Synthesis, hydrolytic DNA-cleaving activities and cytotoxicities of EDTA analogue-tethered pyrrole-polyamide dimer-based Ce(IV) complexes.
作者： Jian-Wei Yang , Yan-Ling Lin , Cheng Dong , Chun-Qiong Zhou , Jin-Xiang Chen
DOI: 10.1016/J.EJMECH.2014.09.057
关键词: DNA supercoil 、 Chemistry 、 DNA 、 Dimer 、 Agarose gel electrophoresis 、 Pyrrole 、 Reaction rate constant 、 Stereochemistry 、 Hydrolysis 、 Cleavage (embryo)
摘要: Abstract Two EDTA analogue-tethered C 2 -symmetrical dimeric monopyrrole-polyamide 5 and dipyrrole-polyamide 6 , their corresponding Ce(IV) complexes Ce- were synthesized fully characterized. Agarose gel electrophoresis studies on pBR322 DNA cleavage indicate that exhibited potent DNA-cleaving activities under physiological conditions. The maximal first-order rate constants ( k max 's) (0.42 ± 0.02) h −1 for (0.52 ± 0.02) h respectively, suggesting both catalyzed the of supercoiled by up to approximately 10 8 -fold. Complex ca 10-fold higher overall catalytic activity / K M ) than which may be ascribed its DNA-binding affinity. Inhibition experiments a model study convincingly suggest functioned as hydrolytic DNA-cleavers. In addition, found display moderate inhibitory toward A549 HepG-2 cells.
sci-hub.se 参考文章(43)
P Krishnamoorthy, P Sathyadevi, Alan H Cowley, Rachel R Butorac, N Dharmaraj, None, Evaluation of DNA binding, DNA cleavage, protein binding and in vitro cytotoxic activities of bivalent transition metal hydrazone complexes European Journal of Medicinal Chemistry. ,vol. 46, pp. 3376- 3387 ,(2011) , 10.1016/J.EJMECH.2011.05.001
Jun Tan, Bochu Wang, Liancai Zhu, None, DNA binding, cytotoxicity, apoptotic inducing activity, and molecular modeling study of quercetin zinc(II) complex Bioorganic & Medicinal Chemistry. ,vol. 17, pp. 614- 620 ,(2009) , 10.1016/J.BMC.2008.11.063
Chun-Qiong Zhou, Yan-Ling Lin, Jin-Xiang Chen, Lu-Sheng Wang, Na-Na Yang, Wei Zeng, Wen-Hua Chen, Facile synthesis of a dimeric dipyrrole-polyamide and synergetic DNA-cleaving activity of its Cu(II) complex. Bioorganic & Medicinal Chemistry Letters. ,vol. 22, pp. 5853- 5856 ,(2012) , 10.1016/J.BMCL.2012.07.085
Mohammed S. Ameerunisha Begum, Sounik Saha, Munirathinam Nethaji, Akhil R. Chakravarty, Iron(III) Schiff base complexes of arginine and lysine as netropsin mimics showing AT-selective DNA binding and photonuclease activity. Journal of Inorganic Biochemistry. ,vol. 104, pp. 477- 484 ,(2010) , 10.1016/J.JINORGBIO.2010.01.001
Jin-Tao Wang, Qing Xia, Xiao-Hui Zheng, Huo-Yan Chen, Hui Chao, Zong-Wan Mao, Liang-Nian Ji, An effective approach to artificial nucleases using copper(II) complexes bearing nucleobases Dalton Transactions. ,vol. 39, pp. 2128- 2136 ,(2010) , 10.1039/B915392F
L. Leelavathy, S. Anbu, M. Kandaswamy, N. Karthikeyan, N. Mohan, Synthesis and characterization of a new series of unsymmetrical macrocyclic binuclear vanadyl(IV) complexes: Electrochemical, antimicrobial, DNA binding and cleavage studies Polyhedron. ,vol. 28, pp. 903- 910 ,(2009) , 10.1016/J.POLY.2008.12.062
David M. Chenoweth, Jordan L. Meier, Peter B. Dervan, Pyrrole‐Imidazole Polyamides Distinguish Between Double‐Helical DNA and RNA Angewandte Chemie. ,vol. 52, pp. 415- 418 ,(2013) , 10.1002/ANIE.201205775
Craig J. Thomas, Michael M. McCormick, Corine Vialas, Zhi-Fu Tao, Christopher J. Leitheiser, Michael J. Rishel, Xihan Wu, Sidney M. Hecht, Alteration of the selectivity of DNA cleavage by a deglycobleomycin analogue containing a trithiazole moiety. Journal of the American Chemical Society. ,vol. 124, pp. 3875- 3884 ,(2002) , 10.1021/JA011820U
Pulimamidi Rabindra Reddy, Addla Shilpa, Nomula Raju, Pallepogu Raghavaiah, Synthesis, structure, DNA binding and cleavage properties of ternary amino acid Schiff base-phen/bipy Cu(II) complexes. Journal of Inorganic Biochemistry. ,vol. 105, pp. 1603- 1612 ,(2011) , 10.1016/J.JINORGBIO.2011.08.022
James M. Turner, Eldon E. Baird, Peter B. Dervan, Recognition of seven base pair sequences in the minor groove of DNA by ten-ring pyrrole-imidazole polyamide hairpins Journal of the American Chemical Society. ,vol. 119, pp. 7636- 7644 ,(1997) , 10.1021/JA971208W