Complete 1 H NMR assignment of cedranolides

Magn Reson Chem. 2017 Mar;55(3):169-176. doi: 10.1002/mrc.4246. Epub 2015 Jul 1.

Abstract

Complete and unambiguous 1 H NMR chemical shift assignment of α-cedrene (2) and cedrol (9), as well as for α-pipitzol (1), isocedrol (10), and the six related compounds 3-8 has been established by iterative full spin analysis using the PERCH NMR software (PERCH Solutions Ltd., Kuopio, Finland). The total sets of coupling constants are described and correlated with the conformational equilibria of the five-membered ring of 1-10, which were calculated using the complete basis set method. Copyright © 2015 John Wiley & Sons, Ltd.

Keywords: 1H-1H coupling constants; CBS-4M method; PERCH spin-spin simulation; cedrane derivatives; conformational behavior; iterative 1H NMR analysis.

MeSH terms

  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Molecular Conformation
  • Polycyclic Sesquiterpenes
  • Sesquiterpenes / chemistry*
  • Software
  • Terpenes / chemistry*

Substances

  • Polycyclic Sesquiterpenes
  • Sesquiterpenes
  • Terpenes
  • pipitzol
  • cedrene
  • cedrol