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Journal of Asian Natural Products Research Volume 20, 2018 - Issue 7: Biotransformation and Biosynthesis of Natural Products
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Articles

Enzymatic synthesis of glucuronidated metabolites of two neurological active agents using plant glucuronosyltransferases

Tian YueState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Beijing100050, China
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Ke-Bo XieState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Beijing100050, China;Beijing Key Laboratory of Non-Clinical Drug Metabolism and PK/PD Study, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing100050, China
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Zhen TanState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Beijing100050, China
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Ri-Dao ChenState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Beijing100050, China;Beijing Key Laboratory of Non-Clinical Drug Metabolism and PK/PD Study, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing100050, China
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Da-Wei ChenState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Beijing100050, China;Beijing Key Laboratory of Non-Clinical Drug Metabolism and PK/PD Study, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing100050, China
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Ji-Mei LiuState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Beijing100050, China;Beijing Key Laboratory of Non-Clinical Drug Metabolism and PK/PD Study, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing100050, China
&
Jun-Gui DaiState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Beijing100050, China;Beijing Key Laboratory of Non-Clinical Drug Metabolism and PK/PD Study, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing100050, ChinaCorrespondence[email protected]
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Pages 605-614 | Received 26 Apr 2018, Accepted 14 Jun 2018, Published online: 10 Jul 2018
 
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Abstract

Glucuronidation is an important and popular metabolic reaction in vivo of drugs. The further evaluation of biological activity and toxicity of glucuronides is necessary in the course of the drug research and development. However, the synthesis of glucuronides is limited by the lack of efficient approach. Herein, we have developed a new glucuronide synthesis method using plant uridine diphosphate-dependent glucuronosyltransferases (UGTs), UGT88D4, UGT88D7, and EpGT8, enabling the convenient preparation for corresponding O-glucuronide metabolites (1a, 2a, 3a, and 3b) in milligram scale of two neurological active agents, IMM-H004 (1) and FLZ (2). Their structures were characterized by spectroscopic data analyses.

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