Microbial transformation of isoangustone A by Mucor hiemalis CGMCC 3.14114

doi:10.5246/jcps.2015.05.037

Journal of Chinese Pharmaceutical Sciences ›› 2015, Vol. 24 ›› Issue (5): 285-291.DOI: 10.5246/jcps.2015.05.037

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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).

Abstract

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

CLC Number:

R284

Supporting:

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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Microbial transformation of isoangustone A by Mucor hiemalis CGMCC 3.14114

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