title: Alkyl and phenolic glycosides from Saussurea stella.
abstract: One alkyl glycoside, saussurostelloside A (1), two phenolic glycosides, saussurostellosides B1 (2) and B2 (3), and 27 known compounds, including eleven flavonoids, seven phenolics, six lignans, one neolignan, one phenethyl glucoside and one fatty acid, were isolated from an ethanol extract of Saussurea stella (Asteraceae). Their structures were elucidated by NMR, MS, UV, and IR spectroscopic analysis. Of the known compounds, (+)-medioresinol-di-O-β-D-glucoside (7), picraquassioside C (10), and diosmetin-3'-O-β-D-glucoside (27) were isolated from the Asteraceae family for the first time, while (+)-pinoresinol-di-O-β-D-glucoside (6), di-O-methylcrenatin (11), protocatechuic acid (14), 1,5-di-O-caffeoylquinic acid (17), formononetin (28), and phenethyl glucoside (29) were isolated from the Saussurea genus for the first time. The anti-inflammatory activities of three new compounds (1-3), five lignans ((-)-arctiin (4), (+)-pinoresinol-4-O-β-D-glucoside (5), (+)-pinoresinol-di-O-β-D-glucoside (6), (+)-medioresinol-di-O-β-D-glucoside (7) and (+)-syringaresinol-4-O-β-D-glucoside (8)), one neolignan (picraquassioside C (10)), and one phenolic glycoside (di-O-methylcrenatin (11)) were evaluated by testing their inhibition of the release of β-glucuronidase from PAF-stimulated neutrophils. Only compound 5 showed moderate inhibition of the release of β-glucuronidase, with an inhibition ratio of 39.1%.
authors.affiliation: State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, PR China; School of Pharmacy, Liaoning University of Traditional Chinese Medicine, Dalian 116600, PR China.
authors.forename: Tian-Min
authors.initials: TM
authors.lastname: Wang
authors.affiliation: State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, PR China; School of Chinese Medicine, Beijing University of Chinese Medicine, Beijing 100102, PR China.
authors.forename: Ru-Feng
authors.initials: RF
authors.lastname: Wang
authors.affiliation: Hong Kong Baptist University, Hong Kong, China. Electronic address: hbchen@hkbu.edu.hk.
authors.forename: Hu-Biao
authors.initials: HB
authors.lastname: Chen
authors.affiliation: State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, PR China. Electronic address: myshang@bjmu.edu.cn.
authors.forename: Ming-Ying
authors.initials: MY
authors.lastname: Shang
authors.affiliation: State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, PR China.
authors.forename: Shao-Qing
authors.initials: SQ
authors.lastname: Cai
mesh_terms: D000818:Animals; D000893:Anti-Inflammatory Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D003373:Coumaric Acids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004187:Disaccharides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D005260:Female; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D005663:Furans / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D005960:Glucosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D005966:Glucuronidase / Q000378:metabolism; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D062385:Hydroxybenzoates / Q000737:chemistry / Q000302:isolation & purification; D007249:Inflammation / Q000378:metabolism; D007529:Isoflavones / Q000737:chemistry / Q000302:isolation & purification; D017705:Lignans / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D008297:Male; D015394:Molecular Structure; D009504:Neutrophils / Q000187:drug effects / Q000378:metabolism; D008517:Phytotherapy; D010936:Plant Extracts / Q000737:chemistry* / Q000494:pharmacology; D010972:Platelet Activating Factor; D011801:Quinic Acid / Q000031:analogs & derivatives / Q000737:chemistry / Q000302:isolation & purification; D017208:Rats, Wistar; D030441:Saussurea / Q000737:chemistry*
chemical_list: D000893:Anti-Inflammatory Agents; D003373:Coumaric Acids; D004187:Disaccharides; D005419:Flavonoids; D005663:Furans; D005960:Glucosides; D006027:Glycosides; D062385:Hydroxybenzoates; D007529:Isoflavones; D017705:Lignans; D010936:Plant Extracts; D010972:Platelet Activating Factor; C472707:caffeoylquinic acid; C576388:medioresinol; C431125:pinoresinol glycoside; D011801:Quinic Acid; C042192:syringaresinol; C007768:formononetin; C009091:protocatechuic acid; D005966:Glucuronidase; C077992:arctiin; C039602:diosmetin
keywords: Alkyl glycoside; Anti-inflammatory activity; Asteraceae; Phenolic glycoside; Saussurea stella