title: Parguerene and precarriebowmide, two classes of lipopeptides from the marine cyanobacterium Moorea producens.
abstract: Two new marine cyanobacterial natural products, parguerene (1) and precarriebowmide (2), were isolated from a collection of Moorea producens obtained from La Parguera, Puerto Rico. The planar structures of both were deduced by 2D NMR spectroscopy and mass spectrometry. Parguerene is a modified acyl amide with some structural similarity to the bacterial metabolite stipiamide (3), whereas precarriebowmide is a lipopeptide and represents a minor modification compared to two other known metabolites, carriebowmide (4) and carriebowmide sulfone (5). The identification of 2 led to an investigation into whether carriebowmide and carriebowmide sulfone were true secondary metabolites or isolation artifacts.
authors.affiliation: Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California San Diego , La Jolla, California 92093, United States.
authors.forename: Emily
authors.initials: E
authors.lastname: Mevers
authors.forename: Tara
authors.initials: T
authors.lastname: Byrum
authors.forename: William H
authors.initials: WH
authors.lastname: Gerwick
mesh_terms: D002851:Chromatography, High Pressure Liquid; D000458:Cyanobacteria / Q000737:chemistry*; D047630:Depsipeptides / Q000737:chemistry; D055666:Lipopeptides / Q000737:chemistry / Q000145:classification / Q000302:isolation & purification*; D008386:Marine Biology; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010456:Peptides, Cyclic / Q000737:chemistry / Q000302:isolation & purification*; D011090:Polyenes / Q000737:chemistry; D011647:Puerto Rico
chemical_list: D047630:Depsipeptides; D055666:Lipopeptides; D010456:Peptides, Cyclic; D011090:Polyenes; C534638:carriebowmide; C584834:parguerene; C584835:precarriebowmide; C069644:stipiamide
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