Curcumin derivatives as metal-chelating agents with potential multifunctional activity for pharmaceutical applications

Journal of Inorganic Biochemistry

Volumn 139, Issue , 2014, Pages 38-48

  Ferrari, Erika ^a   Benassi, Rois ^a   Sacchi, Stefania ^a   Pignedoli, Francesca ^a   Asti, Mattia ^b   Saladini, Monica ^a  

^a UNIVERSITY OF MODENA AND REGGIO EMILIA   (Italy)

^b S MARIA NUOVA HOSPITAL   (Italy)

Author keywords

Alzheimer's disease; Curcumin derivatives; DFT calculation; NMR spectroscopy

Indexed keywords

COPPER ION; CURCUMIN; GALLIUM; LIGAND; METAL COMPLEX; PROTON; CHELATING AGENT; COPPER; SCAVENGER; SUPEROXIDE;

ALZHEIMER DISEASE; ANTIOXIDANT ACTIVITY; AQUEOUS SOLUTION; ARTICLE; CALCULATION; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL BOND; CONTROLLED STUDY; DENSITY FUNCTIONAL THEORY; DRUG ACTIVITY; DRUG STABILITY; PREDICTION; PROTON NUCLEAR MAGNETIC RESONANCE; TAUTOMER; ULTRAVIOLET SPECTROSCOPY; ANALOGS AND DERIVATIVES; CHEMICAL STRUCTURE; CHEMISTRY; CONFORMATION; PH; THERMODYNAMICS;

CHELATING AGENTS; COPPER; CURCUMIN; FREE RADICAL SCAVENGERS; GALLIUM; HYDROGEN-ION CONCENTRATION; MODELS, MOLECULAR; MOLECULAR CONFORMATION; SUPEROXIDES; THERMODYNAMICS;

EID: 84903307085     PISSN: 01620134     EISSN: 18733344     Source Type: Journal    
DOI: 10.1016/j.jinorgbio.2014.06.002     Document Type: Article

References (44)

1. K. Kumar, and A.K. Rai J. Pharm. Res. 5 2012 254 256
2. G. Bar-Sela, R. Epelbaum, and M. Schaffer Curr. Med. Chem. 17 2010 190 197
3. P. Anand, C. Sundaram, S. Jhurani, A.B. Kunnumakkara, and B.B. Aggarwal Cancer Lett. 267 2008 133 164
4. D. Yanagisawa, N. Shirai, T. Amatsubo, H. Taguchi, K. Hirao, M. Urushitani, S. Morikawa, T. Inubushi, M. Kato, F. Kato, K. Morino, H. Kimura, I. Nakano, C. Yoshida, T. Okada, M. Sano, Y. Wada, K.N. Wada, A. Yamamoto, and I. Tooyama Biomaterials 31 2010 4179 4185
5. H. Han-Chang, X. Ke, and J. Zhao-Feng J. Alzheimers Dis. 32 2012 981 996
6. F.-L. Yen, T.-H. Wu, C.-W. Tzeng, L.-T. Lin, and C.-C. Lin J. Agric. Food Chem. 58 2010 7376 7382
7. Y. Zhang, X. Qu, Q. Chen, and H. Zhou Adv. Mater. Res. 2012 1857 1860
8. C.Y. Kim, N. Bordenave, M.G. Ferruzzi, A. Safavy, K.H. Kim, and J. Agric Food Chem. 59 2011 1012 1019
9. V. Kumar, B. Gupta, G. Kumar, M.K. Pandey, E. Aiazian, V.S. Parmar, J. Kumar, and A.C. Watterson J. Macromol. Sci. A Pure Appl. Chem. 47 2010 1154 1160
10. E. Ferrari, F. Pignedoli, C. Imbriano, G. Marverti, V. Basile, E. Venturi, and M. Saladini J. Med. Chem. 54 2011 8066 8077
11. Z. Kovacevic, S.D. Kalinowski, B.D. Lovejoy, Y. Yu, S.Y. Rahmanto, C.P. Sharpe, V.P. Bernhardt, and R. Richardson Curr. Top. Med. Chem. 11 2011 483 499
12. K. Zandi, E. Ramedani, K. Mohammadi, S. Tajbakhsh, I. Deilami, Z. Rastian, M. Fouladvand, F. Yousefi, and F. Farshadpour Nat. Prod. Commun. 5 2010 1935 1938
13. M. Borsari, E. Ferrari, R. Grandi, and M. Saladini Inorg. Chim. Acta 328 2002 61 68
14. B. Arezzini, M. Ferrali, E. Ferrari, C. Frassineti, S. Lazzari, G. Marverti, F. Spagnolo, and M. Saladini Eur. J. Med. Chem. 43 2008 2549 2556
15. L. Shen, H.Y. Zhang, and H.F. Ji J. Mol. Struct. THEOCHEM 757 2005 199 202
16. H.M. Mandy, D.T.P. Leung, F.L. Stephen, and W.K. Tak Phys. Chem. Chem. Phys. 14 2012 13580 13587
17. J. Rajesh, M. Rajasekaran, G. Rajagopal, and P. Athappan Spectrochim. Acta A Mol. Biomol. Spectrosc. 97 2012 223 230
18. M. Yoshino, M. Haneda, M. Naruse, H.H. Hatay, R. Tsubouchi, S.L. Qiao, W.H. Li, K. Murakami, and T. Yokochi Toxicol. in Vitro 18 2004 783 789
19. K. Sakano, and S. Kawanishi Arch. Biochem. Biophys. 405 2002 223 230
20. C.S. Atwood, R.D. Moir, X. Huang, R.C. Scarpa, N.M.E. Bacarra, D.M. Romano, M.A. Hartshorn, R.E. Tanzi, and A.I. Bush J. Biol. Chem. 273 1998 12817 12826
21. Y. Yoshiike, K. Tanemura, O. Murayama, T. Akagi, M. Murayama, S. Sato, X. Sun, N. Tanaka, and A. Takashima J. Biol. Chem. 276 2001 32293 32299
22. X.-T. Mei, D.-H. Xu, S.-K. Xu, Y.-P. Zheng, and S.-B. Xu Food Chem. Toxicol. 60 2013 448 454
23. P. Gans, A. Sabatini, and A. Vacca Talanta 43 1996 1739 1753
24. W. Wilker, D. Leibfritz, R. Kersebaum, and W. Bermel Magn. Reson. Chem. 31 1993 287 292
25. A. Bax, and M.F. Summers J. Am. Chem. Soc. 108 1986 2093 2094
26. J. Robak, and R.J. Gryglewski Biochem. Pharmacol. 37 1988 837 841
27. Gaussian 03, Revision D.01, M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery, Jr., T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J. E. Knox, H. P. Hratchian, 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, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Dapprich, A. D. Daniels, M. C. Strain, O. Farkas, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, C. Gonzalez, and J. A. Pople, Gaussian, Inc., Wallingford CT (2004)
28. R. Dennington II, T. Keyth, J. Millam, K. Eppinnett, W.L. Hovell, and R. Gilliand Gaussview, Version 3.0 2003 Semichem, Inc. Shawnee Mission, KS
29. E. Ferrari, M. Asti, R. Benassi, F. Pignedoli, and M. Saladini Dalton Trans. 42 2013 5304 5313
30. K. Wolinski, J.F. Hinton, and P.J. Pulay J. Am. Chem. Soc. 112 1990 8251 8260
31. L. Nardo, A. Maspero, M. Selva, M. Bondani, G. Palmisano, E. Ferrari, and M. Saladini J. Phys. Chem. A 116 2012 9321 9330
32. M. Caselli, E. Ferrari, C. Imbriano, F. Pignedoli, M. Saladini, and G. Ponterini J. Photochem. Photobiol. A 210 2010 115 124
33. J. Toullec Z. Rappoport, The Chemistry of Enols 1990 Wiley J. & Sons New York 323 398
34. E. Ferrari, M. Saladini, F. Pignedoli, F. Spagnolo, and R. Benassi New J. Chem. 35 2011 2840 2847
35. R. Benassi, E. Ferrari, S. Lazzari, F. Spagnolo, and M. Saladini J. Mol. Struct. 892 2008 168 176
36. F.Z. Erdemgil, S. Sanli, N. Sanli, G. Ozkan, J. Barbosa, J. Guiteras, and J.L. Beltran Talanta 72 2007 489 496
37. K. Balasubramanian, and J. Agric Food Chem. 54 2006 3512 3520
38. M.A. Addicoat, G.F. Metha, and T.W. Kee J. Comput. Chem. 32 2011 429 438
39. M. Xu, X. Dou, Y. Bu, and Y. Zhang Chem. Phys. Lett. 537 2012 101 106
40. T. Sakajiri, H. Yajiman, and T. Yamamura ISRN Biophys. 2012 10.5402/2012/124803 (Article ID 124803, 5 pages)
41. H.-F. Ji, and H.-Y. Zhang Bioorg. Med. Chem. Lett. 15 2005 21 24
42. H.Y. Zang Curr. Comput. Aided Drug Des. 2005 257 273
43. A. Barik, B. Mishra, A. Kunwar, R.M. Kadam, L. Shen, S. Dutta, S. Padhye, A.K. Satpati, H.-Y. Zhang, and K.I. Priyadarsini Eur. J. Med. Chem. 24 2007 431 439
44. P. Faller, C. Hureau, O. Berthoumieu, O. Inorg. Chem. http://dx.doi.org/10.1021/ic4003059.