الملخص الإنجليزي
This thesis reconnoitered the interaction of two different amine molecules, Buspirone
Hydrochloride (BUS) and Propranolol Hydrochloride (PRP) with three different
synthesized Cucurbit[n]urils (CB)s, Cucurbit[6]uril (CB[6]), n-hydroxylated
Cucurbit[6]uril (CB[6]-(OH)n] and Cucuribit[7]uril (CB[7]). Three binary inclusion
complexes were investigated in solution and solid-state, by lyophilization and formation
of physical mixtures in most of the cases 1:1 complexes were obtained, for each amine.
1HNMR and electrospray ionization mass spectrometry (ESI-MS) were used to study the
complexes prepared in aqueous media. The lyophilized solid complexes were
characterized by Fourier transform-infrared spectroscopy (FT-IR), powder X-ray
diffractometry (PXRD), thermogravimetric analysis (TGA), and differential scanning
calorimetry (DSC). ESI-MS, FT-IR and PXRD experimental results demonstrated in this
work reveal that BUS and PRP molecules form stable inclusion complexes with the three
hosts. The TGA and DSC confirmed the enhancement of the thermal stability of each
drug and the production of a thermally stable solid complex. The 1HNMR has shown that
the guests' protons faced shifting in ppm and broadening of peaks upon formation of
inclusion complexes with selected CB[n]s. The diffusion coefficients (D), acquired from
the diffusion-controlled NMR Spectroscopy (DOSY) measurements, for complexation of
BUS and PRP molecules with CB[6], CB[6]-(OH)n, and CB[7], donated lower values in
m2
/s for complexation with CB[6] in the case of PRP and with CB[6]-(OH)n in the case
of BUS. The results presented in this thesis show that the selected drugs are assumed to
form strong inclusion complexes with CB[6], CB[6]-(OH)n, and CB[7] through non covalent interactions such as van der Walls interactions, hydrogen bonding, and ion dipole interactions resulting in enhanced chemical stability of these pharmaceutical
compounds. This study generates initial data for potential drug delivery systems for these
two compounds by CB[n]s.
