title: Chiral resolution and absolute configuration of a pair of rare racemic spirodienone sesquineolignans from Xanthium sibiricum.
abstract: A pair of racemic spirodienone neolignan enantiomers, (±)-sibiricumin A, were isolated from the extract of the fruits of Xanthium sibiricum. The resolution of (+)- and (-)-sibiricumin A was achieved by chiral HPLC. The absolute configurations of the racemes were assigned by X-ray and by electronic circular dichroism (ECD). This experiment is the first unambiguous determination of the absolute configuration of spirodienone neolignan.
authors.affiliation: State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College , Beijing 100050, China.
authors.forename: Yusheng
authors.initials: Y
authors.lastname: Shi
authors.forename: Yunbao
authors.initials: Y
authors.lastname: Liu
authors.forename: Yong
authors.initials: Y
authors.lastname: Li
authors.forename: Li
authors.initials: L
authors.lastname: Li
authors.forename: Jing
authors.initials: J
authors.lastname: Qu
authors.forename: Shuanggang
authors.initials: S
authors.lastname: Ma
authors.forename: Shishan
authors.initials: S
authors.lastname: Yu
mesh_terms: D000818:Animals; D002851:Chromatography, High Pressure Liquid; D002942:Circular Dichroism; D018360:Crystallography, X-Ray; D007962:Leukocytes / Q000187:drug effects; D017705:Lignans / Q000737:chemistry / Q000302:isolation & purification*; D008070:Lipopolysaccharides / Q000494:pharmacology; D008968:Molecular Conformation; D015394:Molecular Structure; D009569:Nitric Oxide / Q000096:biosynthesis; D051381:Rats; D013141:Spiro Compounds / Q000737:chemistry / Q000302:isolation & purification*; D013237:Stereoisomerism; D031210:Xanthium / Q000737:chemistry*
chemical_list: D017705:Lignans; D008070:Lipopolysaccharides; D013141:Spiro Compounds; C000599430:sibiricumin A; D009569:Nitric Oxide