A new prenylated aurone from Artocarpus altilis

J Asian Nat Prod Res. 2012;14(9):923-8. doi: 10.1080/10286020.2012.702758. Epub 2012 Aug 28.

Abstract

Phytochemical study of the methanol extract of Artocarpus altilis resulted in the isolation of a new prenylated aurone, artocarpaurone (1), together with eight known compounds including two prenylated chalcones (2 and 3), three prenylated flavanones (4-6), and three triterpenes (7-9). The structure of 1 was elucidated as 6-hydroxy-2-[8-hydroxy-2-methyl-2-(4-methyl-3-pentenyl)-2H-1-benzopyran-5-ylmethylene]-3(2H)-benzofuranone by spectroscopic methods including 1D and 2D NMR spectra and FT-ICR-MS. Compound 1 showed moderate nitric oxide radical scavenging activity, whereas 2 and 3 had moderate 2,2-diphenyl-1-picrylhydrazyl radical scavenging effect, compared with the positive control (+)-catechin.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Artocarpus / chemistry*
  • Benzofurans / chemistry
  • Benzofurans / isolation & purification*
  • Benzofurans / pharmacology
  • Biphenyl Compounds / pharmacology
  • Catechin / pharmacology
  • Molecular Structure
  • Picrates / pharmacology

Substances

  • Benzofurans
  • Biphenyl Compounds
  • Picrates
  • artocarpaurone
  • aurone
  • Catechin
  • 1,1-diphenyl-2-picrylhydrazyl