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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.

SUBMITTER: Mevers E

PROVIDER: S-EPMC4002153 | biostudies-literature | 2014 Apr

REPOSITORIES: biostudies-literature

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Lipopeptides from the tropical marine cyanobacterium Symploca sp.

Mevers Emily E Haeckl F P Jake FP Boudreau Paul D PD Byrum Tara T Dorrestein Pieter C PC Valeriote Frederick A FA Gerwick William H WH

Journal of natural products 20140303 4

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-pha ...[more]

PMID: 24588245

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