title: Antiproliferative constituents of the roots of Conyza canadensis.
abstract: Bioassay-guided fractionation of the N-hexane and CHCl₃ phases of the methanol extract of the roots of Conyza canadensis (L.) Cronquist led to the isolation of two new dihydropyranones named conyzapyranone A (1) and B (2), and the known 4 Z,8 Z-matricaria- γ-lactone (3), 4 E,8 Z-matricaria- γ-lactone (4), 9,12,13-trihydroxy-10(E)-octadecenoic acid (5), epifriedelanol (6), friedeline (7), taraxerol (8), simiarenol (9), spinasterol (10), stigmasterol, β-sitosterol, and apigenin. The structures were determined by means of ESIMS and 1D and 2D NMR spectroscopy, including ¹H-¹H COSY, NOESY, HSQC, and HMBC experiments. The isolated compounds were evaluated for their antiproliferative activities and were demonstrated to exert considerable cell growth-inhibitory activity against human cervix adenocarcinoma (HeLa), skin carcinoma (A431), and breast adenocarcinoma (MCF-7) cells. Some of the active components, including 2, 4, and 10, proved to be substantially more potent against these cell lines than against noncancerous human foetal fibroblasts (MRC-5) and can therefore be considered selective antiproliferative natural products.
authors.affiliation: Department of Pharmacognosy, University of Szeged, Szeged, Hungary.
authors.forename: Boglárka
authors.initials: B
authors.lastname: Csupor-Löffler
authors.forename: Zsuzsanna
authors.initials: Z
authors.lastname: Hajdú
authors.forename: István
authors.initials: I
authors.lastname: Zupkó
authors.forename: Judit
authors.initials: J
authors.lastname: Molnár
authors.forename: Peter
authors.initials: P
authors.lastname: Forgo
authors.forename: Andrea
authors.initials: A
authors.lastname: Vasas
authors.forename: Zoltán
authors.initials: Z
authors.lastname: Kele
authors.forename: Judit
authors.initials: J
authors.lastname: Hohmann
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000494:pharmacology*; D047310:Apigenin / Q000737:chemistry; D045744:Cell Line, Tumor; D005591:Chemical Fractionation / Q000379:methods; D002851:Chromatography, High Pressure Liquid; D035401:Conyza / Q000737:chemistry*; D005260:Female; D006801:Humans; D006880:Hydroxy Acids / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D015394:Molecular Structure; D009822:Oils, Volatile / Q000494:pharmacology; D009828:Oleanolic Acid / Q000031:analogs & derivatives / Q000737:chemistry; D009829:Oleic Acids / Q000737:chemistry; D010936:Plant Extracts / Q000737:chemistry; D018517:Plant Roots / Q000737:chemistry*; D011753:Pyrones / Q000737:chemistry* / Q000302:isolation & purification; D012855:Sitosterols / Q000737:chemistry; D013265:Stigmasterol / Q000031:analogs & derivatives / Q000737:chemistry
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D006880:Hydroxy Acids; D009822:Oils, Volatile; D009829:Oleic Acids; D010936:Plant Extracts; D011753:Pyrones; D012855:Sitosterols; C561897:conyzapyranone A; C561898:conyzapyranone B; C031312:spinasterol; C059227:9,12,13-trihydroxy-10-octadecenoic acid; C025473:gamma-sitosterol; D009828:Oleanolic Acid; D047310:Apigenin; D013265:Stigmasterol; C005802:taraxerol