The effect of the water on the curcumin tautomerism: A quantitative approach

Manolova, Yana and Deneva, Vera and Antonov, Liudmil and Drakalska, Elena and Momekova, Denitsa and Lambov, Nikolay (2014) The effect of the water on the curcumin tautomerism: A quantitative approach. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 132. pp. 815-820.

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Abstract

The tautomerism of curcumin has been investigated in ethanol/water binary mixtures by using UV–Vis spectroscopy and advanced quantum-chemical calculations. The spectral changes were processed by using advanced chemometric procedure, based on resolution of overlapping bands technique. As a result, molar fractions of the tautomers and their individual spectra have been estimated. It has been shown that in ethanol the enol–keto tautomer only is presented. The addition of water leads to appearance of a new spectral band, which was assigned to the diketo tautomeric form. The results show that in 90% water/10% ethanol the diketo form is dominating. The observed shift in the equilibrium is explained by the quantum chemical calculations, which show that water molecules stabilize diketo tautomer through formation of stable complexes. To our best knowledge we report for the first time quantitative data for the tautomerism of curcumin and the effect of the water.

Item Type: Article
Subjects: Medical and Health Sciences > Other medical sciences
Divisions: Faculty of Medical Science
Depositing User: Elena Drakalska
Date Deposited: 08 Jul 2014 09:40
Last Modified: 08 Jul 2014 09:40
URI: http://eprints.ugd.edu.mk/id/eprint/10453

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