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- W2015675247 abstract "The incubation of 15β-hydroxy-3-oxo-ent-kaur-16-ene (1) with the fungus Gibberella fujikuroi afforded 11β-hydroxy-3,15-dioxo-ent-kaurane (6), 11β,15β-dihydroxy-3-oxo-ent-kaur-16-ene (8), 7β,11β,15β-trihydroxy-3-oxo-ent-kaur-16-ene (9), 7α,11β-dihydroxy-3,15-dioxo-ent-kaurane (7), and 7α,11β,15β-trihydroxy-3-oxo-ent-kaur-16-ene (10). The incubation of 15β-hydroxy-ent-kaur-2,16-diene (3) with the same fungus yielded 7α,11β-dihydroxy-15-oxo-ent-kaur-2-ene (12), 7α,11β,15β-trihydroxy-ent-kaur-2,16-diene (13), 7β,15β-dihydroxy-ent-kaur-2,16-dien-19,6-olide (14), 1β,7β,15β-trihydroxy-ent-kaur-2,16-dien-19-oic acid (15), 7α,11β,16α-trihydroxy-15-oxo-ent-kaur-2-ene (17), and 7α,15β,17-trihydroxy-11β,16β-epoxy-ent-kaur-2-ene (19). These results indicated that a 3-oxo group in ent-kaur-16-ene derivatives inhibits the oxidation at C-19, typical of the biosynthetic pathway of gibberellins and kaurenolides, while a 2,3-double bond or a 15β-OH does not. In both substrates a 15β-alcohol directs hydroxylations at C-11(β) and C-7(α), while in those with a 2,3-double bond the functionalization of C-1(β) is favored." @default.
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- W2015675247 date "2003-12-30" @default.
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- W2015675247 title "The Microbiological Transformation of Two 15β-Hydroxy-<i>e</i><i>nt</i>-kaurene Diterpenes by <i>Gibberella </i><i>f</i><i>ujikuroi</i>" @default.
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- W2015675247 doi "https://doi.org/10.1021/np030363n" @default.
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