Abstract
This work studied the fluorescent and solvatochromic properties of coumarin and its derivatives aiming to contribute in the elucidation of the excited state behavior of the molecule in solvent mixtures. This approach has been developed through a set of measurements involving different solvent ratios, which present distinct dielectric constants. The excitation and fluorescence maxima were largely blue-shifted with increasing participation of the organic solvent and the Stokes shifts were unusually low in mixtures with lower solvent polarity parameter, Δf. The emission intensity of coumarin was extremely sensitive to the polarity and the different structural conformations of solvents. These results influenced the spectroscopic behavior and explain the deviation from the linearity of the Lippert-Mataga relationship. The use of fluorescence spectroscopy makes the understanding of the behavior of the systems studied when in the presence of different environments being extremely important for the identification and characterization of coumarin in different pharmaceutical formulations.
Highlights
Coumarin compounds constitute a class of secondary metabolites widely found in plants.[1,2] These compounds are recognized by a great variability of biological activities, especially chemotherapy agents, presenting antimicrobial, antiviral, antioxidant, antitumor, antispasmodic and antiinflammatory activities.[3,4,5,6,7] Coumarin compounds are usually employed as additive in dyes and sprays as well as in aromatization of foods.[8]
Excitation and fluorescence spectra of coumarin and its derivatives were recorded in different solvents and solvent mixtures
Results showed the complexity of the solvatochromic behavior of coumarin and the relevance of the studies focused on the mixture of solvents in order to understand the physicochemical properties of this organic compound
Summary
Coumarin compounds constitute a class of secondary metabolites widely found in plants.[1,2] These compounds are recognized by a great variability of biological activities, especially chemotherapy agents, presenting antimicrobial, antiviral, antioxidant, antitumor, antispasmodic and antiinflammatory activities.[3,4,5,6,7] Coumarin compounds are usually employed as additive in dyes and sprays as well as in aromatization of foods.[8]. This tool presents advantages regarding this kind of instrumental evaluation, such as high sensitivity when compared with the spectroscopy of electronic absorption in the ultravioletvisible region (UV-Vis) and high selectivity to compounds that present fluorescent properties
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