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Efficient Synthesis of Kinsenoside and Goodyeroside A by a Chemo-Enzymatic Approach

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单位: [1]Huazhong Univ Sci & Technol, Tongji Hosp, Tongji Med Coll, Wuhan 430030, Peoples R China [2]Huazhong Univ Sci & Technol, Sch Pharm, Tongji Med Coll, Hubei Key Lab Nat Med Chem & Resource Evaluat, Wuhan 430030, Peoples R China
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关键词: kinsenoside goodyeroside A chemo-enzymatic synthesis glucosidase biocatalysis

摘要:
Kinsenoside (1) and goodyeroside A (2), two naturally occurring stereoisomers with diverse biological activities, have been synthesized efficiently by a chemo-enzymatic approach with a total yield of 12.7%. The aglycones, (R)- and (S)-3-hydroxy-gamma-butyrolactone, were prepared from D-and L-malic acid by a four-step chemical approach with a yield of 75%, respectively. These butyrolactones were then successfully glycosidated using beta-D-glucosidase as a catalyst in a homogeneous organic-water system. Under the optimized enzymatic conditions, the yields of kinsenoside and goodyeroside A in the enzymatic steps both reached 16.8%.

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出版当年[2013]版:
大类 | 3 区 化学
小类 | 4 区 有机化学
最新[2025]版:
大类 | 3 区 化学
小类 | 3 区 生化与分子生物学 3 区 化学:综合
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出版当年[2012]版:
Q2 CHEMISTRY, ORGANIC
最新[2023]版:
Q2 BIOCHEMISTRY & MOLECULAR BIOLOGY Q2 CHEMISTRY, MULTIDISCIPLINARY

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第一作者单位: [2]Huazhong Univ Sci & Technol, Sch Pharm, Tongji Med Coll, Hubei Key Lab Nat Med Chem & Resource Evaluat, Wuhan 430030, Peoples R China
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