DNA cleavage promoted by 2,9-dimethyl-4,7-diazadecane-2,9-dithiol (DDD) derivatives

• Published in: Bioorganic & medicinal chemistry letters Vol. 17; no. 10; pp. 2745 - 2748
• Main Authors: Zhao, Yuan-Cong, Zhang, Ji, Huang, Yu, Wang, Guan-Quan, Yu, Xiao-Qi
• Format: Journal Article
• Language: English
• Published: Oxford Elsevier Ltd 15.05.2007; Elsevier
• Subjects: Biological and medical sciences; Chemical nuclease; DDD; DNA - drug effects; DNA - metabolism; DNA cleavage; DNA Cleavage - drug effects; Medical sciences; Miscellaneous; Pharmacology. Drug treatments; Piperidines - chemical synthesis; Piperidines - pharmacology; Plasmids - genetics; Toluene - analogs & derivatives; Toluene - chemistry; Chemical nuclease; DDD; DNA cleavage; Physiological condition; Thiol; Enzyme; Esterases; Antioxidant; Radical scavenger; Biological activity; Scission; Plasmid; Medium effect; DNA; Concentration effect; Piperidine derivatives; pH; Hydrolases; Cleavage; Aminothiol; Nuclease; Mechanism of action; Chemical synthesis
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/j.bmcl.2007.02.072

Three piperidine derivatives of 2,9-dimethyl-4,7-diazadecane-2,9-dithiol (DDD), NEPDDD, NEMPDDD, and NEMMPDDD, were synthesized and used as catalysts in DNA cleavage. Under physiological conditions, a series of experiments have been done. The effects of DNA cleavage with three ligands were studied under different concentrations, cleavage time, and pH values. The results strongly suggested that the plasmid DNA (pUC 19) can be cleaved efficiently by these ligands. For the cleavage reaction catalyzed by NEMPDDD, Form I DNA could convert to Form II completely, and the DNA-cleavage mechanism involved an oxidative pathway.