DNA-damaging agents from Crypteronia paniculata.
A survey of crude plant extracts using a new yeast strain designed to identify DNA-damaging agents resulted in the identification of an extract prepared from Crypteronia paniculata. Bioassay-guided fractionation resulted in the isolation of three active compounds. Two of these were ellagic acid derivatives, namely, 3,3'-di-O-methylellagic acid 4'-O-beta-d-xylopyranoside (1) and 3'-O-methyl-3,4-methylenedioxyellagic acid 4'-O-beta-d-glucopyranoside (2). The third was identified as kaempferol-3-O-alpha-l-rhamnoside (3). The three principles exhibited strong, selective cytotoxity toward the RAD52 repair-deficient yeast strain.
Deng
Jing-Zhen
JZ
Departments of Chemistry and Biology, University of Virginia, Charlottesville, VA 22901, USA.
Marshall
Rebekah
R
Jones
Shannon H
SH
Johnson
Randall K
RK
Hecht
Sidney M
SM
D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004247:DNA / Q000187:drug effects*; D004249:DNA Damage; D004268:DNA-Binding Proteins / Q000187:drug effects; D004610:Ellagic Acid / Q000031:analogs & derivatives / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D044949:Kaempferols; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010679:Philippines; D010936:Plant Extracts / Q000737:chemistry*; D010946:Plants, Medicinal / Q000737:chemistry*; D051721:Rad52 DNA Repair and Recombination Protein; D012441:Saccharomyces cerevisiae / Q000187:drug effects*; D029701:Saccharomyces cerevisiae Proteins
C473441:3'-O-methyl-3,4-methylenedioxyellagic acid 4'-O-beta-d-glucopyranoside; C473440:3,3'-di-O-methylellagic acid 4'-O-beta-D-xylopyranoside; D000935:Antifungal Agents; D004268:DNA-Binding Proteins; D005419:Flavonoids; D006027:Glycosides; D044949:Kaempferols; D010936:Plant Extracts; C497197:RAD52 protein, S cerevisiae; D051721:Rad52 DNA Repair and Recombination Protein; D029701:Saccharomyces cerevisiae Proteins; C470066:kaempferol 3-O-rhamnoside; D004610:Ellagic Acid; D004247:DNA