title: Synthesis and DNA-binding properties of novel DNA cyclo-intercalators containing purine-glucuronic acid hybrids.
abstract: Novel DNA cyclo-intercalators, which incorporated two intercalator subunits linked by two bridges, were synthesized. Binding of the compounds to calf-thymus DNA was studied by fluorescence spectroscopy, and docking simulations were used to predict the binding modes of these cyclic compounds. The spectral data demonstrated that all of these compounds can interact with CT-DNA. The sugar moiety played an important role in the process of binding between the intercalators containing glucuronic acid and DNA. The length and flexibility of the connecting bridges affected the binding affinity of the resultant cyclo-intercalators. Docking simulations showed that compounds 7 and 8 interact with DNA as mono-intercalators.
authors.affiliation: Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China.
authors.forename: Renshuai
authors.initials: R
authors.lastname: Zhang
authors.affiliation: Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China; Dongying Tiandong Pharmaceutical Co., Ltd, No.1236, Nan-er road, Dongying, China.
authors.forename: Shaopeng
authors.initials: S
authors.lastname: Chen
authors.affiliation: Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China.
authors.forename: Xueting
authors.initials: X
authors.lastname: Wang
authors.affiliation: Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China.
authors.forename: Rilei
authors.initials: R
authors.lastname: Yu
authors.affiliation: Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China.
authors.forename: Mingjing
authors.initials: M
authors.lastname: Li
authors.affiliation: Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China.
authors.forename: Sumei
authors.initials: S
authors.lastname: Ren
authors.affiliation: Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China. Electronic address: jiangtao@ouc.edu.cn.
authors.forename: Tao
authors.initials: T
authors.lastname: Jiang
mesh_terms: D000818:Animals; D001665:Binding Sites; D002417:Cattle; D004247:DNA / Q000737:chemistry*; D020723:Glucuronic Acid / Q000737:chemistry*; D006001:Glycoconjugates / Q000138:chemical synthesis*; D007364:Intercalating Agents / Q000138:chemical synthesis*; D062105:Molecular Docking Simulation; D011687:Purines / Q000138:chemical synthesis*; D013050:Spectrometry, Fluorescence
chemical_list: D006001:Glycoconjugates; D007364:Intercalating Agents; D011687:Purines; D020723:Glucuronic Acid; D004247:DNA; C427203:calf thymus DNA
keywords: Cyclo-intercalators; DNA-binding; Purine–glucuronic acid