title: Lignans from the fruit of Schisandra glaucescens with antioxidant and neuroprotective properties.
abstract: Two rare 7,8-seco-lignans (1, 2), three new lignan glycosides (3, 4a, 4b), and 10 known lignans (5-14) were isolated from the fruit of Schisandra glaucescens Diels. The absolute configurations of 1 and 2 were determined by comparing their experimental and calculated electronic circular dichroism spectra. The molecular structures of the new compounds (3, 4a, and 4b), including their absolute configurations, were determined using various spectroscopic methods and hydrolysis reactions. The antioxidant activities of the isolated compounds were tested using 2,2-diphenyl-1-picrylhydrazyl and ferric reducing antioxidant power assays. Compounds 4, 7, 8, 10, 11, and 12 exhibited antioxidant activities of varying potential in both assays. Of these compounds, 7 showed the strongest 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging capacity, with IC50 values of 15.7 (150 μM DPPH) and 34.6 μM (300 μM DPPH), respectively, and 4, 12, and 7 displayed higher total antioxidant activities than Trolox in the ferric reducing antioxidant power assay. The neuroprotective effects of these compounds against Aβ25-35-induced cell death in SH-SY5Y cells were also investigated. Compounds 1, 2, 6, 7, 8, 11, and 12 exhibited statistically significant neuroprotective effects against Aβ25-35-induced SH-SY5Y cell death compared with the group treated only with Aβ25-35.
authors.affiliation: Faculty of Pharmacy, Tongji Medical College of Huazhong University of Science and Technology , Wuhan 430000, People's Republic of China.
authors.forename: Heng-Yi
authors.initials: HY
authors.lastname: Yu
authors.forename: Zu-Yu
authors.initials: ZY
authors.lastname: Chen
authors.forename: Bin
authors.initials: B
authors.lastname: Sun
authors.forename: Junjun
authors.initials: J
authors.lastname: Liu
authors.forename: Fan-Yu
authors.initials: FY
authors.lastname: Meng
authors.forename: Ye
authors.initials: Y
authors.lastname: Liu
authors.forename: Tian
authors.initials: T
authors.lastname: Tian
authors.forename: An
authors.initials: A
authors.lastname: Jin
authors.forename: Han-Li
authors.initials: HL
authors.lastname: Ruan
mesh_terms: D016229:Amyloid beta-Peptides / Q000494:pharmacology; D000975:Antioxidants / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D001713:Biphenyl Compounds / Q000494:pharmacology; D002839:Chromans; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D005638:Fruit / Q000737:chemistry; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D020128:Inhibitory Concentration 50; D017705:Lignans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D015394:Molecular Structure; D018696:Neuroprotective Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D019906:Nuclear Magnetic Resonance, Biomolecular; D010084:Oxidation-Reduction; D010446:Peptide Fragments / Q000494:pharmacology; D010851:Picrates / Q000494:pharmacology; D010936:Plant Extracts / Q000737:chemistry; D032141:Schisandra / Q000737:chemistry*
chemical_list: C000591080:3,4-dimethoxy-3',4'-methylenedioxy-7,8-seco-7,7'-epoxylignan-7,8-dione; C000591081:3,4-methylenedioxy-3',4'-dimethoxy-7,8-seco-7,7'-epoxylignan-7,8-dione; D016229:Amyloid beta-Peptides; D000975:Antioxidants; D001713:Biphenyl Compounds; D002839:Chromans; D004365:Drugs, Chinese Herbal; D006027:Glycosides; D017705:Lignans; D018696:Neuroprotective Agents; D010446:Peptide Fragments; D010851:Picrates; D010936:Plant Extracts; C074636:amyloid beta-protein (25-35); C004931:1,1-diphenyl-2-picrylhydrazyl; C010643:6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid