Possible DNA damage by oxidation products of guanine: A density functional and electron propagator theoretical study

International Journal of Quantum Chemistry

Volumn 112, Issue 16, 2012, Pages 2840-2847

  Pacheco Ortín, Sandy ^a   Gaitán Lozano, Ricardo ^a   Agacino Valdés, Esther ^a  

^a UNIVERSIDAD NACIONAL AUTÓNOMA DE MÉXICO   (Mexico)

Author keywords

DNA damage; electron propagator theory; nucleobases; oxidation products of guanine; reactivity analysis

Indexed keywords

8-OXO-7 ,8-DIHYDROGUANINE; DENSITY FUNCTIONALS; DNA DAMAGES; ELECTRON PROPAGATOR THEORY; ELECTRON PROPAGATORS; GUANINE OXIDATION; HARDNESS VALUES; NUCLEOBASES; OXIDATION PRODUCTS; REACTIVITY INDICES; THEORETICAL STUDY; VERTICAL ELECTRON AFFINITIES;

CHEMICAL BONDS; DNA; ELECTRONEGATIVITY; ELECTRONS; HARDNESS; IONIZATION POTENTIAL; OXIDATION; POSITIVE IONS;

DENSITY FUNCTIONAL THEORY;

EID: 84863726157     PISSN: 00207608     EISSN: 1097461X     Source Type: Journal    
DOI: 10.1002/qua.24001     Document Type: Article

References (63)

1. C. J. Burrows, J. G. Muller, Chem. Rev. 1998, 98, 1109.
2. J. E. Klaunig, L. M. Kamendulis, Annu. Rev. Pharmacol. Toxicol. 2004, 44, 239.
3. S. P. Hussain, L. J. Hofseth, C. C. Harris, Nat. Rev. Cancer 2003, 3, 276.
4. R. Olinski, D. Gackowski, M. Foksinski, R. Rozalski, K. Roszkowski, P. Jaruga, Free. Radic. Biol. Med. 2002, 33, 192.
5. M. Aslan, T. Ozben, Curr. Alzheimer Res. 2004, 1, 111.
6. N. Aguirre, M. F. Beal, W. R. Matson, M. B. Bogdanov, Free. Radic. Res. 2005, 39, 383.
7. S. Steenken, S. V. Jovanovic, J. Am. Chem. Soc. 1997, 119, 617.
8. H. Kasai, Y. Yamaizumi, M. Berger, J. Cadet, J. Am. Chem. Soc. 1992, 114, 9692.
9. S. Akasaka, K. Takimoto, K. Yamamoto, Mol. Gen. Genet. 1994, 243, 500.
10. T. Bessho, K. Tano, H. Kasai, E. Ohtsuka, S. Nishimura, J. Biol. Chem. 1993, 268, 19416.
11. S. Smirnov, F. Johnson, C. De los Santos, PDB-Protein Data Bank IFYI, 2000.
12. W. L. Neeley, J. M. Essigmann, Chem. Res. Toxicol. 2006, 19, 491.
13. J. Cadet, M. Berger, G. W. Buchko, P. C. Joshi, S. Raoul, J. L. Ravanat, J. Am. Chem. Soc. 1994, 116, 7403.
14. G. R. Martínez, M. H. Medeiros, J. L. Ravanant, J. Cadet, P. Di Mascio, Biol. Chem. 2002, 383, 607.
15. K. Katsuhito, I. Saito, J. Am. Chem. Soc. 1998, 120, 7373.
16. W. Luo, J. G. Muller, C. J. Burrows, Org. Lett. 2002, 3, 2801.
17. R. N. Goyal, N. Jain, D. K. Garg, Bioelectrochem. Bioenerg. 1997, 43, 105.
18. Y. Ye, J. G. Muller, W. Luo, C. L. Mayne, A. J. Shallop, R. A. Jones, J. Am. Chem. Soc. 2003, 125, 13926.
19. T. Suzuki, M. D. Friesen, H. Ohshima, Bioorg. Med. Chem. 2003, 11, 2157.
20. A. Joffe, N. E. Geacintov, V. Shafirovich, Chem. Res. Toxicol. 2003, 16, 1528.
21. T. Koopmans, Physics 1934, 104, 1.
22. A. Szabo, N. S. Ostlund, Modern Quantum Chemistry; Dover: New York, 1996; p. 127.
23. J. Linderbeg, Y. ãhrn, Propagators in Quantum Chemistry; Academic Press: New York, 1973.
24. Y. ãhrn, G. Born, Adv. Quantum. Chem. 1981, 13, 1.
25. B. T. Pickup, O. Goscinski, Mol. Phys. 1973, 26, 1013.
26. L. S. Cederbaum, W. Domcke, Adv. Chem. Phys. 1977, 26, 206.
27. R. G. Pearson, J. Am. Chem. Soc. 1963, 85, 3533.
28. L. J. Pauling, J. Am. Chem. Soc. 1932, 54, 3570.
29. R. G. Parr, R. A. Donelly, M. Levy, W. E. Palke, J. Chem. Phys. 1978, 68, 3801.
30. R. S. Mulliken, J. Chem. Phys. 1934, 2, 782.
31. R. G. Parr, R. G. Pearson, J. Am. Chem. Soc. 1983, 105, 7512.
32. J. Garza, R. Vargas, N. Aquino, K. D. Sen, J Chem Sci 2005, 117, 379.
33. H. Chermette, J. Comput. Chem. 1999, 20, 129.
34. W. Kohn, L. Sham, J. Phys. Rev. A 1965, 140, 1133.
35. P. Politzer, F. Abu-Awwad, Theor. Chem. Acc. 1998, 99, 83.
36. L. Barrio, J. Catalan, J. L. G. De Paz, Int. J. Quantum. Chem. 2003, 91, 432.
37. P. Geerlings, J. Chem. Phys. 1997, 106, 3270.
38. F. De Proft, S. Amira, P. Geerlings, J. Phys. Chem. 1994, 98, 5227.
39. J. Melin, P. W. Ayers, J. V. Ortiz, J Chem Sci 2005, 117, 387.
40. J. V. Ortiz, In Computational Chemistry: Reviews of Current Trends, Vol. 2;, J. Leszczynski, Ed.; World Scientific: Singapore, 1997; p. 1.
41. N. W. Von, J. Schirmer, L. S. Cederbaum, Comput. Phys. Rep. 1984, 1, 57.
42. J. Simons, Theor. Chem. Adv. Persp. 1978, 3, 1.
43. L. S. Cederbaum, J. Phys. B 1975, 8, 290.
44. V. G. Zakrzewski, J. V. Ortiz, J. A. Nichols, D. Heryadi, D. L. Yeager, J. T. Golab, Int. J. Quantum. Chem. 1996, 60, 29.
45. J. V. Ortiz, J. Chem. Phys. 1996, 104, 7599.
46. V. G. Zakrzewski, J. V. Ortiz, J. Mol. Struct. (Theochem) 1996, 388, 351.
47. V. G. Zakrzewski, J. V. Ortiz, J. Phys. Chem. 1996, 100, 13979.
48. V. G. Zakrzewski, O. Dolgounitcheva, J. V. Ortiz, J. Chem. Phys. 1996, 105, 8748.
49. V. G. Zakrzewski, J. V. Ortiz, J. Chem. Phys. 1996, 105, 2762.
50. J. V. Ortiz, Chem. Phys. Lett. 1993, 216, 319.
51. M. Ohno, V. G. Zakrzewski, J. V. Ortiz, W. Von Niessen, J. Chem. Phys. 1997, 106, 3258.
52. M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G. A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H. P. Hratchian, A. F. Izmaylov, J. Bloino, G. Zheng, J. L. Sonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, J. A. Montgomery, Jr., J. E. Peralta, F. Ogliaro, M. Bearpark, J. J. Heyd, E. Brothers, K. N. Kudin, V. N. Staroverov, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J. C. Burant, S. S. Iyengar, J. Tomasi, M. Cossi, N. Rega, N. J. Millam, M. Klene, J. E. Knox, J. B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, R. L. Martin, K. Morokuma, V. G. Zakrzewski, G. A. Voth, P. Salvador, J. J. Dannenberg, S. Dapprich, A. D. Daniels, ã. Farkas, J. B. Foresman, J. V. Ortiz, J. Cioslowski, D. J. Fox, Gaussian 09; Gaussian, Inc.: Wallingford CT, 2009.
53. Y. Zhao, G. D. Truhlar, J. Phys. Chem. A 2004, 108, 6908.
54. C. Calominas, F. J. Luque, M. Orozco, J. Am. Chem. Soc. 1996, 118, 6811.
55. O. Dologounitcheva, V. G. Zakrzewski, J. V. Ortiz, J. Am. Chem. Soc. 2000, 122, 12304.
56. National Institute of Standards and Technology (NIST), NIST Chemistry WebBook Number 69; National Institute of Standards and Technology (NIST), Gaithersburg, USA. Available at:. Accessed on 2011.
57. J. Lin, C. Yu, S. Peng, I. Akiyama, K. Li, K. L. Lee, P. R. LeBreton, J. Phys. Chem. 1980, 84, 1006.
58. J. Lin, C. Yu, S. Peng, I. Akiyama, K. Li, K. L. Lee, P. R. LeBreton, J. Am. Chem. Soc. 1980, 102, 4627.
59. S. Urano, X. Yang, P. R. LeBreton, J. Mol. Struct. 1989, 214, 315.
60. J. N. S. Hush, A. S. Cheung, Chem. Phys. Lett. 1975, 34, 11.
61. S. D. Wetmore, R. J. Boyd, L. A. Erlksson, Chem. Phys. Lett. 2000, 322, 129.
62. K. Aflatooni, G. A. Gallup, P. D. Burrow, J. Phys. Chem. A 1998, 102, 6205.
63. F. Prat, K. N. Houk, C. S. Foote, J. Am. Chem. Soc. 1998, 120, 845.