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Issue 7, 2019
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Synthesis and initial biological evaluation of myxocoumarin B

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Abstract

The myxocoumarins A and B from Stigmatella aurantiaca MYX-030 are natural products featuring unusual nitro- and long-chain alkyl substitution. While myxocoumarin A was shown to exhibit strong antifungal properties, the antifungal potential of myxocoumarin B was not yet assessed due to low production titers during initial isolation. We therefore developed a total synthesis of myxocoumarin B that involves a late-stage Pd-catalyzed nitration of the coumarin core. The availability of synthetic material facilitated the initial evaluation of the bioactivity of myxocoumarin B, which revealed a lack of activity against medically relevant Candida sp. and low cytotoxicity in vitro against human fibroblasts (MRC-5) and in vivo (zebrafish).

Graphical abstract: Synthesis and initial biological evaluation of myxocoumarin B

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Supplementary files

Article information


Submitted
13 Sep 2018
Accepted
18 Oct 2018
First published
22 Oct 2018

Org. Biomol. Chem., 2019,17, 1966-1969
Article type
Paper

Synthesis and initial biological evaluation of myxocoumarin B

J. I. Müller, K. Kusserow, G. Hertrampf, A. Pavic, J. Nikodinovic-Runic and T. A. M. Gulder, Org. Biomol. Chem., 2019, 17, 1966
DOI: 10.1039/C8OB02273A

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