title: The effect of an amino-acid bridge on binding affinity and cleavage efficiency of pyrenyl-macrocyclic polyamine conjugates toward DNA.
abstract: A series of pyrenyl-macrocyclic polyamines 5a-5c have been prepared and characterized. Their DNA-cleavage properties were examined under physiological conditions. Without the presence of other additives, the DNA cleavage ability of 5a-5c showed the order of 5c>5a>5b. Absorption and fluorescence experiments showed the binding affinity of 5a-5c to DNA. The interactions of 5a-5c with CT-DNA indicated that the DNA binding ability followed an order according to their cleavage efficiency. All the results indicated that the structures of amino-acid bridge in the ligands may affect the DNA binding and cleavage ability. The cleavage-mechanism studies indicated that singlet oxygen and superoxide free radicals were involved in the catalytic DNA cleavage process.
authors.affiliation: Department of Chemistry, Key Laboratory of Green Chemistry and Technology (Ministry of Education), Sichuan University, Chengdu, PR China.
authors.forename: Qiao-Sen
authors.initials: QS
authors.lastname: Lu
authors.forename: Yu
authors.initials: Y
authors.lastname: Huang
authors.forename: Jing
authors.initials: J
authors.lastname: Li
authors.forename: Zhong-Wei
authors.initials: ZW
authors.lastname: Zhang
authors.forename: Hong-Hui
authors.initials: HH
authors.lastname: Lin
authors.forename: Xiao-Qi
authors.initials: XQ
authors.lastname: Yu
mesh_terms: D000596:Amino Acids / Q000737:chemistry*; D000080027:Cyclams; D004247:DNA / Q000737:chemistry*; D053837:DNA Cleavage / Q000187:drug effects*; D004587:Electrophoresis, Agar Gel; D006571:Heterocyclic Compounds / Q000737:chemistry*; D011073:Polyamines / Q000737:chemistry*; D011721:Pyrenes / Q000737:chemistry*; D013050:Spectrometry, Fluorescence
chemical_list: D000596:Amino Acids; D000080027:Cyclams; D006571:Heterocyclic Compounds; D011073:Polyamines; D011721:Pyrenes; D004247:DNA; C038072:cyclen