Isoangustone A的冻土毛霉生物转化研究

doi:10.5246/jcps.2015.05.037

中国药学(英文版) ›› 2015, Vol. 24 ›› Issue (5): 285-291.DOI: 10.5246/jcps.2015.05.037

Isoangustone A的冻土毛霉生物转化研究

冯金, 梁文飞, 季帅, 乔雪, 张英涛^*, 余四旺, 叶敏^*

北京大学医学部药学院天然药物及仿生药物国家重点实验室, 北京 100191

收稿日期:2015-01-12 修回日期:2015-03-24 出版日期:2015-05-20 发布日期:2015-03-27
通讯作者: Tel.: 86-10-82801559, 86-10-82802024
基金资助:
National Natural Science Foundation of China (Grant No. 81173644 and 81222054), and the Program for New Century Excellent Talents in University from Chinese Ministry of Education (Grant No. NCET-11-0019).

Microbial transformation of isoangustone A by Mucor hiemalis CGMCC 3.14114

Jin Feng, Wenfei Liang, Shuai Ji, Xue Qiao, Yingtao Zhang^*, Siwang Yu, Min Ye^*

State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, China

Received:2015-01-12 Revised:2015-03-24 Online:2015-05-20 Published:2015-03-27
Contact: Tel.: 86-10-82801559, 86-10-82802024
Supported by:
National Natural Science Foundation of China (Grant No. 81173644 and 81222054), and the Program for New Century Excellent Talents in University from Chinese Ministry of Education (Grant No. NCET-11-0019).

摘要/Abstract

摘要：

Isoangustone A是一种来源于甘草的异戊烯基化黄酮类化合物, 具有抗菌、抗氧化、抗炎、抗肿瘤等活性。为了增加其结构多样性, 本文利用丝状真菌冻土毛霉(Mucor hiemalis CGMCC 3.14114)对该化合物进行微生物转化, 共分离得到3个新化合物。通过NMR和MS谱学分析, 其结构分别鉴定为isoangustone A 7-O-glucoside (2), isoangustone A 7-O-glucoside-4'-O-sulfate (3), 以及isoangustone A 7,3'-di-O-glucoside (4)。主要转化反应为C-7位糖基化反应。此外, 硫酸酯化反应是较为罕见的微生物转化反应。

关键词: Isoangustone A, 生物转化, 冻土毛霉, 结构多样性, 糖基化反应, 硫酸酯化反应

Abstract:

Isoangustone A (1) is an isoprenylated flavonoid isolated from licorice. It has been reported to possess anti-microbial, anti-oxidative, anti-inflammatory, and anti-tumor activities. In order to increase its structural diversity, microbial transformation of 1 was conducted by Mucor hiemalis CGMCC 3.14114 to obtain three new compounds. By extensive NMR and MS spectroscopicanalyses, their structures were identified as isoangustone A 7-O-glucoside (2), isoangustone A 7-O-glucoside-4'-O-sulfate (3), and isoangustone A 7,3'-di-O-glucoside (4), respectively. The major biotransformation reaction was glycosylation at C-7. Sulfation is rare for microbial transformation.

Key words: Isoangustone A, Microbial transformation, Mucor hiemalis CGMCC 3.14114, Structural diversity, Glycosylation, Sulfation

中图分类号:

R284

Supporting:

冯金, 梁文飞, 季帅, 乔雪, 张英涛, 余四旺, 叶敏. Isoangustone A的冻土毛霉生物转化研究[J]. 中国药学(英文版), 2015, 24(5): 285-291.

Jin Feng, Wenfei Liang, Shuai Ji, Xue Qiao, Yingtao Zhang, Siwang Yu, Min Ye. Microbial transformation of isoangustone A by Mucor hiemalis CGMCC 3.14114[J]. Journal of Chinese Pharmaceutical Sciences, 2015, 24(5): 285-291.

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Isoangustone A的冻土毛霉生物转化研究

Microbial transformation of isoangustone A by Mucor hiemalis CGMCC 3.14114

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