title: Nine phenylethanoid glycosides from Magnolia officinalis var. biloba fruits and their protective effects against free radical-induced oxidative damage.
abstract: To systematically study the chemical constituents in Magnolia officinalis var. biloba fruits, nine phenylethanoid glycosides were isolated by solvent extraction, silica gel, and preparative high-performance liquid chromatography (HPLC). Their structures were elucidated by 1D and 2D NMR analyses, including COSY, HMQC and HMBC correlations, and HPLC analysis of sugar residue. Nine phenylethanoid glycosides, namely, magnoloside Ia(1), magnoloside Ic(2), crassifolioside (3), magnoloside Ib(4), magnoloside IIIa(5), magnoloside IVa(6), magnoloside IIa(7), magnoloside IIb(8) and magnoloside Va(9), were first isolated from the n-butanol fraction of Magnolia officinalis var. biloba fruits alcohol extract. Free radical scavenging activities of the nine phenylethanoid glycosides were assessed using the DPPH, ABTS, and superoxide anion radical scavenging assays. Simultaneously, protective effects of all compounds against free radical-induced oxidative damage were evaluated by two different kinds of mitochondrial damage model. The protective effects were assessed by mitochondrial swelling, the formations of malondialdehyde (MDA) and lipid hydroperoxide (LOOH), the activities of catalase (CAT), glutathione reductase (GR) and superoxide dismutase (SOD). All phenylethanoid glycosides showed significant protective effects.
authors.affiliation: Institute of TCM and Natural Products, School of Pharmaceutical Sciences, Wuhan University, Wuhan 430071, P. R. China.
authors.forename: Lanlan
authors.initials: L
authors.lastname: Ge
authors.affiliation: Institute of TCM and Natural Products, School of Pharmaceutical Sciences, Wuhan University, Wuhan 430071, P. R. China.
authors.forename: Wenhui
authors.initials: W
authors.lastname: Zhang
authors.affiliation: Institute of TCM and Natural Products, School of Pharmaceutical Sciences, Wuhan University, Wuhan 430071, P. R. China.
authors.forename: Gao
authors.initials: G
authors.lastname: Zhou
authors.affiliation: Institute of TCM and Natural Products, School of Pharmaceutical Sciences, Wuhan University, Wuhan 430071, P. R. China.
authors.forename: Bingxin
authors.initials: B
authors.lastname: Ma
authors.affiliation: Institute of TCM and Natural Products, School of Pharmaceutical Sciences, Wuhan University, Wuhan 430071, P. R. China.
authors.forename: Qigui
authors.initials: Q
authors.lastname: Mo
authors.affiliation: Institute of TCM and Natural Products, School of Pharmaceutical Sciences, Wuhan University, Wuhan 430071, P. R. China.
authors.forename: Yuxin
authors.initials: Y
authors.lastname: Chen
authors.affiliation: Institute of TCM and Natural Products, School of Pharmaceutical Sciences, Wuhan University, Wuhan 430071, P. R. China.|MOE Key Laboratory of Combinatorial Biosynthesis and Drug Discovery, Wuhan University, Wuhan 430072, P. R. China.
authors.forename: Youwei
authors.initials: Y
authors.lastname: Wang
mesh_terms: D000818:Animals; D002374:Catalase / Q000378:metabolism; D016166:Free Radical Scavengers / Q000737:chemistry*; D005638:Fruit / Q000737:chemistry / Q000378:metabolism; D005979:Glutathione Peroxidase / Q000378:metabolism; D006027:Glycosides / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D006861:Hydrogen Peroxide / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D031566:Magnolia / Q000737:chemistry* / Q000378:metabolism; D008315:Malondialdehyde / Q000378:metabolism; D008928:Mitochondria / Q000187:drug effects / Q000378:metabolism / Q000528:radiation effects; D008968:Molecular Conformation; D018384:Oxidative Stress / Q000187:drug effects* / Q000528:radiation effects; D010626:Phenylethyl Alcohol / Q000737:chemistry; D010936:Plant Extracts / Q000737:chemistry; D020011:Protective Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D051381:Rats; D017207:Rats, Sprague-Dawley; D013329:Structure-Activity Relationship; D014466:Ultraviolet Rays
chemical_list: D016166:Free Radical Scavengers; D006027:Glycosides; D010936:Plant Extracts; D020011:Protective Agents; D008315:Malondialdehyde; D006861:Hydrogen Peroxide; D002374:Catalase; D005979:Glutathione Peroxidase; D010626:Phenylethyl Alcohol