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 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.
authors.affiliation: Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California, San Diego, La Jolla, California 92093, USA.
authors.forename: Niclas
authors.initials: N
authors.lastname: Engene
authors.forename: Hyukjae
authors.initials: H
authors.lastname: Choi
authors.forename: Eduardo
authors.initials: E
authors.lastname: Esquenazi
authors.forename: Tara
authors.initials: T
authors.lastname: Byrum
authors.forename: Francisco A
authors.initials: FA
authors.lastname: Villa
authors.forename: Zhengyu
authors.initials: Z
authors.lastname: Cao
authors.forename: Thomas F
authors.initials: TF
authors.lastname: Murray
authors.forename: Pieter C
authors.initials: PC
authors.lastname: Dorrestein
authors.forename: Lena
authors.initials: L
authors.lastname: Gerwick
authors.forename: William H
authors.initials: WH
authors.lastname: Gerwick
mesh_terms: D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D020459:Genes, rRNA; D006801:Humans; D008386:Marine Biology; D051379:Mice; D015394:Molecular Structure; D054300:Oscillatoria / Q000737:chemistry* / Q000235:genetics; D010802:Phylogeny; D016133:Polymerase Chain Reaction; D011392:Proline / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D000894:Anti-Inflammatory Agents, Non-Steroidal; C562123:ethyl tumonoate A; D011392:Proline