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

doi:10.1002/anie.201502540

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

Research output: Contribution to journal › Article › Research › peer-review

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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 language	English
Pages (from-to)	10160-10164
Journal	Angewandte Chemie - International Edition
Volume	54
Issue number	35
DOIs	https://doi.org/10.1002/anie.201502540
Publication status	Published - 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

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keywords = "cryptolepis alkaloids, DFT calculations, HD-ADEQUATE, homodecoupling, NMR spectroscopy",

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AU - Saurí, Josep

AU - Bermel, Wolfgang

AU - Buevich, Alexei V.

AU - Sherer, Edward C.

AU - Joyce, Leo A.

AU - Sharaf, Maged H.M.

AU - Schiff, Paul L.

AU - Parella, Teodor

AU - Williamson, R. Thomas

AU - Martin, Gary E.

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KW - DFT calculations

KW - HD-ADEQUATE

KW - homodecoupling

KW - NMR spectroscopy

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ER -

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

Abstract

Keywords

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