Spectral properties and inclusion of 3-(4′-dimethylaminophenyl)-1-(2-furanyl)prop-2-en-1-one in organized media of micellar solutions, β-cyclodextrin and viscous medium

• Published in: Colloids and surfaces, B, Biointerfaces B, Biointerfaces, 2008-10, Vol.66 (1), p.103-109
• Main Authors: Gaber, M., El-Daly, S.A., El-Sayed, Y.S.
• Format: Article
• Language: English
• Subjects: 3-(4′-Dimethylaminophenyl)-1-(2-furanyl)prop-2-en-1-one; beta-Cyclodextrins - chemistry; Carcinogens - chemistry; Chalcone; Chalcone - chemistry; Dioxanes - chemistry; Fluorescence; Furans - chemistry; Inclusion complex; Micellar; Micelles; Sodium Dodecyl Sulfate - chemistry; Solutions; Spectrophotometry, Ultraviolet; Surface-Active Agents - chemistry; Thermodynamic parameters; Viscosity; Viscosity effect; Water - chemistry; β-Cyclodextrin
• ISSN: 0927-7765; 1873-4367
• DOI: 10.1016/j.colsurfb.2008.05.015

On the line of a previous work on the spectral properties of some of heteroaryl chalcone, the absorption and fluorescence emission spectral properties of 3-(4′-dimethylaminophenyl)-1-(2-furanyl)prop-2-en-1-one (DMAFP), have been investigated in organized media of aqueous micellar and β-cyclodextrin (β-CD) solutions. While the absorption spectra are less sensitive to the nature of the added surfactant or β-CD, the characteristics of the intramolecular charge transfer (ICT) fluorescence are highly sensitive to the properties of the medium. The ICT maximum is strongly blue-shifted with a great enhancement in the fluorescence quantum yield on adding micellar or β-CD. This indicates the solubilization of DMAFP in the micellar core and formation of an inclusion complex with β-CD. The critical micelle concentrations (CMC) as well as the polarity of the micellar core of SDS, CTAB and TX-100 have been determined. The CMC values are in good agreement with the reported values while the polarity is lower indicating that DMAFP molecules are incorporated in the micellar core not at the micellar interface. The inclusion constants of binding of DMAFP in micellar or β-CD have been also determined. The thermodynamic parameters of formation of DMAFP:CD inclusion complex have been calculated from the temperature dependence of the fluorescence spectra of the formed complex. The highly negative value of formation entropy (Δ S = −98.0 J mol −1 K −1) reflects the high restrictions imposed on the movement of both the host and included guest molecules which is consistent with the increase of the fluorescence yield and blue shift of the fluorescence maximum.