Synthesis and DNA cleavage activity of 2-hydrazinyl-1,4,5,6-tetrahydropyrimidine containing hydroxy group.
作者： Ying Shao , Yong Ding , Zhao-Li Jia , Xiao-Min Lu , Zhi-Hong Ke
DOI: 10.1016/J.BMC.2009.05.044
关键词:
摘要: Abstract 2-Hydrazinyl-1,4,5,6-tetrahydropyrimidin-5-ol dihydrochloride 2 , as well 2-hydrazinyl-4,5-dihydro-1 H -imidazole 1 was synthesized metal-free DNA cleaving agent. Agarose gel electrophoresis used to assess the plasmid pUC 19 cleavage activities in presence of and . efficiency exhibits remarkable increases compared with its corresponding non-hydroxy compound Kinetic data promoted by fit Michaelis–Menten-type equation k max 0.0378 ± 0.0013 h −1 giving 10 6 -fold rate acceleration over uncatalyzed DNA. The is driven spatial proximity nucleophilic hydroxy group electrophilic activation for phosphodiester ammonium and/or guanidinium groups. In vitro cytotoxic toward Hela cells human leukemia HL-60 were also examined, stronger than
elsevier.com
sci-hub.se 参考文章(84)
R. Reed, A. Jones, J. Weyers, D. Holmes, Practical Skills in Biomolecular Sciences ,(1999)
Jacopo Tomasi, Maurizio Persico, Molecular Interactions in Solution: An Overview of Methods Based on Continuous Distributions of the Solvent Chemical Reviews. ,vol. 94, pp. 2027- 2094 ,(1994) , 10.1021/CR00031A013
Xin Sheng, Xiao-Min Lu, Yue-Ting Chen, Guo-Yuan Lu, Jing-Jing Zhang, Ying Shao, Fang Liu, Qiang Xu, Synthesis, DNA-binding, cleavage, and cytotoxic activity of new 1,7-dioxa-4,10-diazacyclododecane artificial receptors containing bisguanidinoethyl or diaminoethyl double side arms. Chemistry: A European Journal. ,vol. 13, pp. 9703- 9712 ,(2007) , 10.1002/CHEM.200700549
Tarkeshwar Gupta, Shanta Dhar, Munirathinam Nethaji, Akhil R Chakravarty, None, Bis(dipyridophenazine)copper(II) complex as major groove directing synthetic hydrolase Dalton Transactions. pp. 1896- 1900 ,(2004) , 10.1039/B404673K
Sonya J Franklin, Lanthanide-mediated DNA hydrolysis. Current Opinion in Chemical Biology. ,vol. 5, pp. 201- 208 ,(2001) , 10.1016/S1367-5931(00)00191-5
R. Breslow, D. L. Huang, E. Anslyn, On the mechanism of action of ribonucleases: dinucleotide cleavage catalyzed by imidazole and Zn2+. Proceedings of the National Academy of Sciences of the United States of America. ,vol. 86, pp. 1746- 1750 ,(1989) , 10.1073/PNAS.86.6.1746
Ute Scheffer, Andreas Strick, Verena Ludwig, Sascha Peter, Elisabeth Kalden, Michael W. Göbel, Metal-Free Catalysts for the Hydrolysis of RNA Derived from Guanidines, 2-Aminopyridines, and 2-Aminobenzimidazoles Journal of the American Chemical Society. ,vol. 127, pp. 2211- 2217 ,(2005) , 10.1021/JA0443934
Qiang-Lin Li, Jun Huang, Qin Wang, Ning Jiang, Chuan-Qin Xia, Hong-Hui Lin, Jiang Wu, Xiao-Qi Yu, Monometallic complexes of 1,4,7,10-tetraazacyclododecane containing an imidazolium side: Synthesis, characterization, and their interaction with plasmid DNA Bioorganic & Medicinal Chemistry. ,vol. 14, pp. 4151- 4157 ,(2006) , 10.1016/J.BMC.2006.01.069
Brian R. Linton, M. Scott Goodman, Erkang Fan, Scott A. van Arman, Andrew D. Hamilton, Thermodynamic Aspects of Dicarboxylate Recognition by Simple Artificial Receptors Journal of Organic Chemistry. ,vol. 66, pp. 7313- 7319 ,(2001) , 10.1021/JO010413Y
Richard M. Burger, Cleavage of Nucleic Acids by Bleomycin. Chemical Reviews. ,vol. 98, pp. 1153- 1170 ,(1998) , 10.1021/CR960438A