Conformational evaluation and detailed 1H and 13C NMR assignments of eremophilanolides

Eleuterio Burgueño-Tapia, Luis R. Hernández, Adriana Y. Reséndiz-Villalobos, Pedro Joseph-Nathan

Research output: Contribution to journalArticlepeer-review

22 Scopus citations

Abstract

Extensive application of 1D and 2D NMR methodology, combined with molecular modeling, allowed the complete 1H and 13C NMR assignments of eremophilanolides from Senecio toluccanus. Comparison of the experimental 1H, 1H coupling constant values with those generated employing a generalized Karplus-type relationship, using dihedral angles extracted from MMX and DFT calculations, revealed that the epoxidized eremophilanolides 1 and 2 show conformational rigidity at room temperature, whereas molecules 3-6, containing an isolated double bond, are conformationally mobile.

Original languageEnglish
Pages (from-to)887-892
Number of pages6
JournalMagnetic Resonance in Chemistry
Volume42
Issue number10
DOIs
StatePublished - Oct 2004

Keywords

  • 2D NMR
  • Asteraceae
  • C NMR
  • Conformational analysis
  • Eremophilanolides
  • Furanoeremophilanes
  • H NMR
  • NMR
  • Senecio toluccanus
  • Senecionae
  • Sesquiterpenelactones

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