title: Light-induced modifications of DNA by gilvocarcin V and its aglycone.
abstract: Gilvocarcins are antitumor agents that have been reported to damage DNA upon activation by visible light. This activation is dependent on interaction with DNA. Here it is shown that gilvocarcin V and its synthetic aglycone analogue can both introduce single-strand scission into plasmid DNA. Light irradiation is required for the reaction. The binding of gilvocarcin V to plasmid DNA in the absence of light decreased the DNA linking number in a fashion similar to known intercalating agents such as ethidium bromide. The use of oligonucleotides as substrates for gilvocarcin V demonstrated that one of the steps of the reaction following binding of gilvocarcin V to DNA involves covalent modification at thymidine and to a lesser extent, cytosine residues.
mesh_terms: D000617:Aminoglycosides; D000900:Anti-Bacterial Agents; D000903:Antibiotics, Antineoplastic / Q000494:pharmacology; D001578:Benzopyrans; D001665:Binding Sites; D003374:Coumarins; D003596:Cytosine; D004247:DNA / Q000187:drug effects* / Q000528:radiation effects; D004249:DNA Damage; D006027:Glycosides / Q000494:pharmacology; D009284:Naphthols / Q000494:pharmacology*; D009838:Oligodeoxyribonucleotides; D010777:Photochemistry; D010957:Plasmids; D013936:Thymidine; D014466:Ultraviolet Rays
chemical_list: D000617:Aminoglycosides; D000900:Anti-Bacterial Agents; D000903:Antibiotics, Antineoplastic; D001578:Benzopyrans; D003374:Coumarins; D006027:Glycosides; D009284:Naphthols; D009838:Oligodeoxyribonucleotides; C031781:gilvocarcin V; C047300:defucogilvocarcin V; D003596:Cytosine; D004247:DNA; D013936:Thymidine