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The chemical and microbiological preparation of 15-oxo-Gibberellin derivatives

AuthorsFraga, Braulio M. ; González, Pedro; Guillermo, Ricardo; Hernández, Melchor G.; Perales, Áurea
Issue Date1995
CitationTetrahedron 51(36): pp. 10053-10064 (1995)
AbstractThe biotransformation of 15-oxo-ent-kaur-16-ene (1) with the fungus Gibberella fujikuroi gave 16a, 17-dihydro-7B-hydroxy-15-oxo-kaurenolide (5), 16a, 17-dihydro-15-oxo-GA12 (7) 16a,17-dihydro-15-oxo-GA25 (8) 16a,17-dihydro-15-oxo-GA24 (9), 7-aldehhyde of 16a,17-dihydro-15-oxo-GA14 (10), ent-3a,7a-15-oxo-kauran-19-oic acid (11), and 16a,17-dihydro-15-oxo-GA7 (12). The hydrogenation of the 16,17-double bond observed in this incubation is directed by the presence of the 15-oxo group, and it does not take place in the normal biosynthetic gibberellin pathway. The Chemical preparation of some of these 15-oxo-gibberellins has also been carried out.
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