title: Aminyl and iminyl radicals from arylhydrazones in the photo-induced DNA cleavage.
abstract: Photolytic cleavage of the nitrogen-nitrogen single bond in benzaldehyde phenylhydrazones produced aminyl (R2N*) and iminyl (R2C=N*) radicals. This photochemical property was utilized in the development of hydrazones as photo-induced DNA-cleaving agents. Irradiation with 350 nm UV light of arylhydrazones bearing substituents of various types in a phosphate buffer solution containing the supercoiled circular phiX174 RFI DNA at pH 6.0 resulted in single-strand cleavage of DNA. Attachment of the electron-donating OMe group to arylhydrazones increased their DNA-cleaving activity. Results from systematic studies indicate that both the aminyl and the iminyl radicals possessed DNA-cleaving ability.
authors.affiliation: Institute of Chemistry, Academia Sinica, Nankang, Taipei 11529, Taiwan, ROC. jrhwu@mx.nthu.edu.tw
authors.forename: Jih Ru
authors.initials: JR
authors.lastname: Hwu
authors.forename: Chun Chieh
authors.initials: CC
authors.lastname: Lin
authors.forename: Shih Hsien
authors.initials: SH
authors.lastname: Chuang
authors.forename: Ke Yung
authors.initials: KY
authors.lastname: King
authors.forename: Tzu-Rong
authors.initials: TR
authors.lastname: Su
authors.forename: Shwu-Chen
authors.initials: SC
authors.lastname: Tsay
mesh_terms: D004249:DNA Damage; D006835:Hydrazones / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D010782:Photolysis
chemical_list: D006835:Hydrazones