佩里桉培养细胞对（+）-樟脑的生物转化

Biotransformation of (+)-camphor by cultured cells of Eucalyptus perriniana.

作者信息

Orihara Y, Noguchi T, Furuya T

机构信息

School of Pharmaceutical Sciences, Kitasato University, Tokyo, Japan.

出版信息

Phytochemistry. 1994 Mar;35(4):941-5. doi: 10.1016/s0031-9422(00)90643-5.

DOI:10.1016/s0031-9422(00)90643-5

PMID:7764630

Abstract

Seven new biotransformation products were isolated from a jar fermentor culture of Eucalyptus perriniana following administration of (+)-camphor. The main product was (1S,4R,6S)-6-hydroxybornan-2-one 6-O-beta-D-glucopyranoside. The minor components were (1S,4R,6R)-6-hydroxybornan-2-one 6-O-beta-D-glucopyranoside, (1R,4S,6S)-6-hydroxybornan-2-one 6-O-beta-D-glucopyranoside, (1R,4R,5R)-5-hydroxybornan-2-one 5-O-beta-D-glucopyranoside, (1R,3R,4S)-3-hydroxybornan-2-one 3-O-beta-D-glucopyranoside, (1R,4R,7R)-8-hydroxybornan-2-one 8-O-beta-D-glucopyranoside and 2-(4-oxo-2,2,3-trimethylcyclopentyl)-ethyl-beta-D-glucopyranoside. All products were mono-glucosides and the oxygen function was introduced before glucosylation. Reduction of the ketone group of camphor was not observed.

摘要

在对佩里桉（Eucalyptus perriniana）进行（+）-樟脑处理后，从其罐式发酵培养物中分离出了7种新的生物转化产物。主要产物为（1S,4R,6S）-6-羟基冰片-2-酮6-O-β-D-吡喃葡萄糖苷。次要成分包括（1S,4R,6R）-6-羟基冰片-2-酮6-O-β-D-吡喃葡萄糖苷、（1R,4S,6S）-6-羟基冰片-2-酮6-O-β-D-吡喃葡萄糖苷、（1R,4R,5R）-5-羟基冰片-2-酮5-O-β-D-吡喃葡萄糖苷、（1R,3R,4S）-3-羟基冰片-2-酮3-O-β-D-吡喃葡萄糖苷、（1R,4R,7R）-8-羟基冰片-2-酮8-O-β-D-吡喃葡萄糖苷以及2-（4-氧代-2,2,3-三甲基环戊基）-乙基-β-D-吡喃葡萄糖苷。所有产物均为单糖苷，且氧官能团是在糖基化之前引入的。未观察到樟脑酮基的还原反应。