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Natural products chemistry and taxonomy of the marine cyanobacterium Blennothrix cantharidosmum.

ABSTRACT: A Papua New Guinea field collection of the marine cyanobacterium Blennothrix cantharidosmum was investigated for its cytotoxic constituents. Bioassay-guided isolation defined the cytotoxic components as the known compounds lyngbyastatins 1 and 3. However, six new acyl proline derivatives, tumonoic acids D-I, plus the known tumonoic acid A were also isolated. Their planar structures were defined from NMR and MS data, while their stereostructures followed from a series of chiral chromatographies, degradation sequences, and synthetic approaches. The new compounds were tested in an array of assays, but showed only modest antimalarial and inhibition of quorum sensing activities. Nevertheless, these are the first natural products to be reported from this genus, and this inspired a detailed morphologic and 16S rDNA-based phylogenetic analysis of the producing organism.

SUBMITTER: Clark BR

PROVIDER: S-EPMC2657878 | biostudies-literature | 2008 Sep

REPOSITORIES: biostudies-literature

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Natural products chemistry and taxonomy of the marine cyanobacterium Blennothrix cantharidosmum.

Clark Benjamin R BR Engene Niclas N Teasdale Margaret E ME Rowley David C DC Matainaho Teatulohi T Valeriote Frederick A FA Gerwick William H WH

Journal of natural products 20080813 9

A Papua New Guinea field collection of the marine cyanobacterium Blennothrix cantharidosmum was investigated for its cytotoxic constituents. Bioassay-guided isolation defined the cytotoxic components as the known compounds lyngbyastatins 1 and 3. However, six new acyl proline derivatives, tumonoic acids D-I, plus the known tumonoic acid A were also isolated. Their planar structures were defined from NMR and MS data, while their stereostructures followed from a series of chiral chromatographies, ...[more]

PMID: 18698821

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