Prediction of the structure of nobilisitine a using computed NMR chemical shifts

J Nat Prod. 2011 May 27;74(5):1339-43. doi: 10.1021/np2000446. Epub 2011 Apr 6.

Abstract

1H and 13C NMR computed chemical shifts are determined for eight diastereomers of the originally proposed structure of nobilisitine A, which has recently been shown to be incorrect. On the basis of comparison of the computed chemical shifts with those reported experimentally, we predict that the true structure of nobilisitine A is likely the diastereomer shown here or its enantiomer.

Publication types

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

MeSH terms

  • Alkaloids / chemistry*
  • Alkaloids / isolation & purification
  • Heterocyclic Compounds, 4 or More Rings
  • Liliaceae / chemistry
  • Nuclear Magnetic Resonance, Biomolecular
  • Stereoisomerism

Substances

  • Alkaloids
  • Heterocyclic Compounds, 4 or More Rings
  • nobilisitine A