title: Benzophenone C- and O-glucosides from Cyclopia genistoides (Honeybush) inhibit mammalian α-glucosidase.
abstract: An enriched fraction of an aqueous extract prepared from the aerial parts of Cyclopia genistoides Vent. yielded a new benzophenone di-C,O-glucoside, 3-C-β-d-glucopyranosyl-4-O-β-d-glucopyranosyliriflophenone (1), together with small quantities of a known benzophenone C-glucoside, 3-C-β-d-glucopyranosylmaclurin (2). The isolated compounds showed α-glucosidase inhibitory activity against an enzyme mixture extracted from rat intestinal acetone powder. Compound 2 exhibited significantly (p < 0.05) higher inhibitory activity (54%) than 1 (43%) at 200 μM. In vitro tests in several cell models showed that 1 and its 3-C-monoglucosylated derivative (3-C-β-d-glucopyranosyliriflophenone) were marginally effective (p ≥ 0.05) in increasing glucose uptake.
authors.affiliation: Department of Food Science, Stellenbosch University , Private Bag X1, Matieland 7602, South Africa.
authors.forename: Theresa
authors.initials: T
authors.lastname: Beelders
authors.forename: D Jacobus
authors.initials: DJ
authors.lastname: Brand
authors.forename: Dalene
authors.initials: D
authors.lastname: de Beer
authors.forename: Christiaan J
authors.initials: CJ
authors.lastname: Malherbe
authors.forename: Sithandiwe E
authors.initials: SE
authors.lastname: Mazibuko
authors.forename: Christo J F
authors.initials: CJ
authors.lastname: Muller
authors.forename: Elizabeth
authors.initials: E
authors.lastname: Joubert
mesh_terms: D000465:Algorithms; D000818:Animals; D001577:Benzophenones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D053998:Cyclopia Plant / Q000737:chemistry*; D005947:Glucose / Q000378:metabolism; D005960:Glucosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D065089:Glycoside Hydrolase Inhibitors / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D008297:Male; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D018515:Plant Leaves / Q000737:chemistry; D051381:Rats; D013019:South Africa; D000520:alpha-Glucosidases / Q000187:drug effects / Q000378:metabolism*
chemical_list: C000595594:3-C-beta-D-glucopyranosyl-4-O-beta-D-glucopyranosyliriflophenone; C000595595:3-C-beta-D-glucopyranosylmaclurin; D001577:Benzophenones; D005960:Glucosides; D065089:Glycoside Hydrolase Inhibitors; D000520:alpha-Glucosidases; D005947:Glucose