Document Detail


Endocannabinoid structure-activity relationships for interaction at the cannabinoid receptors.
MedLine Citation:
PMID:  12052032     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Anandamide (N -arachidonoylethanolamine) was the first ligand to be identified as an endogenous ligand of the G-protein coupled cannabinoid CB1 receptor. Subsequently, two other fatty acid ethanolamides, N -homo- gamma -linolenylethanolamine and N -7,10,13,16-docosatetraenylethanolamine were identified as endogenous cannabinoid ligands. A fatty acid ester, 2-arachidonoylglycerol (2-AG), and a fatty acid ether, 2-arachidonyl glyceryl ether also have been isolated and shown to be endogenous cannabinoid ligands. Recent studies have postulated the existence of carrier-mediated anandamide transport that is essential for termination of the biological effects of anandamide. A membrane bound amidohydrolase (fatty acid amide hydrolase, FAAH), located intracellularly, hydrolyzes and inactivates anandamide and other endogenous cannabinoids such as 2-AG. 2-AG has also been proposed to be an endogenous CB2 ligand. Structure-activity relationships (SARs) for endocannabinoid interaction with the CB receptors are currently emerging in the literature. This review considers cannabinoid receptor SAR developed to date for the endocannabinoids with emphasis upon the conformational implications for endocannabinoid recognition at the cannabinoid receptors.
Authors:
Patricia H Reggio
Publication Detail:
Type:  Journal Article; Research Support, U.S. Gov't, P.H.S.; Review    
Journal Detail:
Title:  Prostaglandins, leukotrienes, and essential fatty acids     Volume:  66     ISSN:  0952-3278     ISO Abbreviation:  Prostaglandins Leukot. Essent. Fatty Acids     Publication Date:    2002 Feb-Mar
Date Detail:
Created Date:  2002-06-07     Completed Date:  2002-12-06     Revised Date:  2007-11-14    
Medline Journal Info:
Nlm Unique ID:  8802730     Medline TA:  Prostaglandins Leukot Essent Fatty Acids     Country:  Scotland    
Other Details:
Languages:  eng     Pagination:  143-60     Citation Subset:  IM    
Copyright Information:
Copyright 2002 Elsevier Science Ltd. All rights reserved.
Affiliation:
Department of Chemistry, Kennesaw State University, 1000 Chastain Road, Kennesaw, GA 30144, USA. preggio@kennesaw.edu
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MeSH Terms
Descriptor/Qualifier:
Animals
Cannabinoids / chemistry,  metabolism*,  pharmacology*
Eicosanoids / chemistry,  metabolism*,  pharmacology*
Endocannabinoids
Models, Molecular
Molecular Structure
Receptors, Cannabinoid
Receptors, Drug / agonists,  chemistry,  metabolism*
Structure-Activity Relationship
Substrate Specificity
Grant Support
ID/Acronym/Agency:
DA 03934/DA/NIDA NIH HHS; K02 DA 00489/DA/NIDA NIH HHS
Chemical
Reg. No./Substance:
0/Cannabinoids; 0/Eicosanoids; 0/Endocannabinoids; 0/Receptors, Cannabinoid; 0/Receptors, Drug

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