Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 17, Issue 7, Pages 1966-1969Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c8ob02273a
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Funding
- Ministry of Education, Science and Technological Development of the Republic of Serbia [173048]
- DAAD (Deutscher Akademischer Austauschdienst)
- DFG [GU 1233/11]
- DFG (Center for Integrated Protein Science Munich CIPSM)
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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).
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