Sonochemically induced covalent binding of calf thymus DNA by aziridinylquinones.
Sonolysis of argon- or oxygen-containing samples in the presence of calf thymus DNA and the diaziridinylquinones 2,5-bis-aziridin-1-yl-3,6-dichloro-1,4-benzoquinone (AZClQ) and 2,5-bis(carboethoxyamino)-3,6-diaziridinyl-1,4-benzoquinone (AZQ) produced quinone-DNA covalent adducts at pH 5.5 and to a much lesser extent at pH 7.4. The corresponding semiquinone derivatives are detected using EPR spectroscopy after sonolysis of argon-saturated solutions at pH 7.4. The amount of covalent adducts decreases with addition of SOD, indicating a role of superoxide in this process. Addition of oxygen to the purging gas decreased but did not eliminate this covalent adduct. Thus this work suggests a possible synergism between bioreductive quinones and ultrasound in antitumor therapies based on alkylating quinone-DNA adduct formation with potential applications to both hypoxic and normally oxygenated conditions.
Alegria
Antonio E
AE
Department of Chemistry, University of Puerto Rico at Humacao, Humacao, Puerto Rico 00791. ae_alegria@webmail.uprh.edu
Sanchez-Cruz
Pedro
P
Lopez-Colon
Dalia
D
D000970:Antineoplastic Agents / Q000378:metabolism*; D001388:Aziridines / Q000378:metabolism*; D016227:Benzoquinones / Q000378:metabolism*; D004247:DNA / Q000378:metabolism*; D018736:DNA Adducts / Q000378:metabolism*; D006863:Hydrogen-Ion Concentration; D011809:Quinones / Q000378:metabolism*; D014465:Ultrasonics
D000970:Antineoplastic Agents; D001388:Aziridines; D016227:Benzoquinones; D018736:DNA Adducts; D011809:Quinones; D004247:DNA; C029108:diaziquone