Role of allyl group in the hydroxyl and peroxyl radical scavenging activity of S-allylcysteine

Journal of Physical Chemistry B

Volumn 115, Issue 45, 2011, Pages 13408-13417

  Maldonado, Perla D ^a   Alvarez Idaboy, J Raúl ^b   Aguilar González, Adriana ^a   Lira Rocha, Alfonso ^b   Jung Cook, Helgi ^a   Medina Campos, Omar Noel ^b   Pedraza Chaverrí, José ^b   Galano, Annia ^c  

^a NATIONAL INSTITUTE OF NEUROLOGY AND NEUROSURGERY   (Mexico)

^b UNIVERSIDAD NACIONAL AUTÓNOMA DE MÉXICO   (Mexico)

^c DEPARTAMENTO DE QUÍMICA   (Mexico)

Author keywords

[No Author keywords available]

Indexed keywords

ALLYL GROUPS; ANTIOXIDANT PROPERTIES; COMPUTATIONAL ANALYSIS; CONCENTRATION-DEPENDENT; FREE RADICAL SCAVENGING ACTIVITY; GARLIC EXTRACT; HYDROXYL RADICALS; PEROXYL RADICAL; POTENTIAL ABILITY; PROPYL GROUPS; REACTIVE SPECIES;

FREE RADICALS;

EID: 80855156848     PISSN: 15206106     EISSN: 15205207     Source Type: Journal    
DOI: 10.1021/jp208233f     Document Type: Article

References (62)

1. Wakunaga of America Co, LTD. Aged Garlic Extract. Research Excerpts from Peer Reviewed Scientific Journals & Scientific Meetings; Wakunaga of America Co, LTD.: Mission Viejo, CA, 2006; pp 1-63.
2. Lawson, L. D. In Phytomedicines of Europe. Chemistry and Biological Activity; Lawson, L. D., Bauer, R., Eds.; ACS Symposium Series 691; American Chemical Society: Washington, DC, 1998; pp 176-209.
3. Borek, C. J. Nutr. 2001, 131, 1010S-1015S
4. Kodera, Y.; Suzuki, A.; Imada, O.; Kasuga, S.; Sumioka, I.; Kanezawa, A.; Taru, N.; Fujikawa, M.; Nagae, S.; Masamoto, K.; Maeshige, K.; Ono, K. J. Agric. Food Chem. 2002, 50, 622
5. Amagase, H.; Petesch, B. L.; Matsuura, H.; Kasuga, S.; Itakura, Y. J. Nutr. 2001, 131, 955S
6. Kim, K. M.; Chun, S. B.; Koo, M. S.; Choi, W. J.; Kim, T. W.; Kwon, Y. G.; Chung, H. T.; Billiar, T. R.; Kim, Y. M. Free Radical Biol. Med. 2001, 30, 747
7. Maldonado, P. D.; Barrera, D.; Rivero, I.; Mata, R.; Medina-Campos, O. N.; Hernandez-Pando, R.; Pedraza-Chaverri, J. Free Radical Biol. Med. 2003, 35, 31
8. Medina-Campos, O. N.; Barrera, D.; Segoviano-Murillo, S.; Rocha, D.; Maldonado, P. D.; Mendoza-Patiño, N.; Pedraza-Chaverri, J. Food Chem. Toxicol. 2007, 45, 2030
9. Ide, N.; Lau, B. H. J. Nutr. 2001, 131, 1020S
10. Ide, N.; Lau, B. H. Drug Dev. Ind. Pharm. 1999, 25, 619
11. Ho, S. E.; Ide, N.; Lau, B. H. Phytomedicine 2001, 8, 39
12. Chung, L. Y. J. Med. Food 2006, 9, 205
13. Numagami, Y.; Ohnishi, S. T. J. Nutr. 2001, 131, 1100S
14. Kim, J. M.; Lee, J. C.; Chang, N.; Chun, H. S.; Kim, W. K. Free Radical Res. 2006, 40, 827
15. Yamasaki, T.; Lau, B. H. Nihon Yakurigaku Zasshi 1997, 110, 138P
16. Ide, N.; Lau, B. H. J. Pharm. Pharmacol. 1997, 49, 908
17. Imai, J.; Ide, N.; Nagae, S.; Moriguchi, T.; Matsuura, H.; Itakura, Y. Planta Med. 1994, 60, 417
18. Numagami, Y.; Sato, S.; Ohnishi, S. T. Neurochem. Int. 1996, 29, 135
19. Moriguchi, T.; Matsuura, H.; Kodera, Y.; Itakura, Y.; Katsuki, H.; Saito, H.; Nishiyama, N. Neurochem. Res. 1997, 22, 1449
20. Nishiyama, N.; Moriguchi, T.; Morihara, N.; Saito, H. J. Nutr. 2000, 131, 1093S
21. Kim, J. M.; Chang, H. J.; Kim, W. K.; Chang, N.; Chun, H. S. J. Agric. Food Chem. 2006, 54, 6547
22. Lissi, E.; Salim-Hanna, M.; Pascual, C.; del Castillo, M. D. Free Radical Biol. Med. 1995, 18, 153
23. Kocha, T.; Yamaguchi, M.; Ohtaki, H.; Fukuda, T.; Aoyagi, T. Biochim. Biophys. Acta 1997, 1337, 319
24. Zhao, Y.; Schultz, N. E.; Truhlar, D. G. J. Chem. Theory Comput. 2006, 2, 364
25. Zavala-Oseguera, C.; Alvarez-Idaboy, J. R.; Merino, G.; Galano, A. J. Phys. Chem. A 2009, 113, 13913
26. Velez, E.; Quijano, J.; Notario, R.; Pabón, E.; Murillo, J.; Leal, J.; Zapata, E.; Alarcón, G. J. Phys. Org. Chem. 2009, 22, 971
27. Vega-Rodriguez, A.; Alvarez-Idaboy, J. R. Phys. Chem. Chem. Phys. 2009, 11, 7649
28. Galano, A.; Alvarez-Idaboy, J. R. Org. Lett. 2009, 11, 5114
29. Black, G.; Simmie, J. M. J. Comput. Chem. 2010, 31, 1236
30. Furuncuoglu, T.; Ugur, I.; Degirmenci, I.; Aviyente, V. Macromolecules 2010, 43, 1823
31. Galano, A.; Macías-Ruvalcaba, N. A.; Campos, O. N. M.; Pedraza-Chaverri, J. J. Phys. Chem. B 2010, 114, 6625
32. Young, D. Computational Chemistry: A Practical Guide for Applying Techniques to Real World Problems; John Wiley & Sons: New York, 2001; pp 227-228.
33. Allodi, M. A.; Kirschner, K. N.; Shields, G. C. J. Phys. Chem. A 2008, 112, 7064
34. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Scalmani, G.; Barone, V.; Mennucci, B.; Petersson, G. A.; Gaussian 09, revision A.08; Gaussian, Inc.: Wallingford, CT, 2009.
35. Marenich, A. V.; Cramer, C. J.; Truhlar, D. G. J. Phys. Chem. B 2009, 113, 6378
36. Okuno, Y. Chem.-Eur. J. 1997, 3, 210
37. Benson, S. W. The Foundations of Chemical Kinetics; Krieger: Malabar, FL, 1982; Chapter XV.
38. Ardura, D.; Lopez, R.; Sordo, T. L. J. Phys. Chem. B 2005, 109, 23618
39. Alvarez-Idaboy, J. R.; Reyes, L.; Cruz, J. Org. Lett. 2006, 8, 1763
40. Alvarez-Idaboy, J. R.; Reyes, L.; Mora-Diez, N. Org. Biomol. Chem. 2007, 5, 3682
41. Galano, A. J. Phys. Chem. A 2007, 111, 1677
42. Galano, A. J. Phys. Chem. C 2008, 112, 8922
43. Galano, A.; Cruz-Torres, A. Org. Biomol. Chem. 2008, 6, 732
44. Galano, A.; Francisco-Márquez, M. Chem. Phys. 2008, 345, 87
45. Mora-Diez, N.; Keller, S.; Alvarez-Idaboy, J. R. Org. Biomol. Chem 2009, 7, 3682
46. Eyring, H. J. Chem. Phys. 1935, 3, 107
47. Evans, M. G.; Polanyi, M. Trans. Faraday Soc. 1935, 31, 875
48. Truhlar, D. G.; Hase, W. L.; Hynes, J. T. J. Phys. Chem. 1983, 87, 2664
49. Eckart, C. Phys. Rev. 1930, 35, 1303
50. Collins, F. C.; Kimball, G. E. J. Colloid Sci. 1949, 4, 425
51. Smoluchowski, M. Z. Phys. Chem. 1917, 92, 129
52. Truhlar, D. G. J. Chem. Educ. 1985, 62, 104
53. Einstein, A. Ann. Phys. (Leipzig) 1905, 17, 549
54. Stokes, G. G. Mathematical and Physical Papers; Cambridge University Press: Cambridge, U.K., 1903; Vol. 3, p 55.
55. Olivella, S.; Anglada, J. M.; Solÿ, A.; Bofill, J. M. Chem.-Eur. J. 2004, 10, 3404
56. Mayer, J. M.; Hrovat, D. A.; Thomas, J. L.; Borden, W. T. J. Am. Chem. Soc. 2002, 124, 11142
57. Turecek, F.; Syrstad, E. A. J. Am. Chem. Soc. 2003, 125, 3353
58. Galano, A.; Alvarez-Idaboy, J. R.; Bravo-Perez, G.; Ruiz-Santoyo, M. E. J. Mol. Struct.: THEOCHEM 2002, 617, 77-86
59. Uc, V. H.; Alvarez-Idaboy, J. R.; Galano, A.; Garcia-Cruz, I.; Vivier-Bunge, A. J. Phys. Chem. A. 2006, 110, 10155-10162
60. Galano, A.; Alvarez-Idaboy, J. R. Chapter 12 Atmospheric Reactions of Oxygenated Volatile Organic Compounds + OH Radicals: Role of Hydrogen-Bonded Intermediates and Transition States Adv. Quantum Chem. 2008, 55, 245-274
61. Galano, A.; Cruz-Torres, A. Org. Biomol. Chem. 2008, 6, 732
62. Galano, A.; Francisco-Márquez, M. J. Phys. Chem. B 2009, 113, 16077