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

doi:10.1021/np200236c

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

Department of Pharmacology and Neuroscience

Research output: Contribution to journal › Article › peer-review

22 Scopus citations

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 language	English (US)
Pages (from-to)	1737-1743
Number of pages	7
Journal	Journal of Natural Products
Volume	74
Issue number	8
DOIs	https://doi.org/10.1021/np200236c
State	Published - Aug 26 2011

All Science Journal Classification (ASJC) codes

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

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

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 Cura{\c c}ao 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.",

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AU - Engene, Niclas

AU - Choi, Hyukjae

AU - Esquenazi, Eduardo

AU - Byrum, Tara

AU - Villa, Francisco A.

AU - Cao, Zhengyu

AU - Murray, Thomas F.

AU - Dorrestein, Pieter C.

AU - Gerwick, Lena

AU - Gerwick, William H.

PY - 2011/8/26

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

Abstract

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