Homodecoupled 1,1- and 1,n-ADEQUATE: Pivotal NMR Experiments for the Structure Revision of Cryptospirolepine

Josep Saurí, Wolfgang Bermel, Alexei V. Buevich, Edward C. Sherer, Leo A. Joyce, Maged H.M. Sharaf, Paul L. Schiff, Teodor Parella, R. Thomas Williamson, Gary E. Martin

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    Abstract

    © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. Cryptospirolepine is the most structurally complex alkaloid discovered and characterized thus far from any Cryptolepis specie. Characterization of several degradants of the original, sealed NMR sample a decade after the initial report called the validity of the originally proposed structure in question. We now report the development of improved, homodecoupled variants of the 1,1- and 1,n-ADEQUATE (HD-ADEQUATE) NMR experiments; utilization of these techniques was critical to successfully resolving long-standing structural questions associated with crytospirolepine.
    Original languageEnglish
    Pages (from-to)10160-10164
    JournalAngewandte Chemie - International Edition
    Volume54
    Issue number35
    DOIs
    Publication statusPublished - 1 Aug 2015

    Keywords

    • cryptolepis alkaloids
    • DFT calculations
    • HD-ADEQUATE
    • homodecoupling
    • NMR spectroscopy

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    Saurí, J., Bermel, W., Buevich, A. V., Sherer, E. C., Joyce, L. A., Sharaf, M. H. M., Schiff, P. L., Parella, T., Williamson, R. T., & Martin, G. E. (2015). Homodecoupled 1,1- and 1,n-ADEQUATE: Pivotal NMR Experiments for the Structure Revision of Cryptospirolepine. Angewandte Chemie - International Edition, 54(35), 10160-10164. https://doi.org/10.1002/anie.201502540