Biosynthesis of 20-hydroxyecdysone in Ajuga hairy roots: the possibility of 7-ene introduction at a late stage.
Administration of [3alpha-2H]-3beta-hydroxy-5beta-cholestan-6-one to hairy roots of Ajuga reptans var. atropurpurea followed by 2H-NMR spectroscopic analysis of the resulting 20-hydroxyecdysone so formed revealed that the substrate was efficiently incorporated into the latter. Additionally, [5beta,7alpha,7beta-2H3]-2beta,3beta-dihydroxy-+ ++5beta-cholestan-6-one was converted into 20-hydroxyecdysone. These findings clearly indicate that Ajuga hairy roots are capable of introducing a double bond at the 7-position at a late stage of 20-hydroxyecdysone biosynthesis, suggesting the possibility of an alternative biosynthetic pathway which does not involve 7-dehydrocholesterol as an obligatory intermediate.
Hyodo
R
R
Department of Chemistry and Materials Science, Tokyo Institute of Technology, Meguro, Japan.
Fujimoto
Y
Y
D004441:Ecdysterone / Q000096:biosynthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D018517:Plant Roots / Q000378:metabolism*
D004441:Ecdysterone