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Regioselective Enzymatic Synthesis of Non-Steroidal Anti-Inflammatory Drugs Containing Glucose in Organic Media

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Abstract

Enzymatic transesterification of glucose with the vinyl ester of non-steroidal anti-inflammatory drugs (NSAIDs) was in organic media performed for synthesis of novel NSAIDs-glucose conjugates. Glucose was regioselectively acylated at the 6-hydroxyl group. The indomethacin-glucose conjugate and ketoprofen-glucose conjugate were produced by the catalysis of alkaline protease from Bacillus subtilis in the respective yields of 42% (over 48 h) and 63% (over 40 h). The etodolac-glucose conjugate was obtained in 26% yield (over 144 h) by lipase from Candida antarctica.

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Authors and Affiliations

  1. Department of Chemistry, Zhejiang University, 310027, Hangzhou, P.R. China

    Na Wang, Bo Kai Liu, Qi Wu, Jun Liang Wang & Xian Fu Lin

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  1. Na Wang
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  2. Bo Kai Liu
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  3. Qi Wu
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  4. Jun Liang Wang
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  5. Xian Fu Lin
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Correspondence to Xian Fu Lin.

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Wang, N., Liu, B.K., Wu, Q. et al. Regioselective Enzymatic Synthesis of Non-Steroidal Anti-Inflammatory Drugs Containing Glucose in Organic Media. Biotechnol Lett 27, 789–792 (2005). https://doi.org/10.1007/s10529-005-5799-2

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  • DOI: https://doi.org/10.1007/s10529-005-5799-2

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