title: Isolation of cupanioside, a novel cytotoxic and antibacterial long-chain fatty alcohol glycoside from the bark of Cupania glabra.
abstract: The crude dichloromethane extract from the stem bark of Cupania glabra (Sapindaceae), showed in vitro cytotoxic activity against Hep G2, MDA-MB-231, Hs 578T, MCF-7, and PC-3 cells, and antibacterial activity against Bacillus cereus, Staphylococcus aureus, and Escherichia coli. Bioactivity-directed fractionation led to isolation of the new 1-O-[2'',3'',4''-tri-O-acetyl-alpha-L-rhamnopyranosyl-(1-->2)-beta- D-glucopyranosyl]-hexadecanol (cupanioside) as the cytotoxic agent. The structure was elucidated by analysis of 2D-NMR spectra.
authors.affiliation: Department of Chemistry, University of Alabama in Huntsville, Huntsville, Alabama, USA. wsetzer@chemistry.uah.edu
authors.forename: William N
authors.initials: WN
authors.lastname: Setzer
authors.forename: Bernhard
authors.initials: B
authors.lastname: Vogler
authors.forename: Jennifer M
authors.initials: JM
authors.lastname: Schmidt
authors.forename: Julie L
authors.initials: JL
authors.lastname: Petty
authors.forename: William A
authors.initials: WA
authors.lastname: Haber
mesh_terms: D000900:Anti-Bacterial Agents / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D000972:Antineoplastic Agents, Phytogenic / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D001409:Bacillus cereus / Q000187:drug effects; D045744:Cell Line, Tumor / Q000187:drug effects; D004926:Escherichia coli / Q000187:drug effects; D005233:Fatty Alcohols / Q000008:administration & dosage / Q000494:pharmacology / Q000627:therapeutic use; D006027:Glycosides / Q000008:administration & dosage / Q000494:pharmacology / Q000627:therapeutic use; D006801:Humans; D008826:Microbial Sensitivity Tests; D008517:Phytotherapy; D024301:Plant Bark; D010936:Plant Extracts / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D029631:Sapindaceae; D013211:Staphylococcus aureus / Q000187:drug effects
chemical_list: D000900:Anti-Bacterial Agents; D000972:Antineoplastic Agents, Phytogenic; D005233:Fatty Alcohols; D006027:Glycosides; D010936:Plant Extracts