Der Pharma Chemica
Journal for Medicinal Chemistry, Pharmaceutical Chemistry, Pharmaceutical Sciences and Computational Chemistry
ISSN: 0975-413X
Abstract
Solvatochromic Studies of Chalcones in Alcohols
Author(s): Sujatha Khanapurmath, Netravati Khanapurmath, ShilpaNayakThe absorption and fluorescence spectra of substituted chalcones have been studied in various alcohols at room temperature. A reasonable agreement is observed with ground and excited state dipole moments which is determined using solvatochromic method based on the solvent properties f1(ε,n) and f2(ε,n). Change in dipole moment is also determined. Chalcones are a class of compounds in which two aromatic planar rings are connected through α, β-unsaturated carbonyl system exerting strong electron donor-acceptor interactions depending on the substituent attached to the aromatic rings. Chalcones have found to be versatile synthetic intermediates in the synthesis of novel heterocycles with good pharmaceutical profile. These are main precursor of flavonoids and isoflavonoids which show a diverse range of pharmacological activities like cytotoxicity, anti-tumour, anti-inflammatory, anti-plasmodial and anti-oxidant. Apart from very important biological and pharmaceutical applications, the photophysical properties of chalcones have attracted considerable research attention including metal sensing, optical materials, laser dyes, etc. These molecules usually show strong polarity-dependent Stokes shifts, large changes in dipole moments on excitation, and very high fluorescence quantum yields. Solvatochromismism dependence of absorption and emission maxima with the polarity of solvents. Excited state properties of the molecules are quite sensitive due to intermolecular solute-media interactions and in turn affect the energy of the electronic states thus gives rise to variation in the spectral shifts. The influence of the solvents on the absorption and emission spectra has been extensively used to determine the magnitude as well as direction of dipolemoment in ground and excited states
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