Article

A convenient synthesis of 25-deoxyecdysone, a major secretory product of crustacean Y-organs and of 2,25-dideoxyecdysone, its putative immediate precursor.

Ecole Normale Supérieure, Département de Biologie, Paris, France.
Steroids (impact factor: 2.83). 03/1995; 60(2):188-94. DOI:10.1016/0039-128X(94)00035-B pp.188-94
Source: PubMed

ABSTRACT 25-Deoxyecdysone, a major secretory product of Y-organs of at least several species of crustaceans and the immediate precursor of circulating ponasterone A in these animals, can easily be synthesized from ecdysone. The present four-step procedure involves the formation of a mixture of delta 24,25 and delta 25,26 intermediates which might also be used to prepare a labeled reference compound for metabolic or binding studies. Similarly, 2,25-dideoxyecdysone was prepared from 2-deoxyecdysone. These compounds have been used to identify metabolites of [3H]-2,22,25-trideoxyecdysone (= 5 beta-ketodiol) formed by Y-organs of the shore crab, Carcinus maenas.

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Keywords

2,25-dideoxyecdysone
 
2-deoxyecdysone
 
25-Deoxyecdysone
 
Carcinus maenas
 
crustaceans
 
delta 25,26 intermediates
 
ecdysone
 
labeled reference compound
 
major secretory product
 
metabolic
 
present four-step procedure
 
shore crab
 
Y-organs