Hyaladione, an <i>S</i>-Methyl Cyclohexadiene-dione from <i>Hyalangium minutum</i>

Abstract

A bioassay-guided fractionation of the crude methanol extract of the myxobacterium <i>Hyalangium minutum</i>, strain NOCB-2<sup>T</sup> (DSM 14724<sup>T</sup>), led to the isolation of hyaladione (<b>1</b>), a novel <i>S</i>-methyl cyclohexadiene-dione. The structure of <b>1</b> was established by HRESIMS, NMR, and IR spectroscopy as well as X-ray crystallography. Compound <b>1</b> was active against growing mammalian cell lines, with IC<sub>50</sub> values ranging from 1.23 to 3.93 μM, in addition to a broad spectrum of antibacterial and antifungal activities, including inhibition of pathogenic methicillin-resistant <i>Staphylococcus aureus</i> and <i>Pseudomonas aeruginosa</i> with an MIC of 0.83 and 8.5 μg mL<sup>–1</sup>, respectively

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