Two pairs of 2-pyrone enantiomers and a benzophenone analogue from the endophytic fungus Penicillium egyptiacum

J Asian Nat Prod Res. 2024 Jan;26(1):139-145. doi: 10.1080/10286020.2023.2288696. Epub 2023 Dec 5.

Abstract

Four new 2-pyrone derivatives, two pairs of enantiomers, (±)-egypyrone A [(±)-1] and (±)-egypyrone B [(±)-2], together with a new benzophenone analogue, orbiophenone B (3), were isolated from the endophytic fungus Penicillium egyptiacum. The enantiomeric mixtures (±)-1 and (±)-2 were separated through chiral HPLC, respectively. Their structures were elucidated by extensive analysis of spectroscopic data and the absolute configuration was determined by comparing the optical rotation of structurally similar molecule. Subsequently, the cytotoxic activities of (±)-1, (±)-2, and 3 against the U87 cell line were tested and no activity was observed at a concentration of 10 µM.

Keywords: Penicillium egyptiacum; benzophenone; enantiomer; α-pyrone.

MeSH terms

  • Fungi
  • Molecular Structure
  • Penicillium* / chemistry
  • Pyrones / chemistry

Substances

  • 2-pyrone
  • Pyrones

Supplementary concepts

  • Penicillium egyptiacum