title: Identification and Enrichment of α-Glucosidase-Inhibiting Dihydrostilbene and Flavonoids from Glycyrrhiza uralensis Leaves.
abstract: To exploit Glycyrrhiza uralensis resources, we examined the bioactive constituents of G. uralensis leaves. Seven chemical components were isolated by repeat column chromatography, and using spectroscopic methods, their structures were determined to be a novel prenylated dihydrostilbene, α,α'-dihydro-3,5,3',4'-tetrahydroxy-2,5'-diprenylstilbene (1); a methylated flavonoid, quercetin-3-Me ether (4); and 5 prenylated flavonoids: 5'-prenylquercetin (3), 8-[(E)-3-hydroxymethyl-2-butenyl]eriodictyol (7), 6-prenyleriodictyol (5), 5'-prenyleriodictyol (6), and 6-prenylquercetin-3-Me ether (2). Compounds 1-7 and their unprenylated counterparts, glycosides, and other related compounds (8-13) were quantitatively analyzed. Using a macroporous resin column, most of these compounds could be enriched in the 40% to 60% ethanol-eluted fractions. Compounds 1-7 showed strong radical scavenging activity toward DPPH, and most of them demonstrated greater inhibitory activity against α-glucosidase than their unprenylated counterparts.
authors.affiliation: School of Life Sciences, Inner Mongolia University , Huhhot, China 010021.
authors.forename: Rigui
authors.initials: R
authors.lastname: Ye
authors.affiliation: School of Life Sciences, Inner Mongolia University , Huhhot, China 010021.
authors.forename: Yu-Hong
authors.initials: YH
authors.lastname: Fan
authors.affiliation: School of Life Sciences, Inner Mongolia University , Huhhot, China 010021.
authors.forename: Chao-Mei
authors.identifier: http://orcid.org/0000-0003-1189-7901
authors.initials: CM
authors.lastname: Ma
mesh_terms: D044950:Flavanones / Q000302:isolation & purification / Q000494:pharmacology; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D016166:Free Radical Scavengers / Q000737:chemistry / Q000494:pharmacology; D065089:Glycoside Hydrolase Inhibitors / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D029882:Glycyrrhiza uralensis / Q000737:chemistry*; D045782:Hemiterpenes / Q000302:isolation & purification / Q000494:pharmacology; D015394:Molecular Structure; D010936:Plant Extracts / Q000032:analysis / Q000737:chemistry; D018515:Plant Leaves / Q000737:chemistry; D013267:Stilbenes / Q000302:isolation & purification / Q000494:pharmacology; D000520:alpha-Glucosidases / Q000378:metabolism
chemical_list: C000617952:8-(3-hydroxymethyl-2-butenyl)eriodictyol; D044950:Flavanones; D005419:Flavonoids; D016166:Free Radical Scavengers; D065089:Glycoside Hydrolase Inhibitors; D045782:Hemiterpenes; D010936:Plant Extracts; D013267:Stilbenes; C000617971:alpha,alpha'-dihydro-3,5,3',4'-tetrahydroxy-2,5'-diprenylstilbene; D000520:alpha-Glucosidases
keywords: Glycyrrhiza; chemical constituents; leaves of Glycyrrhiza uralensis; prenylated flavonoids; α,α′-dihydro-3,5,3′,4′-tetrahydroxy-2,5′-diprenylstilbene