QSAR study of antioxidant activity of wine polyphenols

European Journal of Medicinal Chemistry

Volumn 44, Issue 1, 2009, Pages 400-408

  Rastija, Vesna ^a   Medić Šarić, Marica ^b  

^a JOSIP JURAJ STROSSMAYER UNIVERSITY OF OSIJEK   (Croatia)

^b UNIVERSITY OF ZAGREB   (Croatia)

Author keywords

Antioxidant activity; Polyphenols; QSAR; Wine

Indexed keywords

APIGENIN; CAFFEIC ACID; CATECHIN; EPICATECHIN; FERULIC ACID; GALLIC ACID; KAEMPFEROL; MORIN; MYRICETIN; NARINGENIN; POLYPHENOL DERIVATIVE; QUERCETIN; RESVERATROL;

ANTIOXIDANT ACTIVITY; ARTICLE; IC 50; LIPID PEROXIDATION; LIPOPHILICITY; MULTIPLE REGRESSION; QUANTITATIVE STRUCTURE ACTIVITY RELATION; STEREOCHEMISTRY; WINE;

ANTIOXIDANTS; FLAVONOIDS; LIPID PEROXIDATION; MOLECULAR CONFORMATION; PHENOLS; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP; REGRESSION ANALYSIS; WINE;

EID: 57949114007     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2008.03.001     Document Type: Article

References (65)

1. Manach C., Scalbert A., Morand C., Rémésy C., and Jiménez L. Am. J. Clin. Nutr. 79 (2004) 727-747
2. Burns J., Gardner P.T., Matthews D., Duthie G.G., Lean M.E.J., and Crozier A. J. Agric. Food Chem. 49 (2001) 5797-5808
3. Soobrattee M.A., Neergheen V.S., Luximon-Ramma A., Aruoma O.I., and Bahorun T. Mutat. Res. 579 (2005) 200-213
4. Kono Y., Kobayashi K., Tagawa S., Adachi K., Ueda A., Sawa Y., and Shibata H. Biochim. Biophys. Acta 1335 (1997) 335-342
5. Cheng Z., Ren J., Li Y., Chang W., and Chen Z. Bioorg. Med. Chem. 10 (2002) 4067-4073
6. Roginsky V., and Lissi E.A. Food Chem. 92 (2005) 235-254
7. Villaño D., Fernández-Pachón M.S., Troncoso A.M., and García-Parrilla M.C. Anal. Chim. Acta 538 (2005) 391-398
8. Rice-Evans C.A., Miller N.J., and Paganga G. Free Radic. Biol. Med. 20 (1996) 933-956
9. Yang B., Kotani A., Arai K., and Kusu F. Anal. Sci. 17 (2001) 599-604
10. Burda S., and Oleszek W. J. Agric. Food Chem. 49 (2001) 2774-2779
11. Heim K.E., Tagliaferro A.R., and Bobilya D.J. J. Nutr. Biochem. 13 (2002) 572-584
12. Nenadis N., Wang L.-F., Tsimidou M., and Zhang H.-Y. J. Agric. Food Chem. 52 (2004) 4669-4674
13. Sergediené E., Jönsson K., Szymusiak H., Tyrakowska B., Rietjens I.M.C.M., and Čénas N. FEBS Lett. 462 (1999) 393-396
14. Amić D., Davidović-Amić D., Bešlo D., and Trinajstić N. Croat. Chem. Acta 76 (2003) 55-61
15. Rackova L., Firakova S., Kostalova D., Stefek M., Sturdik E., and Majekova M. Bioorg. Med. Chem. 13 (2005) 6477-6488
16. Farkas O., Jakus J., and Héberger K. Molecules 9 (2004) 1079-1088
17. Thakur A., Thakur M., Kakani N., Joshi A., Thakur S., and Gupta A. ARKIVOC xiv (2004) 36-43
18. Karelson M., Lobanov V.S., and Katritzky A.R. Chem. Rev. 96 (1996) 1027-1043
19. Vračko M., and Gasteiger J. Internet Electron. J. Mol. Des. 1 (2002) 527-544
20. Trinajstić N. Chemical Graph Theory (1992), CRC Press, Boca Raton
21. Ponce A.M., Blanco S.E., Molina A.S., García-Domenech R., and Gálvez J. J. Chem. Inf. Comput. Sci. 40 (2000) 1039-1045
22. Hansch C., Kurupa A., Garg R., and Gao H. Chem. Rev. 101 (2001) 619-672
23. Rastija V., Mornar A., Jasprica I., Srečnik G., and Medić-Šarić M. J. Planar Chromatogr. Mod. TLC 17 (2004) 26-31
24. Kallithraka S., Tsoutsouras E., Tzourou E., and Lanaridis P. Food Chem. 99 (2006) 784-793
25. In: Balaban A.T. (Ed). From Chemical Topology to Three-Dimensional Geometry (1997), Plenum press, New York
26. Dreosti I.E. Nutrition 16 (2000) 692-694
27. Amić D., Davidović-Amić D., Jurić A., Lučić B., and Trinajstić N. J. Chem. Inf. Comput. Sci. 35 (1995) 1034-1038
28. Estrada E., Quincoces J.A., and Patlewicz G. Mol. Divers. 8 (2004) 21-33
29. Souza J., Molfetta F.A., Honório K.M., Santos R.H.A., and Silva A.B.F. J. Chem. Inf. Comput. Sci. 44 (2004) 1153-1161
30. Verma R.P., and Hansch C. ChemBioChem 5 (2004) 1188-1195
31. Cheng Z., Ren J., Li Y., Chang W., and Chen Z. J. Pharm. Sci. 92 (2003) 475-484
32. Erlejman A.G., Verstraeten S.V., Fraga C.G., and Oteiza P.I. Free Radic. Res. 38 (2004) 1311-1320
33. Zhang H.Y., Sun Y.M., and Wang X.L. Chem.-Eur. J. 9 (2003) 502-508
34. Ramos-Nino M.E., Ramirez-Rodriguez C.A., Clifford M.N., and Adams M.R. J. Appl. Microbiol. 84 (1998) 207-212
35. Thakur A., Thakur M., Khadikar P.V., Supuran C.T., and Sudele P. Bioorg. Med. Chem. 12 (2004) 789-793
36. Balaban A.T., Khadikar P.V., Supuran C.T., Thakur A., and Thakur M. Bioorg. Med. Chem. Lett. 15 (2005) 3966-3973
37. Consonni V., Todeschini R., and Pavan M. J. Chem. Inf. Comput. Sci. 42 (2002) 682-692
38. González M.P., Terán C., Teijeira M., and González-Moa M.J. Eur. J. Med. Chem. 40 (2005) 1080-1086
39. Saíz-Urra L., González M.P., Fall Y., and Gómez G. Eur. J. Med. Chem. 42 (2007) 64-70
40. Baderschneider B., and Winterhalter P. J. Agric. Food Chem. 49 (2001) 2788-2798
41. Karelson M. Molecular Descriptors in QSAR/QSPR (2000), Wiley, New York
42. In: Devillers J., and Balaban A.T. (Eds). Topological Indices and Related Descriptors in QSAR and QSPR (1999), Gordon and Breach, Amsterdam
43. Vedrina M., Marković S., Medić-Šarić M., and Trinajstić N. Comput. Chem. 21 (1997) 355-361
44. Wiener H. J. Am. Chem. Soc. 69 (1947) 17-20
45. In: Barysz M., Jasari G., Lall R.S., Srivastava V.K., Trinajstić N., and King R.B. (Eds). Chemical Applications of Topology and Graph Theory (1983), Elsevier, Amsterdam
46. Kier L.B., and Hall L.H. J. Pharm. Sci. 65 (1976) 1806-1809
47. Balaban A.T. Chem. Phys. Lett. 89 (1982) 399-404
48. Shannon C., and Weaver W. Mathematical Theory of Communication (1949), University of Illinois, Urbana
49. Schultz H.P. J. Chem. Inf. Comput. Sci. 29 (1989) 227-228
50. ISIS/Draw 2.3, MDL Information System, Inc, 2000.
51. HyperChem 8.0 Evaluation, Hypercube Inc., http://www.hyper.com, 2007.
52. Tetko I.V., Gasteiger J., Todeschini R., Mauri A., Livingstone D., Ertl P., Palyulin V.A., Radchenko E.V., Zefirov N.S., Makarenko A.S., Tanchuk V.Y., and Prokopenko V.V. J. Comput.-Aided Mol. Des. 19 (2005) 453-463. http://146.107.217.178/lab/pclient/
53. Demo-CONVERT Interactively, Molecular Networks GmbH, http://www.molecular-networks.com/online_demos/convert_demo.html, 2006.
54. Todeschini R., and Consonni V. Handbook of Molecular Descriptors (2000), Wiley-VCH, Weinheim
55. Schuur J.H., Selzer P., and Gasteiger J. J. Chem. Inf. Comput. Sci. 36 (1996) 334-344
56. Hemmer C.M., Steinhauer V., and Gasteiger J. J. Vibrat. Spect. 19 (1999) 151-164
57. Tetko I.V., and Villa A.E.P. Neural Networks 10 (1997) 1361-1374
58. Tetko I.V., and Tanchuk V.Y. J. Chem. Inf. Comput. Sci. 42 (2002) 1136-1145
59. Moriguchi I., Hirono S., Nakagome I., and Hirano H. Chem. Pharm. Bull. 42 (1994) 976-978
60. Mannhold R., and van de Waterbeemd H. J. Comput.-Aided Mol. Des. 15 (2001) 337-354
61. CLOGP, Daylight Chemical Information Systems, Inc.; http://www.daylight.com/daycgi/clogp, 2006.
62. Carrasco R., Padrón J.A., and Gálvez J. J. Pharm. Sci. 7 (2004) 19-26
63. Clark D.E. J. Pharm. Sci. 88 (1999) 807-814
64. Moriguchi I., Kanada Y., and Komatsu K. Chem. Pharm. Bull. 24 (1976) 1799-1806
65. Statistica 6.0, StatSoft, Inc, 2001.