September 22, 2019  |  

Stendomycin and pantomycin are identical natural products: Preparation of a functionalized bioactive analogue.

Authors: Villadsen, Nikolaj L and Hansen, Bente K and Svenningsen, Esben B and Jørgensen, Katrine H and Tørring, Thomas and Poulsen, Thomas B

The natural products pantomycin and stendomycin were both reported as antimicrobial agents. We demonstrate by gene cluster analysis, LC-MS analysis, and isolation that these polypeptides are identical, and we identify previously unknown congeners. We show that stendomycin can be chemically modified at its electrophilic dehydrobutyrine moiety yielding the first bioactive analogue of this natural product which can undergo additional functionalization. This compound may be a valuable starting point for molecular probe development, and we invite its distribution to the scientific community.

Journal: The Journal of organic chemistry
DOI: 10.1021/acs.joc.8b00553
Year: 2018

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