SYNTHESIS OF GIBBERELLINS FROM STEVIOL USING THE FUNGUS GIBBERELLA FUJIKUROI

Article abstract of DOI:10.1016/0031-9422(83)83017-9

<2H>Steviol (ent-13-hydroxykaur-16-en-19-oic acid) was synthesized from steviol acetate norketone (ent-13-acetoxy-16-oxo-17-norkauran-19-oic acid) by the Wittig reaction using (methyl-d3)triphenylphosphonium bromide.A mixture of steviol analogs was produced containing from one to four 2H/molecule. <2H>Steviol was fed to strain LM-45-399 the fungus Gibberella fujikuroi which was grown on synthetic medium (ICI, 0percent N) in the presence of the growth retardant CCC. <2H>GA₁, <2H>GA₁₈, <2H>GA₂₃ and <2H>GA₅₃ were isolated from the fungal medium after 4 days.This strain converted steviol to 13-hydroxy GAs in the highest yields of the four Gibberella strains tested, and in amounts suitable for metabolic studies with higher plants. Key Word Index - Gibberella fujikuroi; fungi; gibberellin biosynthesis; 2H-labelled; GC/MS; GA₁; GA₁₈; GA₂₃; GA₅₃; steviol.