title: Phenylethanoid glycosides and phenolic glycosides from stem bark of Magnolia officinalis.
abstract: An investigation of the hydrophilic constituents of the stem bark of Magnolia officinalis was performed and which led to isolation and identification of twenty-one previously unreported glycosides. These included eleven phenylethanoid glycosides, magnolosides F-P, and ten phenolic glycosides, magnolosides Q-Z, along with eight known compounds. Their structures were elucidated on the basis of extensive spectroscopic analyses and chemical hydrolysis methods, as well as by comparison with literature data. Most of the phenylethanoid glycosides contained an allopyranose moiety, which is rare in the plant kingdom. Magnolosides I and K as well as 2-(3,4-dihydroxyphenyl) ethanol 1-O-[4-O-caffeoyl-2-O-α-l-rhamnopyranosyl-3-O-α-l-rhamnopyranosyl-6-O-β-d-glucopyranosyl]-β-d-glucopyranoside showed more potent α-glucosidase inhibitory effects (IC50 values of 0.13, 0.27, and 0.29mM, respectively) than the positive control, acarbose (IC50 value of 1.09mM) in vitro. Magnolosides H, E and D also showed moderate cytotoxicity against MGC-803 and HepG2 cells with IC50 values of 13.59-17.16μM and 29.53-32.46μM, respectively.
authors.affiliation: Institute of Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing 100700, PR China.
authors.forename: Zhenzhen
authors.initials: Z
authors.lastname: Xue
authors.affiliation: Institute of Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing 100700, PR China.
authors.forename: Renyi
authors.initials: R
authors.lastname: Yan
authors.affiliation: Institute of Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing 100700, PR China. Electronic address: ybinmm@126.com.
authors.forename: Bin
authors.initials: B
authors.lastname: Yang
mesh_terms: D020909:Acarbose / Q000494:pharmacology; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D065089:Glycoside Hydrolase Inhibitors / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification*; D006868:Hydrolysis; D020128:Inhibitory Concentration 50; D031566:Magnolia / Q000737:chemistry*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010636:Phenols / Q000737:chemistry / Q000302:isolation & purification*; D024301:Plant Bark / Q000737:chemistry*; D018547:Plant Stems / Q000737:chemistry*
chemical_list: D004365:Drugs, Chinese Herbal; D065089:Glycoside Hydrolase Inhibitors; D006027:Glycosides; D010636:Phenols; C000613934:magnoloside D; C000613933:magnoloside H; D020909:Acarbose
keywords: Cytotoxicity; Magnolia officinalis; Magnoliaceae; Phenolic glycoside; Phenylethanoid glycoside; α-Glucosidase inhibitory effect