POLYPHENOLIC COMPOUNDS FROM PLANTAGO MAJOR L. AND PLANTAGO LANCEOLATA

Abstract

The chemical composition of plant polyphenols Plantago major L. and Plantago lanceolata L. growing in Uzbekistan was studied. More than 20 compounds, including 7 flavonoids, 9 phenolic acids, and 8 hydrolysable tannins, the ages of which have been determined using physicochemical methods of research have been isolated from plants. From P. major L., along with well-known phenolic compounds, such as gallic acid, rutin, luteolin, isorhamnetin, hyperoside, quercetin, substances belonging to the class of tannins – 1,2,3,4,6-penta-O-galloyl-β-D-glucopyranose, 1,2,3-tri-O-galloyl-β-D-glucopyranose, 1,3,4,6-tetra-O-galloyl-β-D-glucopyranose and 2 new hydrolysable tannins were isolated – hexahydroxydiphenoyl diester-1-(O-2-O-galloyl-β-D-glucopyranoside)-1-(O-β-D-xylopyranoside), hexahydroxydiphenoyl-1-(O-β-D-glucopyranoside) diester)-2-(O-4-O-halloyl-β-D-glucopyranoside).
 From the aerial part of the P. lanceolata L. plant, along with known polyphenols such as gallic acid, quercetin-3-rutinoside, quercetin-3-O-β-D-galactopyranoside, kaempferol, quercetin, rhamnetin, 4 hydrolysable tannins were isolated for the first time: 3-O-galloyl-4,6-hexahydroxydi-phenoyl-β-D-glucopyranose, 2,3-di-O-galloyl-β-D-glucopyranose, 1,2,3-tri-O-galloyl-β-D-glucopyranose, 2-O-bis-digalloyl-4,6-valoneyl-β-D-glucose. Based on the results of chemical (acid and stepwise hydrolysis) and physical (UV-, IR-, 1H, 13C NMR spectroscopy) research methods, it was proved that the diester of hexahydroxydiphenoyl-1-(O-2-O-galloyl-β-D-glucopyranoside)-1-(O-β-D-xylopyranoside), diester hexahydroxydiphenoyl-1-(O-β-D-glucopyranoside)-2-(O-4-O-galloyl-β-D-glucopyranoside) (P. major L.) and 2-O-bis-digalloyl-4,6-valoneyl-β-D-glucose (P. lanceolata L.) are new hydrolysable tannins not described in the literature previously.