Interactions of Poly(vinylpyrrolidone) with Ibuprofen and Naproxen: Experimental and Modeling Studies

Abstract

The differences in the interaction of PVP with racemic IBP, enantiomer IBP, and NAP can be related to the differences in their crystal structures. The correlation between the experimental data and the results of the molecular modeling analysis suggest that the IBP dimmer structures are likely to perform HB and aromatic interactions with PVP.

Effect of the chiral discrimination on the vibrational properties of (R)-, (S)- and (R,S)-ibuprofen/methyl-β-cyclodextrin inclusion complexes

“…As specified in the Introduction, and based on our previous FTIR-ATR and quantum chemical results [18,19], uncomplexed IBP prevalently develops dimeric entities derived from symmetric hydrogen bonding of the two carboxylic groups of adjacent molecules. However, as it turns out from molecular mechanics calculations and X-ray crystallographic data [3,9], in the unit cell of (S)-IBP (or (R)-IBP) the molecules in the dimer are in different conformational state, though both in the (S)-(or (R)-) configuration. In contrast, the racemate IBP dimer is formed by hydrogen bonds across a centre of inversion, with one molecule in the (R)-configuration, and the other in the (S)-configuration ( figure 3).…”

“…Structural properties of IBP enantiomers and racemate have been widely characterized, by different experimental techniques and simulation [3][4][5][6][7][8][9][10][11]. In particular, it was observed that in crystal lattices of both (S)-and (R, S)-IBP two molecules are arranged to form a cyclic dimer through hydrogen bonds between their carboxylic groups COOH.…”

Development of a Predictive Model for the Stabilizer Concentration Estimation in Microreservoir Transdermal Drug Delivery Systems Using Lipophilic Pressure-Sensitive Adhesives as Matrix/Carrier

“…Studies of the interactions between PVP and drugs have been published for diverse other formulations [11][12][13] . These studies were more focused on evaluation of the drug release properties from the microreservoirs rather than on thermodynamics and physico-chemical properties of such type of TDDS 9,[14][15][16] .…”

Interaction of naproxen with calcium carbonate: physicochemical characterization and in vitro drug release studies

“…[20][21][22] The crystal structure of naproxen reveals that it exists as a trimolecular catemer. 23 The catemer of naproxen is mainly characterized by the vibrations at 1725 cm −1 and 1684 cm −1 in the fingerprint region attributed to non-hydrogen-bonded -C=O stretching and hydrogen-bonded -C=O stretching, respectively. The FTIR spectra of the pure naproxen, the physical mixture, and other freeze-dried materials are shown in Figure 1.…”