title: Antioxidant phenolic glycosides from Moricandia arvensis.
abstract: The new phenolic glycosides quercetin 3,4'-di-O-beta-d-glucopyranoside-7-O-alpha-l-rhamnopyranoside (moricandin) (1), beta-d-glucopyranosyl 4-O-beta-d-glucopyranosylcaffeate (2), methyl 3-O-beta-d-glucopyranosyl-5-hydroxycinnamate (3), and beta-d-glucopyranosyl 4-O-beta-d-glucopyranosylbenzoate (4), together with the previously known beta-d-glucopyranosyl 4-hydroxybenzoate (5), methyl 4-O-beta-d-glucopyranosylcaffeate (6), 1-O-caffeoyl-beta-d-glucopyranoside (7), and 2-phenylethyl-beta-d-glucopyranoside (8), were isolated from the flowers of Moricandia arvensis. Their structures were elucidated by extensive spectroscopic analysis and chemical methods. Compounds 1-8 were evaluated for antioxidant activity using DPPH, TEAC, and reducing power assays, where the caffeic acid derivative 7 and the quercetin triglycoside 2 proved to possess the most potent scavenging activity.
authors.affiliation: Laboratoire de Chimie des Substances Naturelles et de Synthèse Organique, Faculté des Sciences de Monastir, 5000 Monastir, Tunisia.
authors.forename: Hatem
authors.initials: H
authors.lastname: Braham
authors.forename: Zine
authors.initials: Z
authors.lastname: Mighri
authors.forename: Hichem Ben
authors.initials: HB
authors.lastname: Jannet
authors.forename: Susan
authors.initials: S
authors.lastname: Matthew
authors.forename: Pedro M
authors.initials: PM
authors.lastname: Abreu
mesh_terms: D000975:Antioxidants / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001713:Biphenyl Compounds; D019607:Brassicaceae / Q000737:chemistry*; D002109:Caffeic Acids / Q000737:chemistry / Q000494:pharmacology; D035264:Flowers / Q000737:chemistry; D016166:Free Radical Scavengers / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010851:Picrates / Q000494:pharmacology; D010946:Plants, Medicinal / Q000737:chemistry*; D014416:Tunisia
chemical_list: D000975:Antioxidants; D001713:Biphenyl Compounds; D002109:Caffeic Acids; D016166:Free Radical Scavengers; D006027:Glycosides; D010851:Picrates; C501025:beta-D-glucopyranosyl 4-O-beta-D-glucopyranosylcaffeate; C501024:moricandin; C004931:1,1-diphenyl-2-picrylhydrazyl