Planta Med 2005; 71(8): 691-700
DOI: 10.1055/s-2005-871298
Review
© Georg Thieme Verlag KG Stuttgart · New York

Hyphenated NMR Methods in Natural Products Research, Part 1: Direct Hyphenation

Jerzy W. Jaroszewski1
  • 1Department of Medicinal Chemistry, The Danish University of Pharmaceutical Sciences, Copenhagen, Denmark
Further Information

Publication History

Received: June 7, 2005

Accepted: July 18, 2005

Publication Date:
11 August 2005 (online)

Abstract

This review describes the current status of the development of techniques combining liquid chromatography and nuclear magnetic resonance and their use in the context of natural products. HPLC-NMR methods have a rapidly growing impact on natural products research by enabling structure determination of natural products directly from small amounts of extracts, i. e., prior to the investment in an often lengthy and laborious preparative-scale isolation process. This speeds up extract dereplication and helps to avoid re-isolation of already known extract constituents. Direct HPLC-NMR hyphenation techniques, defined as methods in which NMR spectra are recorded using the HPLC eluate, are described. The recently developed indirect HPLC-NMR method employing an automated solid-phase extraction interface between HPLC and NMR, which replaces the chromatographic solvent with a different solvent for NMR data acquisition, is described in the second part of this review.

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  • 111 Guilet D, Guntern A, Ioset J R, Queiroz E F, Ndjoko K, Foggin C M. et al . Absolute configuration of a tetrahydrophenanthrene from Heliotropium avalifolium by LC-NMR of its Mosher esters.  J Nat Prod. 2003;  66 17-20
  • 112 Exarchou V, Godejohann M, van Beek T A, Gerothanassis I P, Vervoort J. LC-UV-solid-phase extraction-NMR-MS combined with a cryogenic flow probe and its application to the identification of compounds present in Greek oregano.  Anal Chem. 2003;  75 6288-94
  • 113 Clarkson C, Stærk D, Hansen S H, Jaroszewski J W. Hyphenation of solid-phase extraction with liquid chromatography and nuclear magnetic resonance: application of HPLC-DAD-SPE-NMR to identification of constituents of Kanahia laniflora .  Anal Chem. 2005;  77 3547-53
  • 114 Lambert M, Stærk D, Hansen S H, Jaroszewski J W. HPLC-SPE-NMR hyphenation in natural products research: optimization of analysis of Croton membranaceus extract. Magn Res Chem, in press
  • 115 Lambert M, Stærk D, Hansen S H, Sairafianpour M, Jaroszewski J W. Rapid extract dereplication using HPLC-SPE-NMR: analysis of isoflavonoids from Smirnowia iranica . J Nat Prod, in press

Prof. Jerzy W. Jaroszewski

Department of Medicinal Chemistry

The Danish University of Pharmaceutical Sciences

Universitetsparken 2

2100 Copenhagen

Denmark

Fax: +45-3530-6040

Email: jj@dfuni.dk