Carbon Multiplicity Editing in Long-Range Heteronuclear Correlation NMR Experiments: A Valuable Tool for the Structure Elucidation of Natural Products

J Nat Prod. 2015 Sep 25;78(9):2236-41. doi: 10.1021/acs.jnatprod.5b00447. Epub 2015 Aug 25.

Abstract

A recently developed NMR method to simultaneously obtain both long-range heteronuclear correlations and carbon multiplicity information in a single experiment, ME-selHSQMBC, is demonstrated as a potentially useful technique for chemical shift assignment and structure elucidation of natural products presenting complicated NMR spectra. Carbon multiplicities, even for C/CH2 and odd for CH/CH3 resonances, can be distinguished directly from the relative positive/negative phase of cross-peaks. In addition, connectivity networks can be further extended by incorporating a TOCSY propagation step. Staurosporine (1) and sungucine (2) are utilized as model compounds to demonstrate these techniques.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biological Products / chemistry*
  • Carbon / chemistry*
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular / methods*
  • Staurosporine / chemistry
  • Strychnine / chemistry

Substances

  • Biological Products
  • sungucine
  • Carbon
  • Staurosporine
  • Strychnine