title: Saffloflavonesides A and B, two rearranged derivatives of flavonoid C-glycosides with a furan-tetrahydrofuran ring from Carthamus tinctorius.
abstract: Two new rearranged derivatives of flavonoid C-glycosides, saffloflavonesides A (1) and B (2), were isolated from the florets of Carthamus tinctorius. Their structures were determined using UV, IR, HRESIMS, and 1D and 2D NMR data and by comparing experimental and calculated electronic circular dichroism (ECD) spectra. Compounds 1 and 2 were unprecedented chalcone and flavanone derivatives possessing a furan conjoining tetrahydrofuran ring. A potential biosynthetic pathway was proposed. At 10 μM, 1 and 2 both showed strong inhibitory activity against PC12 cell damage induced by rotenone.
authors.affiliation: State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Peking Union Medical College and Chinese Academy of Medical Sciences , Beijing 100050, P. R. China.
authors.forename: Jun
authors.initials: J
authors.lastname: He
authors.forename: Ya-Nan
authors.initials: YN
authors.lastname: Yang
authors.forename: Jian-Shuang
authors.initials: JS
authors.lastname: Jiang
authors.forename: Zi-Ming
authors.initials: ZM
authors.lastname: Feng
authors.forename: Pei-Cheng
authors.initials: PC
authors.lastname: Zhang
mesh_terms: D000818:Animals; D031187:Carthamus tinctorius / Q000737:chemistry*; D002942:Circular Dichroism; D005419:Flavonoids / Q000138:chemical synthesis / Q000737:chemistry*; D005663:Furans / Q000737:chemistry*; D006027:Glycosides; D007259:Infrared Rays; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009005:Monosaccharides / Q000737:chemistry*; D019906:Nuclear Magnetic Resonance, Biomolecular; D016716:PC12 Cells / Q000737:chemistry* / Q000187:drug effects*; D051381:Rats; D012402:Rotenone / Q000737:chemistry* / Q000378:metabolism*
chemical_list: C438934:C-glycoside; D005419:Flavonoids; D005663:Furans; D006027:Glycosides; D009005:Monosaccharides; C000594916:saffloflavoneside A; C000594917:saffloflavoneside B; D012402:Rotenone; C018674:tetrahydrofuran