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微生物代谢。第7部分:姜黄素。

Microbial metabolism. Part 7 : Curcumin.

作者信息

Herath Wimal, Ferreira Daneel, Khan Ikhlas A

机构信息

National Center for Natural Products Research, Research Institute of Pharmaceutical Sciences, School of Pharmacy, The University of Mississippi, University, MS 38677, USA.

出版信息

Nat Prod Res. 2007 May;21(5):444-50. doi: 10.1080/14786410601082144.

Abstract

Microbial metabolism of the cancer chemopreventive agent, curcumin [(1E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione] (1) with Pichia anomala (ATCC 20170) yielded four major metabolites, 5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)heptan-3-one (2), 5-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-1-(4-hydroxyphenyl)heptan-3-one (3), 1,7-bis(4-hydroxy-3-methoxyphenyl)heptan-3,5-diol (4), 5-hydroxy-1,7-bis(4-hydroxyphenyl)heptane-3-one (5) and two minor products, 1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)heptane-3,5-diol (6) and 1,7-bis(4-hydroxyphenyl)heptane-3,5-diol (7). The structures of compounds 2-5 were established on the basis of spectroscopic data. Compounds 6 and 7 were assigned tentative structures.

摘要

癌症化学预防剂姜黄素[(1E,6E)-1,7-双(4-羟基-3-甲氧基苯基)庚-1,6-二烯-3,5-二酮](1)与异常毕赤酵母(ATCC 20170)的微生物代谢产生了四种主要代谢物,5-羟基-1,7-双(4-羟基-3-甲氧基苯基)庚-3-酮(2)、5-羟基-7-(4-羟基-3-甲氧基苯基)-1-(4-羟基苯基)庚-3-酮(3)、1,7-双(4-羟基-3-甲氧基苯基)庚-3,5-二醇(4)、5-羟基-1,7-双(4-羟基苯基)庚烷-3-酮(5)以及两种次要产物,1-(4-羟基-3-甲氧基苯基)-7-(4-羟基苯基)庚烷-3,5-二醇(6)和1,7-双(4-羟基苯基)庚烷-3,5-二醇(7)。化合物2-5的结构根据光谱数据确定。化合物6和7被赋予暂定结构。

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