Bioorganic & Medicinal Chemistry Letters 2013-01-01

Design, synthesis and biological evaluation of glucose-containing scutellarein derivatives as neuroprotective agents based on metabolic mechanism of scutellarin in vivo.

Nian-Guang Li, Min-Zhe Shen, Zhen-Jiang Wang, Yu-Ping Tang, Zhi-Hao Shi, Yi-Fan Fu, Qian-Ping Shi, Hao Tang, Jian-Ao Duan

Index: Bioorg. Med. Chem. Lett. 23(1) , 102-6, (2013)

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Abstract

Based on metabolic mechanism of scutellarin in vivo that scutellarin could be hydrolyzed into scutellarein by β-glucuronide enzyme, some glucose-containing scutellarein derivatives were designed and synthesized through the introduction of glucose moiety at C-7 position of scutellarein via a glucosidic bond. Biological activity evaluation showed that these glucose-containing scutellarein derivatives exhibited potent DPPH radical scavenging activities. Furthermore, the improvement of physicochemical properties such as anticoagulant and neuroprotective activities alongside with the water solubility was achieved by introducing glucose. These findings suggest that the introduction of the glucose moiety to scutellarein wattants further development of this kind of compounds as neuroprotective agents.Copyright © 2012 Elsevier Ltd. All rights reserved.