（13S）-甲基取代花生四烯酸类似物的设计与合成：新型内源性大麻素的模板。
Design and synthesis of (13S)-methyl-substituted arachidonic acid analogues: templates for novel endocannabinoids.
机构信息
Institute of Organic and Pharmaceutical Chemistry, National Hellenic Research Foundation, 48 Vass. Constantinou, Athens 116-35, Greece.
出版信息
Chemistry. 2010 Apr 6;16(13):4091-9. doi: 10.1002/chem.200902880.
Abstract
Two novel methyl-substituted arachidonic acid derivatives were prepared in an enantioselective manner from commercially available chiral building blocks, and were found to be excellent templates for the development of (13S)-methyl-substituted anandamide analogues. One of the compounds synthesized, namely, (13S,5Z,8Z,11Z,14Z)-13-methyl-eicosa-5,8,11,14-tetraenoic acid N-(2-hydroxyethyl)amide, is an endocannabinoid analogue with remarkably high affinity for the CB1 cannabinoid receptor.
摘要
两种新型的甲基取代花生四烯酸衍生物从商业可得的手性砌块中以对映选择性方式制备，并被发现是开发（13S）-甲基取代的安那芬尼类似物的极好模板。所合成的化合物之一，即（13S，5Z，8Z，11Z，14Z）-13-甲基二十碳-5，8，11，14-四烯酸 N-（2-羟乙基）酰胺，是一种内源性大麻素类似物，对 CB1 大麻素受体具有显著高的亲和力。
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