New chlorinated diphenyl ethers and xanthones from a deep-sea-derived fungus Penicillium chrysogenum SCSIO 41001

Fitoterapia. 2018 Mar:125:49-54. doi: 10.1016/j.fitote.2017.12.012. Epub 2017 Dec 18.

Abstract

Seven new compounds, including four new chlorinated diphenyl ethers, namely chrysines A-D (1-4), one new dichlorinated xanthone, chrysoxanthone (5), dichloroorcinol (6), and one new benzeneacetic acid derivative, 3-isopentyl-4-hydroxy phenylacetic acid methyl ester (7), along with fourteen known compounds (8-21), were isolated from a deep-sea-derived fungus Penicillium chrysogenum SCSIO 41001. Their structures were determined by extensive spectroscopic methods and X-ray single-crystal diffraction analysis. All of the isolated compounds (1-21) were evaluated for their α-glucosidase inhibitory activity using PNPG method. Among them, nine compounds (2, 3, 5, 6, 8, 9, 13, 17, and 18) exhibited inhibitory activity against α-glucosidase with IC50 values of 0.35, 0.20, 0.04, 0.16, 0.15, 0.09, 0.14, 0.14, and 0.12mM, respectively (IC50 0.28mM for the positive control acarbose).

Keywords: Diphenyl ether; Penicillium chrysogenum; Xanthone; α-Glucosidase inhibitory activity.

MeSH terms

  • Glycoside Hydrolase Inhibitors / isolation & purification*
  • Halogenated Diphenyl Ethers / isolation & purification*
  • Molecular Structure
  • Penicillium chrysogenum / chemistry*
  • Seawater / microbiology
  • Xanthones / isolation & purification*
  • alpha-Glucosidases

Substances

  • Glycoside Hydrolase Inhibitors
  • Halogenated Diphenyl Ethers
  • Xanthones
  • alpha-Glucosidases