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Title

A Spectroscopic study of colchicine in the solid state and in solution by multinuclear magnetic resonance and vibrational circular dichroism

AuthorsVirgili, Albert; Quesada-Moreno, M. Mar; Avilés-Moreno, Juan Ramón; López-González, Juan Jesús; García, M. Ángeles; Claramunt, Rosa M.; Torres, M. Rosario; Jimeno, M. Luisa ; Reviriego, Felipe ; Alkorta, Ibon ; Elguero, José
KeywordsColchicine
Racemization
Chiral solvating agents
X-Ray crystallography
Vibrational circular dichroism (VCD)
Issue Date2014
PublisherWiley-VCH
CitationHelvetica Chimica Acta 97: 471- 490 (2014)
AbstractAlthough almost 200-years-old, several unknown aspects remain to be explored of colchicine, the unique available drug for acute flares of gout. In this article, we report density-functional theory (DFT) studies of geometry, energy, and NMR; 1H-, 13C-, and 15N-NMR chemical shifts and some spin-spin coupling constants, including the complete analysis of the saturated part (ring B); the assignment of both enantiomers by NMR using a chiral solvating agent; solid-state NMR experiments of the different forms of natural and racemic colchicine, and IR and vibrational circular dichroism (VCD) studies of these same forms. Copyright © 2014 Verlag Helvetica Chimica Acta AG, Zürich.
URIhttp://hdl.handle.net/10261/97452
DOI10.1002/hlca.201300395
Identifiersdoi: 10.1002/hlca.201300395
issn: 0018-019X
e-issn: 1522-2675
Appears in Collections:(IQM) Artículos
(CENQUIOR) Artículos
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