine glands (prothoracic glands) of Locusta migratoria to use this molecule as a precursor of 3-dehydroecdysone and of ecdysone biosynthesis. A very efficient conversion of 5-beta-diketol to ecdysone and to 3-dehydroecdysone was monitored, which opens up new possibilities for the understanding of the role of 3-dehydro-compounds in ecdysteroid biosynthesis.

引用

页码：7067 / 7080

页数：14

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