椭圆叶花锚中一种呫吨酮衍生物的微生物O-去甲基化、羟基化、硫酸化和核糖基化反应

Microbial O-demethylation, hydroxylation, sulfation, and ribosylation of a xanthone derivative from Halenia elliptica.

作者信息

Yuan Wei, Zhang Li-Ping, Cheng Ke-Di, Zhu Ping, Wang Quan, He Hui-Xia, Zhu Hui-Xin

机构信息

Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, People's Republic of China.

出版信息

J Nat Prod. 2006 May;69(5):811-4. doi: 10.1021/np050472x.

DOI:10.1021/np050472x

PMID:16724847

Abstract

1-Hydroxy-2,3,5-trimethoxyxanthone (1), one of the major xanthone derivatives isolated from Halenia elliptica, was biotransformed by two fungi, Trichothecium roseum and Paecilomyces marquandii. Transformation of 1 by T. roseumgave 1,5-dihydroxy-2,3-dimethoxyxanthone (2), 5-O-sulfate-1-hydroxy-2,3-dimethoxyxanthone (3), 5-O-sulfate-1-hydroxy-2,3,7-trimethoxyxanthone (4), 5-O-beta-ribofuranosyl-1-hydroxy-2,3-dimethoxyxanthone (5), and 1,5,6-trihydroxy-2,3-dimethoxyxanthone (6). Compound 2 was also formed by P. marquandii. The structures of the isolated compounds were elucidated by spectroscopic analyses. Among the five microbial-converted compounds, 3, 4, 5, and 6 are new compounds.

摘要

1-羟基-2,3,5-三甲氧基呫吨酮（1）是从椭圆叶花锚中分离得到的主要呫吨酮衍生物之一，它被两种真菌——粉红单端孢霉和马克兰德拟青霉进行了生物转化。粉红单端孢霉对1的转化产物有1,5-二羟基-2,3-二甲氧基呫吨酮（2）、5-O-硫酸酯-1-羟基-2,3-二甲氧基呫吨酮（3）、5-O-硫酸酯-1-羟基-2,3,7-三甲氧基呫吨酮（4）、5-O-β-D-呋喃核糖基-1-羟基-2,3-二甲氧基呫吨酮（5）和1,5,6-三羟基-2,3-二甲氧基呫吨酮（6）。马克兰德拟青霉也生成了化合物2。通过光谱分析确定了分离得到的化合物的结构。在这五种微生物转化产物中，3、4、5和6是新化合物。