Abstract
The 1:1 molecular complex of licorice triterpene glycoside glycyrrhizic acid (in the form of monoammonium salt) with cholesterol was obtained in 80% aqueous isopropyl alcohol for the first time. The complexation was studied by 13C NMR, UV, and ATR IR-Fourier spectroscopy. The hydrogen bonds and hydrophobic interactions are formed in the molecular complex.
Highlights
Glycyrrhizin (glycyrrhizic acid, 3-О-β-D-glucuronopyranosyl-(1→2)О-β-D-glucuronopyranoside of 18β-gly cyrrhetinic acid, GA; Fig. 1) is the dominant triterpene saponin from licorice roots Glycyrrhiza glabra L. and Glycyrrhiza uralensis Fisch. (Fabaceae) [1, 2]
In order to consider the possibility of complexation of GC with Chol in various media, we studied their intermolecular interaction in aqueous isopropyl alcohol by NMR, IR, and UV spectroscopy
The intermolecular interaction of GC with Chol was studied by UV spectroscopy
Summary
Glycyrrhizin (glycyrrhizic acid, 3-О-β-D-glucuronopyranosyl-(1→2)О-β-D-glucuronopyranoside of 18β-gly cyrrhetinic acid, GA; Fig. 1) is the dominant triterpene saponin from licorice roots Glycyrrhiza glabra L. and Glycyrrhiza uralensis Fisch. (Fabaceae) [1, 2]. In order to consider the possibility of complexation of GC with Chol in various media, we studied their intermolecular interaction in aqueous isopropyl alcohol by NMR, IR, and UV spectroscopy. IR spectrum of the complex of GC with Chol (ν, cm–1): 3216 (ОН, NH), 2928 (CH), 2903 (CH), 2863 (CH), 1717 (С=О), 1698 (С=О), 1669 (С=СChol), 1648 (С(11)=О, C=CGC), 1586 (СОО–), 1459 (СН), 1450 (СН), 1433 (СН), 1424 (NH4+), 1418 (СОО–), 1386 (СН), 1379 (СН), 1362 (СН), 1339 (СН), 1316 (СН), 1277 (СН), 1261 (СН), 1211 (СН), 1163 (С–О–С, С–ОН), 1038 (С–О–С, С–ОН), 1030 (С–О–С, С–ОН), 978 (=CH), 947 (СН), 919 (monosaccharide ring, =CH), 880 (СН), 818 (СН), 795 (СН), 741 (СН), 719 (СН), 692 (СН), 685 (СН), 679 (=CH), 662 (ОН).
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