Modeling the mechanism of action of lycopene as a hydroxyl radical scavenger

Journal of Molecular Modeling

Volumn 20, Issue 5, 2014, Pages

  Prasad, Ajit Kumar ^a   Mishra, Phool C ^a  

^a BANARAS HINDU UNIVERSITY   (India)

Author keywords

Anti oxidant; Chemical reaction; DFT calculation; Lycopene; OH radical scavenger

Indexed keywords

CARBON; HYDROGEN; HYDROXYL RADICAL; LYCOPENE; CAROTENOID; GAS; SCAVENGER; SOLVENT;

ANTIOXIDANT ACTIVITY; ARTICLE; DENSITY FUNCTIONAL THEORY; DRUG CONFORMATION; DRUG MECHANISM; ENERGY; MOLECULAR MODEL; PRIORITY JOURNAL; CHEMICAL MODEL; CHEMICAL STRUCTURE; CHEMISTRY; COMPUTER SIMULATION; DRUG STABILITY; ENERGY TRANSFER; GAS; STRUCTURE ACTIVITY RELATION;

CAROTENOIDS; COMPUTER SIMULATION; DRUG STABILITY; ENERGY TRANSFER; FREE RADICAL SCAVENGERS; GASES; HYDROGEN; HYDROXYL RADICAL; MODELS, CHEMICAL; MODELS, MOLECULAR; MOLECULAR STRUCTURE; SOLVENTS; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84902766996     PISSN: 16102940     EISSN: 09485023     Source Type: Journal    
DOI: 10.1007/s00894-014-2233-5     Document Type: Article

References (59)

1. Liu Z-Q (2010) Chem Rev 110:5675-5691
2. Halliwell B (1996) Ann Rev Nutr 16:33-50
3. Burrows CJ, Muller JG (1998) Chem Rev 98:1109-1151
4. Hussain SP, Hofseth LJ, Harris CC (2003) Nature 3:276-285
5. Bruner SD, Norman DPG, Verdine GC (2000) Nature 403:859-866
6. Jena NR, Mishra PC, Suhai S (2009) J Phys Chem B 113:5633-5644
7. Yadav A, Mishra PC (2012) Chem Phys 405:76-88
8. Mishra PC (1989) J Mol Struct 195:201-211
9. McCall MR, Frei B (1999) Free Rad Biol Med 26:1034-1053
10. Prasad AK, Mishra PC (2013) J Phy Org Chem. doi:10.1002/poc.3200
11. Shukla MK, Mishra PC (1996) J Mol Struct 377:247-259
12. Kim D-O, Lee CY (2004) Crit Rev Food Sci Nutr 44:253-273
13. Chen H-JC, Wu S-B, Chang C-M (2003) Arch Biochem Biophys 415:109-116
14. Krinsky NI, Johnson EJ (2005) Mol Asp Med 26:459-516
15. Halliwell B, Murcia MA, Chirico S, Aruoma OI (1995) Crit Rev Food Sci Nutr 35:7-20
16. Sies H, Stahl W (1995) Am J Clin Nutr 62:1315S-1321S
17. Feri B (1994) Natural Anti-oxidants in Human Health and Disease, Academic Press, San Diego
18. Krinsky NI (2001) Nutrition 17:815-817
19. Galano A, Francisco-Marquez M (2009) J Phys Chem B 113:11338-11345
20. Stahl W, Sies H (2005) Biochim Biophys Acta 1740:101-107
21. Clinton SK (1998) Nutr Rev 56:35-51
22. Martinez-Valverde I, Periago MJ, Provan G, Chesson A (2002) J Sci Food Agric 82:323-330
23. Guo W-H, Tu C-Y, Hu C-H (2008) J Phys Chem B 112:12158-12167
24. Stahl W, Sies H (1996) Arch Biochem Biophy 336(1):1-9
25. Collins JK, Veazie PP, Roberts W (2006) Hortic Sci 41:1135-1144
26. Britton G (1995) FASEB J 9:1551-1558
27. Mortensen A, Skibsted LH, Sampson J, Rice-Evans C, Everett SA (1997) FEBS Lett 418:91-97
28. Johnson EJ (2002) Nutr Clin Care 5:56-65
29. Porrini M, Riso P (2000) J Nutr 130:189-192
30. Palozza P, Simone RE, Catalano A, Mele MC (2011) Cancers 3:2333-2357
31. Graham DL, Carail M, Caris-Veyrat C, Lowe GM(2010) Food Chem Toxicol 48:2413-2420
32. Rao AV, Agarwal S (1998) Nutr Res 189:713-721
33. Kucuk O, Sarkar FH, Sakr W et al (2001) Cancer Epidemiol Biomarkers Prev 10:861-868
34. Palozza P, Catalano A, Simone RE, Mele MC, Cittadini A (2012) Ann Nutr Metab 61:126-134
35. Qu M, Zhou Z, Chen C, Li M, Pei L, Chu F, Yang J, Wang Y, Li L, Liu C, Zhang L, Zhang G, Yu Z, Wang D (2011) Neurochem Int 59:1095-1103
36. Helzlsouer KJ, Comstock GW, Morris JS (1989) Cancer Res 49:6144-6148
37. Ozmutlu S, Dede S, Ceylan E (2012) JRAAS 13:328-333
38. Veeramachaneni S, Ausman LM, Choi SW, Russell RM, Wang X-D (2008) J Nutr 138:1329-1335
39. Yaping Z, Suping Q, Wenli Y, Zheng X, Hong S, Side Y, Dapu W (2002) Food Chem 77:209-212
40. Stahl W, Sundquist AR, Hanusch M, Schwarz W, Sies H (1993) Clin Chem 39:810-814
41. Chasse GA, Mak ML, Deretey E, Farkas I, Torday LL, Papp JG, Sharma DSR, Agarwal A, Chakravarthi S, Agarwal S, Rao AV (2001) J Mol Str (Theochem) 571:27-37
42. Chasse GA, Chasse KP, Kucsman A, Torday LL, Papp JG (2001) J Mol Str(Theochem) 571:7-26
43. Guo J-J, Hsieh H-Y, Hu C-H (2009) J Phys Chem B 113:15699-15708
44. Bruskov VI, Malakhova LV, Masalimov ZK, Chernikov AV (2002) Nucl Acid Res 30:1354-1363
45. Becke AD (1993) J Chem Phys 98:5648-5652
46. Lee C, Yang W, Parr RG (1988) Phys Rev B 37:785-789
47. Miertus S, Scrocco E, Tomasi J (1981) Chem Phys 55:117-129
48. Cossi M, Scalmani G, Rega N, Barone V (2002) J Chem Phys 117:43-54
49. Ess DH, Houk KN (2005) J Phys Chem A 109:9542-9553
50. Silva PJ, Ramos MJ (2011) Comput Theor Chem 966:120-126
51. Sousa SF, Fernandes PA, Ramos MJ (2007) J Phys Chem A 111:10439-10452
52. Wodrich MD, Corminboeuf C, Schleyer PR (2006) Org Lett 8:3631-3634
53. Perdrew JP, Ziesche Ed P, Eschrig H (1991) Akad Verlag 91:11-20
54. Levine IN (1994) Quantum chemistry, 4th edn. Prentice-Hall, Englewood Cliffs, NJ
55. Ramalho SS, Vilela AFA, Barreto PRP, Gargano R (2005) Chem Phys Lett 413:151-156
56. Carstensen HH, Dean AM (2009) J Phys Chem A 113:367-380
57. Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Scalmani G, Barone V, Mennucci B, Petersson GA, Nakatsuji H, Caricato M, Hratchian X, Li HP, Izmaylov AF, Bloino J, Zheng G, Sonnenberg JL, Hada M, Ehara M, Toyota K, Fukuda R, Hasegawa J, Ishida M, Nakajima T, Honda Y, Kitao O, Nakai H, Vreven T, Montgomery JA, Peralta JE, Ogliaro F, Bearpark M, Heyd JJ, Brothers E, Kudin KN, Staroverov VN, Kobayashi R, Normand J, Raghavachari K, Rendell A, Burant JC, Iyengar SS, Tomasi J, Cossi M, Rega N, Millam JM, Klene M, Knox JE, Cross JB, Bakken V, Adamo C, Jaramillo J, Gomperts RE, Stratmann O, Yazyev AJ, Austin R, Cammi C, Pomelli JW, Ochterski R, Martin RL, Morokuma K, Zakrzewski VG, Voth G A, Salvador P, Dannenberg JJ, Dapprich S, Daniels AD, Farkas O, Foresman JB, Ortiz J V, Cioslowski J, Fox DJ (2009), Gaussian 09, revisionA.1. Gaussian Inc, Wallingford, CT
58. Frisch AE, Dennington RD, Keith TA, Nielsen AB, Holder AJ (2003) Gauss View, rev. 3.9. Gaussian Inc, Pittsburg, PA
59. Boileau TWM, Boileau AC, Erdman JW Jr (2002) Exp Biol Med 227:914-919