title: Lipopeptides from the tropical marine cyanobacterium Symploca sp.
abstract: A collection of the tropical marine cyanobacterium Symploca sp., collected near Kimbe Bay, Papua New Guinea, previously yielded several new metabolites including kimbeamides A-C, kimbelactone A, and tasihalide C. Investigations into a more polar cytotoxic fraction yielded three new lipopeptides, tasiamides C-E (1-3). The planar structures were deduced by 2D NMR spectroscopy and tandem mass spectrometry, and their absolute configurations were determined by a combination of Marfey's and chiral-phase GC-MS analysis. These new metabolites are similar to several previously isolated compounds, including tasiamide (4), grassystatins (5, 6), and symplocin A, all of which were isolated from similar filamentous marine cyanobacteria.
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: F P Jake
authors.initials: FP
authors.lastname: Haeckl
authors.forename: Paul D
authors.initials: PD
authors.lastname: Boudreau
authors.forename: Tara
authors.initials: T
authors.lastname: Byrum
authors.forename: Pieter C
authors.initials: PC
authors.lastname: Dorrestein
authors.forename: Frederick A
authors.initials: FA
authors.lastname: Valeriote
authors.forename: William H
authors.initials: WH
authors.lastname: Gerwick
mesh_terms: D000458:Cyanobacteria / Q000737:chemistry*; D008401:Gas Chromatography-Mass Spectrometry; D055666:Lipopeptides / Q000737:chemistry / Q000302:isolation & purification*; D008386:Marine Biology; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D009842:Oligopeptides; D010219:Papua New Guinea
chemical_list: D055666:Lipopeptides; D009842:Oligopeptides; C470799:tasiamide