5691-63-4Relevant articles and documents
THE MICROBIOLOGICAL TRANSFORMATION OF SOME ENT-KAUR-6,16-DIENES BY GIBBERELLA FUJIKUROI
Fraga, Braulio M.,Gonzalez, Antonio G.,Gonzalez, Pedro,Hanson, James R.,Hernandez, Melchor G.
, p. 691 - 694 (1983)
The preparation of ent-kaur-6,16-diene and ent-18-hydroxykaur-6,16-diene from epicandicandiol and of ent-3β,18-dihydroxykaur-6,16-diene from foliol is described.On incubation with Gibberella fujikuroi ent-kaur-6,16-diene gave 7-hydroxykaurenolide and 18-hydroxykaur-6,16-diene afforded 7,18-dihydroxykaurenolide, whilst ent-6α,7α-epoxy-3β,18-dihydroxykaur-16-ene was obtained from ent-3β,18-dihydroxykaur-6,16-diene.The possible biosynthetic significance of the 6,7-epoxidation in kaurenolide is noted. -- Key Word Index - Gibberella fujikuroi; ent-kaur-6,16-dienes; ent-6α,7α-epoxy-3β,18-dihydroxykaur-16-ene; kaurenolide biosynthesis.
THE BIOSYNTHESIS OF KAURENOLIDE DITERPENOIDS BY GIBBERELLA FUJIKUROI
Beale, Michael H.,Bearder, John R.,Down, Graham H.,Hutchinson, Michael,MacMillan, Jake,Phinney, Bernard O.
, p. 1279 - 1288 (2007/10/02)
The biosynthesis of 7β-hydroxy- and 7β,18-dihydroxy-kaurenolides from ent-kaur-16-en-19-oic acid has been investigated by incubating unlabelled and labelled putative intermediates with resuspension cultures of Gibberella fujikuroi.The results eliminate pathways which require the loss of oxygen from the 19-oic acid and indicate that the likely pathway is via ent-kaura-6,16-dien-19-oic acid and its ent-6α,7α-epoxide.Key Word Index - Gibberella fujikuroi; resuspension cultures; mutant B1-41a; kaurenoid biosynthesis; 7β-hydroxykaurenolide.