Lipopeptides from the Tropical Marine Cyanobacterium Symploca sp. | Zendy

Emily Mevers | Zendy; F. P. Jake Haeckl | Zendy; Paul D. Boudreau | Zendy; Tara Byrum | Zendy; Pieter C. Dorrestein | Zendy; Frederick A. Valeriote | Zendy; William H. Gerwick | Zendy

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Lipopeptides from the Tropical Marine Cyanobacterium Symploca sp.

Author(s) -

Emily Mevers,

F. P. Jake Haeckl,

Paul D. Boudreau,

Tara Byrum,

Pieter C. Dorrestein,

Frederick A. Valeriote,

William H. Gerwick

Publication year - 2014

Publication title -

journal of natural products

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.976

H-Index - 139

eISSN - 1520-6025

pISSN - 0163-3864

DOI - 10.1021/np401051z

Subject(s) - cyanobacteria , tropical marine climate , tandem mass spectrometry , absolute configuration , mass spectrometry , stereochemistry , nuclear magnetic resonance spectroscopy , bacteria , chemistry , botany , biology , chromatography , ecology , genetics

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.

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