Triquinanes and Related Sesquiterpenes Revisited Computationally: Structure Corrections of Hirsutanols B and D, Hirsutenol E, Cucumin B, Antrodins C-E, Chondroterpenes A and H, Chondrosterins C and E, Dichrocephone A, and Pethybrene

Andrei G Kutateladze; Dmitry M Kuznetsov

doi:10.1021/acs.joc.7b02018

Triquinanes and Related Sesquiterpenes Revisited Computationally: Structure Corrections of Hirsutanols B and D, Hirsutenol E, Cucumin B, Antrodins C-E, Chondroterpenes A and H, Chondrosterins C and E, Dichrocephone A, and Pethybrene

J Org Chem. 2017 Oct 20;82(20):10795-10802. doi: 10.1021/acs.joc.7b02018. Epub 2017 Oct 6.

Authors

Andrei G Kutateladze¹, Dmitry M Kuznetsov¹

Affiliation

¹ Department of Chemistry and Biochemistry, University of Denver , Denver, Colorado 80208, United States.

PMID: 28886245
DOI: 10.1021/acs.joc.7b02018

Abstract

NMR data for 90+ natural sesquiterpenes possessing triquinane cores were examined with the help of a relatively fast parametric/DFT hybrid computational method, DU8+. Thirteen of these compounds, i.e., approximately 14% of the sample, required structure correction. This rate of misassignment is similar to the percentage of misassigned halogenated sesquiterpenes reported previously.

Publication types

Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

Molecular Structure
Quantum Theory
Sesquiterpenes / chemistry*

Substances

Sesquiterpenes