THE CHEMICAL AND MICROBIOLOGICAL SYNTHESIS OF 14-HYDROXY-GIBBERELLINS

被引:6
作者
FRAGA, BM
GARCIATELLADO, F
GONZALEZ, P
HERNANDEZ, MG
HANSON, JR
机构
[1] UNIV LA LAGUNA,DEPT QUIM ORGAN,LA LAGUNA,SPAIN
[2] UNIV SUSSEX,SCH CHEM & MOLEC SCI,BRIGHTON BN1 9QJ,E SUSSEX,ENGLAND
关键词
D O I
10.1016/S0040-4020(01)86597-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Gibberellic acid has been transformed into 14beta-hydroxy-gibberellin A7 methyl ester via the rearrangement of an epoxy-beyergibberellin intermediate using a titanium-amide complex. The diterpene ent-beyer-15-en-19-ol has been transformed by chemical methods into ent-14alpha,19-dihydroxy-kaur-16-ene. The biotransformation of this compound with the fungus Gibberella fujikuroi gave 14beta-hydroxy-gibberellin A7, ent-7alpha, 14alpha, 19-trihydroxy-kaur-16-ene and ent-6alpha,7alpha, 14alpha-trihydroxy-kaur-16-en-19-oic acid. A minor gibberellin 14beta-hydroxy-GA14 was identified by GC-MS.
引用
收藏
页码:8491 / 8504
页数:14
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