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The microbiological preparation of two ‘atisagibberellins’

AutorHanson, James R.; Sarah, Fahmi Y.; Fraga, Braulio M. ; Hernández, Melchor G.
Palabras claveGibberella fujikuroi
Microbial transformations
ent-7α-hydroxyatis-16-en-19-oic acid
Fecha de publicación1979
CitaciónPhytochemistry 18(11): 1875-1876 (1979)
ResumenTetracyclic diterpenoids may be divided in terms of their ring C/D structure into the kaurene, 13β-kaurene (phyllocladene), atisene and beyerene (stachene) classes [1]. Although the naturally occurring gibberellins, which have hitherto been isolated, all belong to the ent-kaurene series, there is nothing known about gibberellin biosynthesis which would preclude the occurrence of gibberellin-like substances with other tetracyclic diterpenoid skeletons. The biosynthesis of the gibberellins in the fungus Gibberella fijikuroi utilizes ent-7α-hydroxykaur-16-en-19-oic acid (1) as a key intermediate (32% incorporation into gibberellic acid (2)) immediately prior to the contraction of ring B [2]. A number of kaurenoids differing from the normal metabolites have been transformed along part or the whole of this pathway depending upon their oxygenation pattern [3-6]. In this paper we record the preparation of the first ‘atisagibberellins’ using ent-7α-hydroxyatis-16-en-19-oic acid (3) [7] as an artificial substrate.
Descripción2 pages, 3 schemes.-- Short report.
Versión del editorhttp://dx.doi.org/10.1016/0031-9422(79)83075-7
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