Phenolic acid amides: a new type of DNA strand scission agent from Piper caninum.
In a survey of the active components of crude plant extracts for their ability to cleave DNA, a crude extract prepared from Piper caninum was found to induce the relaxation of supercoiled pBR322 plasmid DNA in the presence of Cu(2+). Bioassay-guided fractionation was carried out on this extract, guided by an in vitro DNA strand scission assay. Three active principles were isolated and identified as N-cis-feruloyl tyramine (1),N-trans-feruloyl tyramine (2), and 1-cinnamoylpyrrolidine (3). Compounds 1-3 represent a structurally new type of DNA strand scission agent.
Ma
Ji
J
Department of Chemistry, University of Virginia, Charlottesville, VA, 22901, USA.
Jones
Shannon H
SH
Hecht
Sidney M
SM
D000577:Amides / Q000494:pharmacology*; D004247:DNA / Q000187:drug effects*; D004587:Electrophoresis, Agar Gel; D062385:Hydroxybenzoates / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D031701:Piper / Q000737:chemistry*; D010957:Plasmids
D000577:Amides; D062385:Hydroxybenzoates; D004247:DNA; C017616:phenolic acid