Five unique compounds: xyloketals from mangrove fungus Xylaria sp. from the South China Sea coast

J Org Chem. 2001 Sep 21;66(19):6252-6. doi: 10.1021/jo015522r.

Abstract

Five unique metabolites, xyloketals A (1), B (2), C (3), D (4), and E (5), and the known 6 were isolated from mangrove fungus Xylaria sp. (no. 2508), obtained from the South China Sea. The structures of these compounds were elucidated by spectroscopic and X-ray diffraction experiments. Xyloketal A is a ketal compound with a C(3) symmetry and xyloketals B-E are its analogues. It was found that xytoketal C slowly rearranged to xytoketal B in DMSO-d(6)() solution at room temperature. Xyloketal A exhibited the activity of inhibiting acetylcholine esterase.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylcholinesterase / drug effects
  • Asia, Southeastern
  • Biological Factors / administration & dosage
  • Biological Factors / chemistry*
  • Biological Factors / isolation & purification*
  • Cholinesterase Inhibitors / chemistry
  • Cholinesterase Inhibitors / isolation & purification*
  • Cholinesterase Inhibitors / pharmacology*
  • Fungi / chemistry*
  • Marine Biology
  • Pyrans / isolation & purification*
  • Pyrans / pharmacology*

Substances

  • Biological Factors
  • Cholinesterase Inhibitors
  • Pyrans
  • xyloketal A
  • Acetylcholinesterase