Microbial glycosylation of tanshinone IIA by Cunninghamella elegans AS 3.2028Electronic supplementary information (ESI) available: NMR and HRESIMS spectra for 1 and 2, and experimental details. See DOI: 10.1039/c5ra09745b

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 ob...

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Bibliographic Details
Main Authors Liang, Wen-fei, Li, Zi-wei, Ji, Shuai, Wang, Qi, Qiao, Xue, Guo, De-an, Ye, Min
Format Journal Article
LanguageEnglish
Published 27.07.2015
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Summary: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 -β- d -glucopyranoside ( 1 ) and hydroquinone TIIA 12- O -β- d -glucopyranoside ( 2 ) based on extensive NMR and MS spectral analyses. The solubility of 1 in 50% MeOH-H 2 O 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. Microbial transformation of tanshinone IIA yielded two new glycosylated derivatives with increased solubility and bioavailability.
Bibliography:10.1039/c5ra09745b
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and experimental details. See DOI
Electronic supplementary information (ESI) available: NMR and HRESIMS spectra for
ISSN:2046-2069
DOI:10.1039/c5ra09745b