| Summary: | Six new polyketides acrucipentyns A–F (<b>1</b>–<b>6</b>) were isolated from the alga-derived fungus <i>Asteromyces cruciatus</i> KMM 4696. Their structures were established based on spectroscopic methods. The absolute configurations of acrucipentyn A was assigned by the modified Mosher’s method and ROESY data analysis. Acrucipentyns A–E were identified to be the very first examples of chlorine-containing asperpentyn-like compounds. The cytotoxic and antimicrobial activities of the isolated compounds were examined. Acrucipentyns A–F were found as antimicrobial agents, which inhibited sortase A enzyme activity, bacterial growth and biofilm formation of <i>Staphylococcus aureus</i> and decreased LDH release from human keratinocytes HaCaT in <i>S. aureus</i> skin infection in an in vitro model.
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