Relative Stereochemistry and Absolute Configuration of Farinosin, a Eudesmanolide From Encelia farinosa

Chirality. 2016 May;28(5):415-9. doi: 10.1002/chir.22595. Epub 2016 Mar 29.

Abstract

The naturally occurring eudesmanolide farinosin () is now fully characterized for the first time despite its original isolation almost half a century ago. The early assumed relative stereochemistry and absolute configuration were confirmed by vibrational circular dichroism together with evaluation of the Hooft X-ray parameters. The molecular conformation is very similar in the gas stage and in the solid state. Chirality 28:415-419, 2016. © 2016 Wiley Periodicals, Inc.

Keywords: Hooft parameter; absolute configuration; relative stereochemistry; single crystal X-ray diffraction; vibrational circular dichroism.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Asteraceae / chemistry*
  • Circular Dichroism
  • Crystallography, X-Ray
  • Molecular Structure
  • Sesquiterpenes / chemistry*
  • Stereoisomerism

Substances

  • Sesquiterpenes
  • eudesmanolide