Synthesis and oxidation-induced DNA cross-linking capabilities of bis(catechol) quaternary ammonium derivatives

Chemistry - A European Journal

Volumn 14, Issue 19, 2008, Pages 5751-5754

  Song, Zhibin ^a   Weng, Xiaocheng ^a   Weng, Liwei ^a   Huang, Jing ^a   Wang, Xiaolin ^a   Bai, Minghui ^a   Zhou, Yangyang ^a   Yang, Guangfu ^b   Zhou, Xiang ^a,c  

^a WUHAN UNIVERSITY   (China)

^b CENTRAL CHINA NORMAL UNIVERSITY   (China)

^c LANZHOU UNIVERSITY   (China)

Author keywords

Catechol; DNA damage; Enzymes; Oxidation; Quinones

Indexed keywords

AGENTS; AMINES; AMMONIUM COMPOUNDS; CHEMICAL OXYGEN DEMAND; COMPLEXATION; DNA; GENES; MONOMERS; ORGANIC ACIDS; OXIDATION;

CATECHOL; DNA DAMAGE; ENZYMES; QUINONES;

NUCLEIC ACIDS;

CATECHOL DERIVATIVE; CROSS LINKING REAGENT; DNA; QUATERNARY AMMONIUM DERIVATIVE;

AGAR GEL ELECTROPHORESIS; ARTICLE; CHEMICAL MODEL; CHEMISTRY; OXIDATION REDUCTION REACTION; SYNTHESIS; ULTRAVIOLET SPECTROPHOTOMETRY;

CATECHOLS; CROSS-LINKING REAGENTS; DNA; ELECTROPHORESIS, AGAR GEL; MODELS, CHEMICAL; OXIDATION-REDUCTION; QUATERNARY AMMONIUM COMPOUNDS; SPECTROPHOTOMETRY, ULTRAVIOLET;

EID: 53849105066     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200800783     Document Type: Article

References (27)

1. a) S. R. Rajski, R. M. Williams, Chem. Rev. 1998, 98, 2723-2796;
2. b) D. M. Noll, T. M. Mason, P. S. Miller, Chem. Rev. 2006, 106, 277-301.
3. M. Gniazdowski, C. Cera, Chem. Rev. 1996, 96, 619-634.
4. a) S. Park, C. Anderson, R. Loeber, M. Seetharaman, R. Jones, N. Tretyakova, J. Am. Chem. Soc. 2005, 127, 14355-14365;
5. b) I. S. Hong, H. Ding, M. M. Greenberg, J. Am. Chem. Soc. 2006, 128, 485-491;
6. c) I. S. Hong, H. Ding, M. M. Greenberg, J. Am. Chem. Soc. 2006, 128, 2230-2231.
7. a) H. Wang, M. S. Wahi, S. E. Rokita, Angew. Chem. 2008, 120, 1311-1313;
8. Angew. Chem. Int. Ed. 2008, 47, 1291-1293;
9. b) F. Doria, S. N. Richter, M. Nadai, S. Colloredo-Mels, M. Mella, M. Palumbo, M. Freccero, J. Med. Chem. 2007, 50, 6570-6579;
10. c) E. E. Weinert, R. Dondi, S. Colloredo, K. N. Frankenfield, C. H. Mitchell, M. Freccero, S. E. Rokita, J. Am. Chem. Soc. 2006, 128, 11940-11947.
11. P. Wang, R. P. Liu, X. J. Wu, H. J. Ma, X. P. Cao, P. Zhou, J. Y. Zhang, X. C. Weng, X. L. Zhang, J. Qi, X. Zhou, L. H. Weng, J. Am. Chem. Soc. 2003, 125, 1116-1117.
12. X. C. Weng, L. G. Ren, L. W. Weng, J. Huang, S. G. Zhu, X. Zhou, L. H. Weng, Angew. Chem. 2007, 119, 8166-8169;
13. Angew. Chem. Int. Ed. 2007, 46, 8020-8023.
14. B. Liu, L. Burdine, T. Kodadek, J. Am. Chem. Soc. 2006, 128, 15228-15235.
15. H. S. Lim, D. Cai, C. T. Archer, T. Kodadek, J. Am. Chem. Soc. 2007, 129, 12936-12937.
16. a) H. Decker, T. Schweikardt, F. Tuczek, Angew. Chem. 2006, 118, 4658-4663;
17. Angew. Chem. Int. Ed. 2006, 45, 4546-4550;
18. b) M. Garaud, D. Pei, J. Am. Chem. Soc. 2007, 129, 5366-5367.
19. a) L. M. Mirica, M. Vance, D. J. Rudd, B. Hedman, K. O. Hodgson, E. I. Solomon, T. D. P. Stack, Science 2005, 308, 1890-1892;
20. b) E. I. Solomon, U. M. Sundaram, T. E. Machonkin, Chem. Rev. 1996, 96, 2563-2605.
21. a) T. R. Cech, Biochemistry 1981, 20, 1431-1437;
22. b) J. J. Tepe, R. M. Williams, J. Am. Chem. Soc. 1999, 121, 2951-2955.
23. P. A. Suci, G. G. Geesey, J. Colloid Interface Sci. 2000, 230, 340-348.
24. P. J. Patel, W. S. Messer, R. A. Hudson, J. Med. Chem. 1993, 36, 1893-1901.
25. a) M. G. Gichinga, S. Striegler, J. Am. Chem. Soc. 2008, 130, 5150-5156;
26. b) J. Munoz, F. Garcia-Molina, R. Varon, J. N. Rodriguez-Lopez, P. A. Garcia-Ruiz, F. Garcia-Canovas, J. Tudela, J. Agric. Food Chem. 2007, 55, 920-928.
27. Y. Song, P. Wang, J. J. Wu, X. Zhou, X. L. Zhang, L. H. Weng, X. P. Cao, F. Liang, Bioorg. Med. Chem. Lett. 2006, 16, 1660-1664.