Journal
JOURNAL OF NATURAL PRODUCTS
Volume 71, Issue 9, Pages 1530-1537Publisher
AMER CHEMICAL SOC
DOI: 10.1021/np800088a
Keywords
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Funding
- the National Cancer Institute [CA100851]
- the International Cooperative Biodiversity Groups Program [IU01 TW 006634-01]
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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 all 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.
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