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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.

SUBMITTER: Mevers E

PROVIDER: S-EPMC3962764 | biostudies-literature | 2013 Sep

REPOSITORIES: biostudies-literature

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Parguerene and precarriebowmide, two classes of lipopeptides from the marine cyanobacterium Moorea producens.

Mevers Emily E Byrum Tara T Gerwick William H WH

Journal of natural products 20130917 9

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, ...[more]

PMID: 24044577

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