Send to:

Choose Destination
See comment in PubMed Commons below
Org Lett. 2006 Jun 22;8(13):2895-8.

Predicting NMR spectra by computational methods: structure revision of hexacyclinol.

Author information

  • 1Department of Chemistry, 1102 Natural Sciences II, University of California-Irvine, 92697-2025, USA.


[structure: see text] The structure of the natural product hexacyclinol was reassigned from endoperoxide 1 to the diepoxide 7 on the basis of calculated (13)C chemical shift data using HF/3-21G geometries and mPW1PW91/6-31G(d,p) GIAO NMR predictions. These predictions correlate very well with experimental data for three other highly oxygenated natural products, elisapterosin B, maoecrystal V, and elisabethin A. Hexacyclinol is proposed to arise from acid-catalyzed rearrangement of panepophenanthrin in the presence of methanol.

[PubMed - indexed for MEDLINE]
PubMed Commons home

PubMed Commons

How to join PubMed Commons

    Supplemental Content

    Full text links

    Icon for American Chemical Society
    Loading ...
    Write to the Help Desk