Premium
A Spectroscopic Study of Colchicine in the Solid State and in Solution by Multinuclear Magnetic Resonance and Vibrational Circular Dichroism
Author(s) -
Virgili Albert,
QuesadaMoreno Ma Mar,
AvilésMoreno Juan Ramón,
LópezGonzález Juan Jesús,
Ángeles García M.,
Claramunt Rosa M.,
Torres M. Rosario,
Jimeno M. Luisa,
Reviriego Felipe,
Alkorta Ibon,
Elguero José
Publication year - 2014
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201300395
Subject(s) - chemistry , enantiomer , circular dichroism , vibrational circular dichroism , density functional theory , ring (chemistry) , crystallography , coupling constant , carbon 13 nmr , chemical shift , solid state nuclear magnetic resonance , computational chemistry , nuclear magnetic resonance spectroscopy , resonance (particle physics) , nuclear magnetic resonance , stereochemistry , organic chemistry , atomic physics , physics , particle physics
Although 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; 1 H‐, 13 C‐, and 15 N‐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.