Preparation of Glycyrrhetinic Acid Monoglucuronide by Selective Hydrolysis of Glycyrrhizic Acid via Biotransformation
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摘要:
Abstract:
Objective To search for the microorganisms which have the high selectivity of hydrolyzing glycyrrhizic acid (GL) into 18β-glycyrrhetinic acid-3-O-β-D-glucuronide (GAMG) without glycyrrhetinic acid (GA) byproduct. Methods GL was biotransformed by Aspergillus sp., the products were separated by chromatography on reverse phase C18 column and semi-preparative HPLC, and their structures were elucidated on the basis of HR-ESI-MS, 1D NMR (1H-NMR, 13C-NMR, and NOESY) and 2D NMR (1H-1H COSY, HSQC, and HMBC) spectral analyses. Results Aspergillus sp. could partially hydrolyze GL into GAMG (3), along with two minor byproducts, 3-O-β-D-glucurono- pyranosyl-18β-liquiritic acid (1) and 3-O-β-D-glucuronopyranosyl-24-hydroxy-18β-glycyrrhetinic acid (2). Conclusion Aspergillus sp. has the high selectivity of hydrolyzing GL into GAMG without GA byproduct and the yield of GAMG is about 60%. The complete assignments of 1H-NMR and 13C-NMR data for compounds 1 and 2 are reported for the first time.
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National Science & Technology Pillar Program (2011BAI07B02-5)
LU Li, ZHAO Yang, YU He-shui, HUANG Hong-zhi, KANG Li-ping, CAO Man, CUI Jiang-ming, YU Li-yan, SONG Xin-bo, MA Bai-ping. Preparation of Glycyrrhetinic Acid Monoglucuronide by Selective Hydrolysis of Glycyrrhizic Acid via Biotransformation[J]. Chinese Herbal Medicines (CHM),2012,4(4):325-329
