A DNA-damaging oxoaporphine alkaloid from Piper caninum.
Bioassay-guided fractionation of an active organic extract of Piper caninum, using a sensitive yeast assay to monitor putative double-strand DNA-damaging activity, resulted in the isolation of the 4,5-dioxoaporphine alkaloid cepharadione A (1). Compound 1 exhibited potent inhibitory activity in a yeast cytotoxicity assay with IC(50) values of 50.2 nM toward RS321NpRAD52 grown on glucose versus 293 nM toward the same yeast strain grown on galactose.
Ma
Ji
J
Departments of Chemistry and Biology, University of Virginia, Charlottesville, VA 22901, USA.
Jones
Shannon H
SH
Marshall
Rebekah
R
Johnson
Randall K
RK
Hecht
Sidney M
SM
D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001060:Aporphines / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004249:DNA Damage; D007214:Indonesia; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D031701:Piper / Q000737:chemistry*; D018547:Plant Stems / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D012441:Saccharomyces cerevisiae / Q000187:drug effects
D000470:Alkaloids; D001060:Aporphines; C488889:cepharadione A