title: Flavonoids with acetylated branched glycans and bioactivity of Tipuana tipu (Benth.) Kuntze leaf extract.
abstract: The new acetylated kaempferol tetraglycoside, kaempferol-3-O-[2″(4-acetylrhamnopyranosyl)-3″-galactopyranosyl] robinobioside (1), was isolated from the aqueous methanolic leaf extract of Tipuana tipu Benth. The known kaempferol 3-[2″-(4-acetyl-rhamnosyl)] robinobioside (2), kaempferol 3-O-2″-rhamnopyranosylrutinoside (3), rutin (4), kaempferol 3-O-rutinoside (5), kaempferol 3-O-glucopyranoside (6), kaempferol 3-O-galactopyranoside (7), quarcetin 3-O-glucopyranoside (8), kaempferol (9) and quercetin (10) together with the chlorogenic acid (11) were also isolated and characterised. Structures were established on the basis of chemical and spectroscopic analysis including (1)H NMR, (13)C NMR, 2D NMR and ESI-MS. The methanol extract exhibited moderate antioxidant activity, IC50 28.96 μg/mL, compared with ascorbic acid (1.83 μg/mL) and tertiary-butylhydroquinone (1.92 μg/mL). The methanol and chloroform extracts exhibited potent cytotoxic activity; the former was found to be active against larynx and liver cell lines, while the latter being active against intestine and liver cell lines.
authors.affiliation: a Department of Pharmacognosy , Faculty of Pharmacy, Misr international University , Cairo , Egypt.
authors.forename: Manal S
authors.initials: MS
authors.lastname: Afifi
authors.forename: Omaima D
authors.initials: OD
authors.lastname: Elgindi
authors.forename: Reham O
authors.initials: RO
authors.lastname: Bakr
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D000975:Antioxidants / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D002726:Chlorogenic Acid / Q000737:chemistry / Q000302:isolation & purification; D004354:Drug Screening Assays, Antitumor; D004534:Egypt; D007887:Fabaceae / Q000737:chemistry*; D006027:Glycosides / Q000737:chemistry; D056945:Hep G2 Cells; D006801:Humans; D020128:Inhibitory Concentration 50; D044949:Kaempferols / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D019906:Nuclear Magnetic Resonance, Biomolecular; D018515:Plant Leaves / Q000737:chemistry; D011134:Polysaccharides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D011794:Quercetin / Q000737:chemistry / Q000302:isolation & purification; D012431:Rutin / Q000032:analysis
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D000975:Antioxidants; D006027:Glycosides; D044949:Kaempferols; D011134:Polysaccharides; C000591266:kaempferol-3-O-(2'(4-acetylrhamnopyranosyl)-3'-galactopyranosyl)robinobioside; D002726:Chlorogenic Acid; C492687:kaempferol-3-O-rutinoside; D012431:Rutin; D011794:Quercetin