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Efficient Synthesis of Kinsenoside and Goodyeroside A by a Chemo-Enzymatic Approach
oleh: Yang Zhang, Yihong Xia, Yongji Lai, Fang Tang, Zengwei Luo, Yongbo Xue, Guangmin Yao, Yonghui Zhang, Jinwen Zhang
Format: | Article |
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Diterbitkan: | MDPI AG 2014-10-01 |
Deskripsi
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-γ-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 β-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%.