Spectroscopic and chromatographic investigation of chiral interactions between tiaprofenic acid and alginate–metal-complexes

Abstract

Five alginate–metal-complexes were prepared in the form of beads. ESR and ee% were reported in some cases indicating chiral interactions between Tia and alginate–metal-complexes. IR investigation was carried out to give proof for these interactions.

In vitro kinetic release study of ketoprofen enantiomers from alginate metal complexes

“…In our previous work [35], we gave proof of chiral interactions between ketoprofen and alginate. These interactions, believed to lead to enantioselective release under certain conditions, are mainly due to hydrogen bindings between the carboxylic group of the drug and carboxylic and hydroxyl groups of alginate; similar interactions were proved between tiaprofenic acid and alginate [38]. During, the release experiment, water molecules will participate in hydrogen bonding while penetrating the beads networks.…”

Alginate Metal Complexes and Their Application

“…Our previous studies were among the first publications in this field [62][63][64]. Alginate metal complexes in form of beads were prepared by the ionotropic gelation method.…”

“…Alginate metal complexes in form of beads were prepared by the ionotropic gelation method. Ketoprofen (KTP) was loaded in the first group of beads [62], and tiaprofenic acid (Tia) was loaded in the second one [63]. In all cases, the resulted beads were characterized; bead size, metal content, shrinkage ratio, drug loading, and loading efficiency were calculated.…”

“…In all cases, the resulted beads were characterized; bead size, metal content, shrinkage ratio, drug loading, and loading efficiency were calculated. The in-vitro release was carried out in an aqueous phosphate buffer that resembles gastric medium (6.8-7.4), and the enantioselective release (ESR) was observed in many complexes [62][63][64].…”

“…* PNI-PAAM: poly(N-isopropylacrylamide), Semi-IPN: semi-interpenetrating, HPMC: Hydroxyl propyl methyl cellulose. In order to explore the ESR result, the IR spectrum for all prepared beads types was determined at a range of 4000-400 cm −1 [62,63]. There was an obvious hydrogen bonding between hydroxyl and carboxyl groups of alginates with the Tia and KTP ketone and carboxylic hydroxyl.…”