Microbial glycosylation of tanshinone IIA by Cunninghamella elegans AS 3.2028

被引:9
|
作者
Liang, Wen-fei [1 ]
Li, Zi-wei [1 ]
Ji, Shuai [1 ]
Wang, Qi [1 ]
Qiao, Xue [1 ]
Guo, De-an [1 ]
Ye, Min [1 ]
机构
[1] Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
基金
中国国家自然科学基金;
关键词
REDOX; NRF2;
D O I
10.1039/c5ra09745b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Tanshinone IIA (TIIA) is a natural product with significant anti-atherogenic activities. However, poor water-solubility and low bioavailability hinder its further exploitation as a drug candidate. In this study, microbial transformation of TIIA by Cunninghamella elegans AS 3.2028 was conducted to obtain two new glycosylated derivatives. Their structures were identified as hydroquinone TIIA 11-O-beta-D-glucopyranoside (1) and hydroquinone TIIA 12-O-beta-D-glucopyranoside (2) based on extensive NMR and MS spectral analyses. The solubility of 1 in 50% MeOH-H2O solution was approximately 50-fold that of TIIA, and 1 showed remarkably improved oral absorption in mice. Furthermore, 1 and 2 exhibited similar Nrf2 activation activity to TIIA.
引用
收藏
页码:63753 / 63756
页数:4
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