GRENADADIENE AND GRENADAMIDE, CYCLOPROPYL-CONTAINING FATTY-ACID METABOLITES FROM THE MARINE CYANOBACTERIUM LYNGBYA-MAJUSCULA

Grenadadiene (1), debromogrenadiene (2), and grenadamide (3), three st ructurally unique cyclopropyl-containing metabolites, were isolated fr om the organic extract of a Grenada collection of the marine cyanobact erium Lyngbya majuscula. The structures and the relative stereochemist ries of these compounds were determined using spectroscopic methods. T hese are the first reported cyclopropyl-containing fatty acid derivati ves from a Lyngbya sp. Grenadadiene (1) has an interesting profile of cytotoxicity in the NCI 60 cell line assay, while grenadamide (2) exhi bited modest brine shrimp toxicity (LD50 = 5 mu g/mL) and cannabinoid receptor binding activity (K-i = 4.7 mu M).