Issue 7, 2019

Synthesis and initial biological evaluation of myxocoumarin B

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

Supplementary files

Article information

Article type
Paper
Submitted
13 ستمبر 2018
Accepted
18 اکتوٗبر 2018
First published
22 اکتوٗبر 2018

Org. Biomol. Chem., 2019,17, 1966-1969

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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements