Chemical and Pharmaceutical Bulletin p. 344 - 348 (2000)
Update date:2022-08-17
Topics:
Nomura, Keiko
Fujimoto, Yoshinori
Feeding synthetic [2β-2H]- and [2α-2H]-cholesterols to the hairy roots of Ajuga reptans var. atropurpurea and 2H-NMR analysis of the biosynthesized 20-hydroxyecdysone revealed that hydroxylation at C-2 proceeds with retention of configuration. Feeding [2α,3α-2H2]cholesterol followed by 2H-NMR analysis of the 2,3,22-triacetate of the resulting 20- hydroxyecdysone ruled out a mechanism which involves a partial loss of the 2α-hydrogen. The steric course of C-2 hydroxylation in Ajuga hairy roots is identical with that reported in the insect, Schistocerca gregaria.
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