Pyxipyrrolones: Structure Elucidation and Biosynthesis of Cytotoxic Myxobacterial Metabolites
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In the search for new secondary metabolites from myxobacteria, a strain from the genus Pyxidicoccus was investigated. This led to the identification of a new class of natural products showing structural novelty and interesting biological activity. Isolation and structure elucidation of two analogues led to the identification of pyxipyrrolone A and B, harboring the novel 3-methylene-2,3,4,5,6,7,8,9-octahydro-1H-benzo[e]isoindol-1-one scaffold. Mosher's ester analysis combined with NMR studies allowed the determination of all stereocenters but one. Genome sequencing of the producer strain led to the identification of a putative biosynthetic gene cluster for the pyxipyrrolones. The compounds showed activity against several cancer cell lines (μm range) with pyxipyrrolone B having 2- to 11-fold higher activity than A, although they differ only by one methylene group.
Originalsprog | Engelsk |
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Tidsskrift | Angewandte Chemie - International Edition |
Vol/bind | 56 |
Udgave nummer | 32 |
Sider (fra-til) | 9614-9618 |
Antal sider | 5 |
ISSN | 1433-7851 |
DOI | |
Status | Udgivet - 2017 |
Eksternt udgivet | Ja |
ID: 192043629