Coronavirus Information for the UC San Diego Community

Our leaders are working closely with federal and state officials to ensure your ongoing safety at the university. Stay up to date with the latest developments. Learn more.

Mooreamide A: A cannabinomimetic lipid from the marine cyanobacterium Moorea bouillonii

TitleMooreamide A: A cannabinomimetic lipid from the marine cyanobacterium Moorea bouillonii
Publication TypeJournal Article
Year of Publication2014
AuthorsMevers E., Matainaho T., Allara M., Di Marzo V., Gerwick WH
JournalLipids
Volume49
Pagination1127-1132
Date Published2014/11
Type of ArticleArticle
ISBN Number0024-4201
Accession NumberWOS:000344151800005
KeywordsAcyl; amide; Cannabinoid; collection; cyanobacteria; drug discovery; evolution; fatty-acid amides; HPLC; lyngbya-majuscula; Marine natural product; metabolites; Mooreamide; natural-products; neurobiology; nmr; potent; receptors
Abstract

Bioassay-guided fractionation of a collection of Moorea bouillonii from Papua New Guinea led to the isolation of a new alkyl amide, mooreamide A (1), along with the cytotoxic apratoxins A-C and E. The planar structure of 1 was elucidated by NMR spectroscopy and mass spectrometry analysis. Structural homology between mooreamide A and the endogenous cannabinoid ligands, anandamide, and 2-arachidonoyl glycerol inspired its evaluation against the neuroreceptors CB1 and CB2. Mooreamide A was found to possess relatively potent and selective ligand binding activity to CB1 (K (1) = 0.47 A mu M) versus CB2 (K (1) > 25 A mu M). This represents the most potent marine-derived CB1 ligand described to date and adds to the growing family of marine metabolites that exhibit cannabinomimetic activity.

DOI10.1007/s11745-014-3949-9
Short TitleLipids
Student Publication: 
No
Research Topics: 
sharknado