Volvalerine A, an unprecedented N-containing sesquiterpenoid dimer derivative from Valeriana officinalis var. latifolia

Fitoterapia. 2016 Mar:109:174-8. doi: 10.1016/j.fitote.2016.01.003. Epub 2016 Jan 11.

Abstract

Volvalerine A (1), a novel N-containing bisesquiterpenoid derivative with a dihydroisoxazole ring, and its possible biosynthetic precursor, 1-hydroxy-1,11,11-trimethyldecahydrocyclopropane azulene-10-one (2), were isolated from the roots of Valeriana officinalis var. latifolia. Their structures and relative configurations were identified using spectroscopic data and X-ray crystallography. A plausible biosynthetic pathway for 1 is also presented.

Keywords: Bisesquiterpenoid; Sesquiterpenoid; Valeriana officinalis var. latifolia; Valerianacae.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylcholinesterase / metabolism
  • Animals
  • Isoxazoles / chemistry*
  • Isoxazoles / isolation & purification
  • Molecular Structure
  • PC12 Cells
  • Plant Roots / chemistry
  • Rats
  • Sesquiterpenes / chemistry*
  • Sesquiterpenes / isolation & purification
  • Triterpenes / chemistry*
  • Triterpenes / isolation & purification
  • Valerian / chemistry*

Substances

  • Isoxazoles
  • Sesquiterpenes
  • Triterpenes
  • Acetylcholinesterase