Chukfuransins A-D, four new phragmalin limonoids with β-furan ring involved in skeleton reconstruction from Chukrasia tabularis

Org Lett. 2013 Aug 2;15(15):3902-5. doi: 10.1021/ol401650m. Epub 2013 Jul 23.

Abstract

Four new phragmalin limonoids (chukfuransins A-D) were isolated from the twigs and leaves of Chukrasia tabularis. Chukfuransins A (1) and B (2) feature a unique C-15/C-20 linkage proposed to be built by a biogenetic pathway involving Michael addition. Chukfuransins C (3) and D (4) feature the C-15/C-21 linkage. Their structures and absolute configurations were established by NMR techniques and X-ray crystallographic analysis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Crystallography, X-Ray
  • Furans / chemistry*
  • Furans / isolation & purification*
  • Limonins / analysis
  • Limonins / chemistry*
  • Limonins / isolation & purification*
  • Magnetic Resonance Spectroscopy
  • Meliaceae / chemistry*
  • Molecular Structure
  • Plant Bark / chemistry*
  • Plant Stems / chemistry*

Substances

  • Furans
  • Limonins
  • furan