The structure proposed for apteniol D is different from that of the compound obtained by total synthesis

Nat Prod Res. 2017 Jan;31(2):163-168. doi: 10.1080/14786419.2016.1224867. Epub 2016 Aug 25.

Abstract

We describe the synthesis of 4,4'-oxyneolignan, the proposed structure for naturally occurring apteniol D. The diphenyl ether moiety in 4,4'-oxyneolignan was formed via classical Ullmann ether synthesis using excess copper powder in N,N-dimethylacetamide. The spectral data of synthesised apteniol D show differences compared to those of naturally occurring apteniol D.

Keywords: Aptenia cordifolia; Ullmann ether synthesis; apteniol; diphenyl ether.

MeSH terms

  • Aizoaceae / chemistry
  • Ethers / chemistry
  • Hydrogen-Ion Concentration*
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Phenyl Ethers / chemistry*
  • Spectrophotometry, Infrared

Substances

  • Ethers
  • Phenyl Ethers
  • apteniol D