4.8 Article

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

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 35, Pages 10160-10164

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201502540

Keywords

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

Funding

  1. MINECO [CTQ2012-32436]

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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.

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