title: Evaluation of O-alkyl and aryl sulfonyl aromatic and heteroaromatic amidoximes as novel potent DNA photo-cleavers.
abstract: Several stable O-alkyl and aryl sulfonyl conjugated p-nitro-Ph and o-, m-, p-pyridine N'-hydroxy imidamides, were subjected to UV irradiation at 312 nm with supercoiled circular plasmid DNA pBluescript KS II. The generated amidinyl and sulfonyloxyl radicals led to effective DNA photo-cleavage. Both alkyl and aryl sulfonyl derivatives were active and the order p-pyridine > p-nitro-Ph > o-pyridine > m-pyridine was schematized for the N'-hydroxy imidamides moiety. Calf thymus-DNA affinity studies which comprised UV interactions, viscosity experiments and competitive studies with ethidium bromide showed good to excellent affinity of the compounds. These properties revealed sulfonyl amidoximes as novel effective DNA-photo-cleavers and may serve in the discovery of new leads for "on demand" biotechnological and medical applications.
authors.affiliation: Laboratory of Organic, Bioorganic and Natural Product Chemistry, Molecular Biology and Genetics Department, Democritus University of Thrace, University Campus, Dragana, GR-68100, Alexandroupolis, Greece. kfylakta@mbg.duth.gr.
authors.forename: A
authors.initials: A
authors.lastname: Papastergiou
authors.forename: S
authors.initials: S
authors.lastname: Perontsis
authors.forename: P
authors.initials: P
authors.lastname: Gritzapis
authors.forename: A E
authors.initials: AE
authors.lastname: Koumbis
authors.forename: M
authors.initials: M
authors.lastname: Koffa
authors.forename: G
authors.initials: G
authors.lastname: Psomas
authors.forename: K C
authors.initials: KC
authors.lastname: Fylaktakidou
mesh_terms: D000818:Animals; D002417:Cattle; D004247:DNA / Q000737:chemistry / Q000187:drug effects / Q000528:radiation effects; D053837:DNA Cleavage / Q000187:drug effects* / Q000528:radiation effects*; D015394:Molecular Structure; D010091:Oximes / Q000737:chemistry / Q000494:pharmacology* / Q000528:radiation effects*; D010782:Photolysis / Q000187:drug effects* / Q000528:radiation effects*
chemical_list: D010091:Oximes; C000608634:amidoxime; D004247:DNA; C427203:calf thymus DNA