Pyxipyrrolones: Structure Elucidation and Biosynthesis of Cytotoxic Myxobacterial Metabolites
Research output: Contribution to journal › Journal article › Research › peer-review
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.
Original language | English |
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Journal | Angewandte Chemie - International Edition |
Volume | 56 |
Issue number | 32 |
Pages (from-to) | 9614-9618 |
Number of pages | 5 |
ISSN | 1433-7851 |
DOIs | |
Publication status | Published - 2017 |
Externally published | Yes |
- biosynthesis, cytotoxicity, myxobacteria, secondary metabolites, structure elucidation
Research areas
ID: 192043629