Arachidonylsulfonyl derivatives as cannabinoid CB1 receptor and fatty acid amide hydrolase inhibitors

被引：22

作者：

Segall, Y ^{[1
]}

Quistad, GB ^{[1
]}

Nomura, DK ^{[1
]}

Casida, JE ^{[1
]}

机构：

[1] Univ Calif Berkeley, Environm Chem & Toxicol Lab, Dept Environm Sci Policy & Management, Berkeley, CA 94720 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2003年 / 13卷 / 19期

关键词：

D O I：

10.1016/S0960-894X(03)00721-2

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Arachidonylsulfonyl fluoride (3), reported here for the first time, is similar in potency to its known methyl arachidonylfluorophosphonate (2) analogue as an inhibitor of mouse brain fatty acid amide hydrolase activity (IC50 0.1 nM) and cannabinoid CBI agonist [H-3]CP 55,940 binding (IC50 304-530 nM). Interestingly, 3 is much more selective than 2 as an inhibitor for fatty acid amide hydrolase relative to acetylcholinesterase, butyrylcholinesterase and neuropathy target esterase. N-(2-Hydroxyethyl)arachidonylsulfonamide (4) is at least 2500-fold less potent than N-(2-hydroxyethyl)arachidonamide (anandamide) (1) at the CB1 agonist site. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：3301 / 3303

页数：3

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