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学科主题: 生命有机化学
题名: Resveratrol glucuronides as the metabolites of resveratrol in humans: Characterization, synthesis, and anti-HIV activity
其他题名: 白藜芦醇糖醛酸苷是人体白藜芦醇的代谢物形式: 表征,合成与抗HIV活性
作者: Wang LX(王来曦) ; A. Heredia ; H. Song ; Zhang ZJ(张照军) ; Yu B(俞飚) ; C. Davis ; R. Redfield
通讯作者: 王来曦
刊名: J. Pharm. Sci.
发表日期: 2004
卷: 93, 期:10, 页:2448-2457
收录类别: SCI
部门归属: 美国马里兰大学; 中国科学院上海有机化学研究所生命有机国家重点实验室
英文摘要: Resveratrol is a natural product with diverse biological activities. We have previously reported that resveratrol possesses potent synergistic inhibitory activity against human immunodeficiency virus (HIV)-1 infection in combination with nucleoside analogs (Heredia et al. 2000. J Acquir Immune Defic Syndr 25:246-255). As a part of our program in developing resveratrol as a component for anti-HIV chemotherapy, we describe in this article the characterization, chemical synthesis, and biological effects of the human metabolites of resveratrol. We found that resveratrol was metabolized in humans into two metabolites, which were characterized as resveratrol-3-O- and 4'-O-glucuronides. For further biological studies, we reported two simple, alternative methods for the synthesis of the metabolites. The cytotoxic and antiviral activities of resveratrol and its metabolites were compared in cell culture experiments using human peripheral blood mononuclear cells. Whereas resveratrol was cytotoxic at greater than or equal to30 muM, no cytotoxicity was observed for the metabolites at concentrations as high as 300 muM. However, resveratrol showed strong synergistic anti-HIV activity with didanosine at 10 muM, but no synergistic effects were observed for either of the metabolites at up to 300 muM. Nevertheless, the in vitro activity of the metabolites (resveratrol glucuronides) may not necessarily reflect their in vivo function, given the fact that the ubiquitously existing human beta-glucuronidase could convert the metabolites back to resveratrol locally or systematically in vivo. The present studies have implications for future development of resveratrol and/or its derivatives as a chemotherapeutic agent. (C) 2004 Wiley-Liss, Inc.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000224229100005
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/18975
Appears in Collections:生命有机化学国家重点实验室_期刊论文

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Recommended Citation:
Wang LX,A. Heredia,H. Song,et al. Resveratrol glucuronides as the metabolites of resveratrol in humans: Characterization, synthesis, and anti-HIV activity[J]. J. Pharm. Sci.,2004,93(10):2448-2457.
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