New polyaromatic metabolites from a marine-derived fungus Penicillium sp.

Org Lett

Natural Products Research Institute, College of Pharmacy, Seoul National University, San 56-1, Sillim, Gwanak, Seoul 151-742, Korea.

Published: March 2013

AI Article Synopsis

  • Herqueiazole (1), herqueioxazole (2), and herqueidiketal (3) are unique polyaromatic metabolites discovered in the marine fungus Penicillium sp.
  • The structures of 1 and 2 represent the first known compounds in their categories, with 1 featuring a pyrrole component and 2 containing an oxazole.
  • Compound 3 shows moderate cancer cell toxicity and effectively inhibits sortase A, highlighting its potential as a candidate for further medicinal research.

Article Abstract

Herqueiazole (1), herqueioxazole (2), and herqueidiketal (3), polyaromatic metabolites with a novel skeletal class, were isolated from the marine-derived fungus Penicillium sp. Based on the combined spectroscopic analyses, the structures of 1 and 2 were determined to be the first examples of pyrrole- and oxazole-containing phenalenone compounds, respectively, whereas 3 possessed a novel skeleton with a highly oxidized naphthoquinone moiety. Compound 3 exhibited moderate cytotoxicity and significant inhibitory activity against sortase A.

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Source
http://dx.doi.org/10.1021/ol4002174DOI Listing

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