Isoindolinone-containing meroterpenoids with α-glucosidase inhibitory activity from mushroom Hericium caput-medusae

Fitoterapia. 2017 Oct;122:107-114. doi: 10.1016/j.fitote.2017.08.017. Epub 2017 Aug 30.

Abstract

Hericium caput-medusae is an edible and medicinal mushroom closely relative to H. erinaceus. According to our detailed chemical investigation, two novel isoindolinone-containing meroterpene dimers, caputmedusins A (1) and B (2), as well as nine analogues, caputmedusins C-K (3-11), were isolated from the fermentation broth of H. caput-medusae. Their structures were elucidated by analyses of 1D and 2D NMR spectroscopic methods. The absolute configurations of 1-4 were speculated based on the specific optical rotation and biogenetic consideration. The absolute configurations of 10 and 11 were rationalized by the calculation of 1H NMR chemical shifts. Caputmedusins A-C (1-3) showed moderate inhibitory activity against α-glucosidase with the IC50 values of 39.2, 36.2 and 40.8μM, respectively.

Keywords: Hericium caput-medusae; Isoindolinone-containing meroterpenoid; α-Glucosidase inhibition.

MeSH terms

  • Agaricales / chemistry*
  • Basidiomycota / chemistry*
  • Fruiting Bodies, Fungal / chemistry
  • Glycoside Hydrolase Inhibitors / chemistry*
  • Indoles / chemistry*
  • Indoles / isolation & purification
  • Molecular Structure
  • Terpenes / chemistry*
  • Terpenes / isolation & purification
  • alpha-Glucosidases / metabolism

Substances

  • Glycoside Hydrolase Inhibitors
  • Indoles
  • Terpenes
  • alpha-Glucosidases