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.
Departments of Chemistry and Biology, University of Virginia, Charlottesville, VA 22901, USA.
Ji
J
Ma
Shannon H
SH
Jones
Rebekah
R
Marshall
Randall K
RK
Johnson
Sidney M
SM
Hecht
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