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Non-NMR Methods for Structure Elucidation of Saponins

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Saponins in Food, Feedstuffs and Medicinal Plants

Part of the book series: Proceedings of the Phythochemical Society of Europe ((PPSE,volume 45))

Abstract

During the past 20 years NMR methods have become powerful tools for structure elucidation of organic compounds. In the case of saponins and other plant derived glycosidic compounds, significant progress has been made by the development of new 2D NMR experiments. These experiments include 1H-1H correlatad spectroscopy (COSY), 1H-1H total correlatad spectroscopy (TOCSY), 1H detected heteronuclear multiple quantum coherence spectroscopy (HMQC), and 1H detected heteronuclear multiple quantum-multiple bond coherence spectroscopy (HMBC). This progress has resulted in the situation that today a considerable number of scientists rely solely on NMR methods for structure elucidation of saponins. Hence, many papers exist where structures of new saponins are proposed on the basis of NMR methods only. To critically evaluate the situation it is clearly necessary to define which results can be obtained by NMR methods and what is not possible. Results available from NMR are

  • structure of the aglycone, including stereochemistry of substituents

  • identification of component monosaccharides, including information about ring size, ring conformation and glycosidic linkage (H1-H1 and H1-C1 coupling constants)

  • linkage positions and sequence of the sugar chain (HMBC)

  • structure of acyl moieties and linkage positions of acyl moieties.

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Authors and Affiliations

  1. Institute of Pharmacy, Ernst-Moritz-Arndt-University of Greifswald, Friedrich-Ludwig-Jahn-Str 15a, D-17487, Greifswald, Germany

    T. Schöpke

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Editors and Affiliations

  1. Institute of Soil Science and Plant Cultivation, Pulawy, Poland

    Wieslaw Oleszek

  2. University of Lausanne, Lausanne, Switzerland

    Andrew Marston

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Schöpke, T. (2000). Non-NMR Methods for Structure Elucidation of Saponins. In: Oleszek, W., Marston, A. (eds) Saponins in Food, Feedstuffs and Medicinal Plants. Proceedings of the Phythochemical Society of Europe, vol 45. Springer, Dordrecht. https://doi.org/10.1007/978-94-015-9339-7_10

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  • DOI: https://doi.org/10.1007/978-94-015-9339-7_10

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