title: New acylated flavonoid glycosides from flowers of Aerva javanica.
abstract: Chromatographic purification of ethyl acetate soluble fraction of the methanolic extract of the flowers of Aerva javanica yielded three new acylated flavone glycosides: kaempferol-3-O-β-d-[4‴-E-p-coumaroyl-α-l-rhamnosyl(1 → 6)]-galactoside (1), kaempferol-3-O-β-d-[4‴-E-p-coumaroyl-α-l-rhamnosyl(1 → 6)]-(3″-E-p-coumaroyl)galactoside (2), and kaempferol-3-O-β-d-[4‴-E-p-coumaroyl-α-l-rhamnosyl(1 → 6)]-(4″-E-p-coumaroyl)galactoside (3), along with p-coumaric acid (4), caffeic acid (5), gallic acid (6), eicosanyl-trans-p-coumarate (7), hexadecyl ferulate (8), and hexacosyl ferulate (9). The compounds 1-9 were characterized using 1D ((1)H, (13)C) and 2D NMR (HMQC, HMBC, and COSY) spectroscopy and mass spectrometry (EI-MS, HR-EI-MS, FAB-MS, and HR-FAB-MS) and in comparison with the reported data in the literature. Compound 1 showed weak inhibitory activity against enzymes, such as acetylcholinesterase, butyrylcholinesterase, and lipoxygenase with IC50 values 205.1, 304.1, and 212.3 μM, respectively, whereas compounds 2 and 3 were only weakly active against the enzyme acetylcholinesterase.
authors.affiliation: Department of Chemistry, Baghdad-ul-Jadeed Campus, The Islamia University of Bahawalpur, Pakistan.
authors.forename: Sara
authors.initials: S
authors.lastname: Mussadiq
authors.forename: Naheed
authors.initials: N
authors.lastname: Riaz
authors.forename: Muhammad
authors.initials: M
authors.lastname: Saleem
authors.forename: Muhammad
authors.initials: M
authors.lastname: Ashraf
authors.forename: Tayaba
authors.initials: T
authors.lastname: Ismail
authors.forename: Abdul
authors.initials: A
authors.lastname: Jabbar
mesh_terms: D027703:Amaranthaceae / Q000737:chemistry*; D002109:Caffeic Acids / Q000737:chemistry / Q000302:isolation & purification; D002800:Cholinesterase Inhibitors / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D003373:Coumaric Acids / Q000737:chemistry / Q000302:isolation & purification; D035264:Flowers / Q000737:chemistry; D005697:Galactosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D005707:Gallic Acid / Q000737:chemistry / Q000302:isolation & purification; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D044949:Kaempferols / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010154:Pakistan; D010946:Plants, Medicinal / Q000737:chemistry*; D011422:Propionates
chemical_list: D002109:Caffeic Acids; D002800:Cholinesterase Inhibitors; D003373:Coumaric Acids; D005697:Galactosides; D006027:Glycosides; D044949:Kaempferols; D011422:Propionates; C583682:kaempferol-3-O-beta-D-(4'-E-p-coumaroyl-alpha-L-rhamnosyl(1-6))-(3'-E-p-coumaroyl)galactoside; C583683:kaempferol-3-O-beta-D-(4'-E-p-coumaroyl-alpha-L-rhamnosyl(1-6))-(4''-E-p-coumaroyl)galactoside; C583681:kaempferol-3-O-beta-D-(4'-E-p-coumaroyl-alpha-L-rhamnosyl(1-6))galactoside; D005707:Gallic Acid; C495469:p-coumaric acid; C040048:caffeic acid