Spectral and molecular modeling investigations of supramolecular complexes of mefenamic acid and aceclofenac with α- and ß-cyclodextrin.

Inclusion complexes of mefenamic acid (MFA) and aceclofenac (ALF) with α- and ß-cyclodextrins (CDs) in aqueous medium were investigated by absorption, fluorescence, time-resolved fluorescence methods. The solid inclusion complexes between drugs and CDs were characterized by SEM, TEM, FT-IR, 1H NMR, DSC and powder XRD techniques. Spectral studies indicated that both CDs form 1:1 inclusion complex with MFA and ALF. The experimental results revealed that the inclusion process is a spontaneous process. Time-resolved fluorescence studies suggested that ALF exhibited biexponential decay in aqueous and triexponential decay in CD whereas significant enhancement of lifetime of decay components of MFA was observed. Morphologies of drug-CD complexes observed by TEM demonstrate that self-aggregates of MFA/α-CD, ALF/α-CD and ALF/ß-CD were nano-sized particles while vesicles were observed for MFA/ß-CD. A spatial arrangement of inclusion complex is proposed based on 1H NMR and PM3 results. Investigations of thermodynamic and electronic properties confirmed the stability of the inclusion complex.

Fabrication of cyclodextrins-procainamide supramolecular self-assembly: shape-shifting of nanosheet into microtubular structure.

Encapsulation behavior of α- and ß-cyclodextrins (α-CD, ß-CD) with procainamide hydrochloride (PCA) has been investigated by absorption, fluorescence, time-resolved fluorescence, proton nuclear magnetic resonance spectroscopy, scanning electron microscope, Fourier transform-infrared spectroscopy, differential scanning calorimetry, and powder X-ray diffraction techniques. Spectral results revealed that PCA forms 1:2 drug-CD2 inclusion complexes with CDs. Novel supramolecular self-assemblies have been fabricated by inclusion complexation of PCA with α-CD/ß-CD and characterized by transmission electron microscope and micro-Raman imaging. The obtained results from transmission electron microscope indicated that PCA/α-CD complex could form nano-sized particles. However, when the macrocyclic ring with six glucose units was switched into seven glucose units, the resultant PCA/ß-CD complex could be self-assembled to micro-sized tubular structures. Shape-shifting of 2D nanosheet into 1D microtube by simple rolling mechanism was analyzed. Thermodynamic parameters of inclusion process were determined by Parameter Method 3 calculations.

Photophysical behaviour of 2,6-diaminoanthraquinone in different solvents and at various pH.

The absorption and fluorescence spectral properties of 2,6-diaminoanthraquinone (DAAQ) have been investigated in a series of organic solvents of different polarity and in aqueous solutions with H o/pH/H_ in the range -10 to 17. The Stokes shift of DAAQ is correlated with various polarity scales. The study reveals the fluorescence of DAAQ dication is red shifted on protonation. The abnormal fluorescence of DAAQ dication is found to be due to large solvent relaxation in polar medium. The acidity constants for various prototropic reactions in S o and S1 states are determined and discussed.

Unusual luminescence characteristics of aminobiphenyls.

Analysis of fluorescence solvatochromic shifts of ortho, meta and para aminobiphenyls reveals that the change in dipolemoment of m-aminobiphenyl on excitation is more when compared to other isomers. This change is due to the resonance interaction of unsubstituted phenyl ring with -NH2 group at meta position in the excited singlet state. The fluorimetric titration curves of three aminobiphenyls are found to be different from each other. The stretched sigmoidal curves obtained for m-aminobiphenyl indicates that the rates of proton transfer in S1 state are comparable to the rates of fluorescence.