Preparation of Glycyrrhetinic Acid Monoglucuronide by Selective Hydrolysis of Glycyrrhizic Acid via

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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-glucuronopyranosyl-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. 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) by product. 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 COZY, HSQC, and HMBC) spectral analyzes. Results Aspergillus sp. Mold partially hydrolyzed GL into GAMG (3), along with two minor byproducts, 3-O-β-D-glucuronopyranosyl-18β-liquiritic acid (1) and 3-O-β-D-glucuronopyranosyl-24-hydroxy-18β-glycyrrhetinic acid (2). Conlusion 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 of1H-NMR and13C-NMR data for compounds 1 and 2 are reported for the first time.
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