| Summary: | In the present study, four new compounds including a pair of 2-benzoyl tetrahydrofuran enantiomers, namely, (−)-1<i>S</i>-myrothecol (<b>1a</b>) and (+)-1<i>R</i>-myrothecol (<b>1b</b>), a methoxy-myrothecol racemate (<b>2</b>), and an azaphilone derivative, myrothin (<b>3</b>), were isolated along with four known compounds (<b>4</b>–<b>7</b>) from cultures of the deep-sea fungus <i>Myrothecium </i>sp. BZO-L062. Enantiomeric compounds <b>1a</b> and <b>1b </b>were separated through normal-phase chiral high-performance liquid chromatography. The absolute configurations of <b>1a</b>, <b>1b</b>, and <b>3</b> were assigned by ECD spectra. Among them, the new compound <b>1a</b> and its enantiomer <b>1b </b>exhibited anti-inflammatory activity, inhibited nitric oxide formation in lipopolysaccharide-treated RAW264.7 cells, and exhibited antioxidant activity in the 2,2-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) and oxygen radical absorbance capacity assays.
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