Xyloneside A: A New Glycosylated Incisterol Derivative from Xylaria sp. FB

Chembiochem. 2020 Aug 17;21(16):2253-2258. doi: 10.1002/cbic.202000065. Epub 2020 May 5.

Abstract

Xylaria species are prolific natural product producers. Here, we report the characterization of a new glycosylated incisterol derivative, called xyloneside A (1) and two known lignans (2 and 3) from the ascomycetous Xylaria sp. FB. The structure of xyloneside A (1) was determined by 1D and 2D NMR spectroscopy, high-resolution electrospray ionization mass spectrometry and electronic circular dichroism measurements. Xyloneside A is composed of a 1,2,3,4,5,10,19-heptanorergosterane skeleton and a β-D-mannopyranose moiety. This is the first report of an incisterol derivative from an Ascomycete. The biological effects of the isolated metabolites on cytotoxicity, autophagy, cell-migration, and angiogenesis were evaluated.

Keywords: CD spectroscopy; NMR spectroscopy; Xylaria sp; lignin; sterols.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / pharmacology
  • Cell Line, Tumor
  • Glycosylation
  • Humans
  • Xylariales / chemistry*

Substances

  • Antineoplastic Agents