Ostalactones A-C, β- and ε-Lactones with Lipase Inhibitory Activity from the Cultured Basidiomycete Stereum ostrea

J Nat Prod. 2016 Dec 23;79(12):3148-3151. doi: 10.1021/acs.jnatprod.6b00647. Epub 2016 Dec 8.

Abstract

Ostalactones A-C (1-3), three new β- and ε-lactone natural products, were isolated from the culture broth of the basidiomycete Stereum ostrea. The structures were elucidated by interpretation of HRFABMS and 1D and 2D NMR data. The structures of 1 and 2 are characterized by the presence of a β-lactone containing a fused 4/5 bicyclic core structure. Compound 3 possesses a 2-oxepinone ring system, which is likely to be a biosynthetic precursor of compounds 1 and 2. Ostalactones A (1) and B (2) displayed potent inhibitory activity against human pancreatic lipase.

MeSH terms

  • Animals
  • Basidiomycota / chemistry*
  • Humans
  • Lactones / chemistry
  • Lactones / isolation & purification*
  • Lactones / pharmacology*
  • Lipase / antagonists & inhibitors*
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Orlistat

Substances

  • Lactones
  • ostalactone A
  • ostalactone B
  • ostalactone C
  • Orlistat
  • Lipase
  • PNLIP protein, human