Artarborol, a <i>nor</i>-Caryophyllane Sesquiterpene Alcohol from <i>Artemisia </i><i>arborescens</i><i>.</i> Stereostructure Assignment through Concurrence of NMR Data and Computational Analysis

Abstract

A nor-caryophyllane derivative, artarborol, has been isolated from wormwood (Artemisia arborescens) and its stereostructure established by using a combination of chemical derivatization, NMR data, molecular modeling, and quantum-mechanical calculations. In particular, comparison of experimental 13C NMR data with a Boltzmann-weighed average of 13C NMR chemical shifts, calculated by ab initio DFT method, supported the stereochemical assignment.