Tetrahedron

Synthesis of a tritiated 3-dehydroecdysteroid putative precursor of ecdysteroid biosynthesis in Locusta migratoria

F Dolle, C Hetru, JP Roussel, B Rousseau, F Sobrio…

Index: Dolle; Hetru; Roussel; Rousseau; Sobrio; Luu; Hoffmann Tetrahedron, 1991 , vol. 47, # 34 p. 7067 - 7080

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Citation Number: 23

Abstract

We have synthesized a tritiated form of 14α-hydroxy-β-cholest-7-ene-3, 6-dione (5β-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 ...