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Synthesis of Camptothecin-10-O-glucoside Using an Engineered Oleandomycin Glucosyltransferase

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Abstract

Oleandomycin glycosyltransferase variant P67T/S132F/A242V(ASP) was used to convert 10-hydroxy-camptothecin into camptothecin-10-O-glucoside, which was confirmed by spectral analysis. Compared to the pre-viously reported results, the present study reached the conversion rate up to 80% through the optimization of reaction conditions. In addition, compared with 10-hydroxycamptothecin(HCPT), camptothecin-10-O-glucoside inhibited the proliferation of Huh7 cells in a concentration-dependent manner and showed stronger antineoplastic effect but lower toxicity. Furthermore, camptothecin-10-O-glucoside induced more apoptotic cells as compared with the parent compound.

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Authors and Affiliations

  1. Guangdong Province Key Laboratory of Pharmacodynamic Constituents of Traditional Chinese Medicine and New Drugs Research, Institute of Traditional Chinese Medicine and Natural Products, College of Pharmacy, Jinan University, Guangzhou, 510632, P. R. China

    Xuelin Zhu, Qinmei Ye, Chao Wen, Liping Chen, Guangping Liang, Ting Zeng, Dongmei Zhang & Renwang Jiang

Authors
  1. Xuelin Zhu
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  2. Qinmei Ye
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  3. Chao Wen
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  4. Liping Chen
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  5. Guangping Liang
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  6. Ting Zeng
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  7. Dongmei Zhang
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  8. Renwang Jiang
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Corresponding authors

Correspondence to Dongmei Zhang or Renwang Jiang.

Additional information

Supported by the National Natural Science Foundation of China(No.81573315), the Guangdong Provincial Natural Science Fund, China (No.2015A030313313) and the Guangzhou Industry University Collaborative Innovation Major Projects, China (No.201508030016) and the Natural Science Foundation of Hainan Province, China(No.817307).

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Zhu, X., Ye, Q., Wen, C. et al. Synthesis of Camptothecin-10-O-glucoside Using an Engineered Oleandomycin Glucosyltransferase. Chem. Res. Chin. Univ. 34, 423–427 (2018). https://doi.org/10.1007/s40242-018-7309-9

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  • DOI: https://doi.org/10.1007/s40242-018-7309-9

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