Planta Med 2012; 78 - PL30
DOI: 10.1055/s-0032-1325172

New generation of 1H NMR fingerprints for rapid identification of natural products

JG Napolitano 1, 2, DC Lankin 1, T Gödecke 1, MF Rodríguez-Brasco 1, BU Jaki 1, 2, SN Chen 1, JB McAlpine 1, 2, GF Pauli 1, 2
  • 1Institute for Tuberculosis Research and
  • 2Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, Illinois 60612, United States

Nuclear Magnetic Resonance (NMR) spectroscopy is a highly versatile technique for structural elucidation in natural product research. However, its implementation as the ultimate identity test requires the accurate determination of the position and multiplicity of each proton resonance of the compound(s) of interest. In this report, quantitative 1H NMR (qHNMR) and computer-aided spectral analysis are combined to develop an efficient methodology for the complete analysis of 1H NMR signal patterns. This approach, termed 1 H iterative Full Spin Analysis (HiFSA), enables the production of detailed, reproducible 1H NMR profiles, i.e., 1H NMR fingerprints. These high resolution, field independent fingerprints can be used to unambiguously identify natural products in a wide variety of samples, including reference materials, enriched fractions, and crude extracts. Furthermore, they also provide a solid starting point for the characterization of structurally related unknown compounds. Illustrative examples of 1H NMR fingerprints of natural products and their generation by HiFSA will be presented.

Fig.1

Fig.2