Phylogeny-guided isolation of ethyl tumonoate a from the marine cyanobacterium cf. Oscillatoria margaritifera

Niclas Engene, Hyukjae Choi, Eduardo Esquenazi, Tara Byrum, Francisco A. Villa, Zhengyu Cao, Thomas F. Murray, Pieter C. Dorrestein, Lena Gerwick, William H. Gerwick

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Abstract

The evolutionary relationships of cyanobacteria, as inferred by their SSU (16S) rRNA genes, were used as predictors of their potential to produce varied secondary metabolites. The evolutionary relatedness in geographically distant cyanobacterial specimens was then used as a guide for the detection and isolation of new variations of predicted molecules. This phylogeny-guided isolation approach for new secondary metabolites was tested in its capacity to direct the search for specific classes of new natural products from Curaçao marine cyanobacteria. As a result, we discovered ethyl tumonoate A (1), a new tumonoic acid derivative with anti-inflammatory activity and inhibitory activity of calcium oscillations in neocortical neurons.

Original languageEnglish
Pages (from-to)1737-1743
Number of pages7
JournalJournal of Natural Products
Volume74
Issue number8
DOIs
StatePublished - Aug 26 2011

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All Science Journal Classification (ASJC) codes

  • Complementary and alternative medicine
  • Molecular Medicine
  • Organic Chemistry
  • Analytical Chemistry
  • Pharmaceutical Science
  • Pharmacology
  • Drug Discovery

Cite this

Engene, N., Choi, H., Esquenazi, E., Byrum, T., Villa, F. A., Cao, Z., Murray, T. F., Dorrestein, P. C., Gerwick, L., & Gerwick, W. H. (2011). Phylogeny-guided isolation of ethyl tumonoate a from the marine cyanobacterium cf. Oscillatoria margaritifera. Journal of Natural Products, 74(8), 1737-1743. https://doi.org/10.1021/np200236c