Synthesis, crystal structure, superoxide scavenging activity, anticancer and docking studies of novel adamantyl nitroxide derivatives

Journal of Molecular Structure

Volumn 1108, Issue , 2016, Pages 611-617

  Zhu, Xiao He ^a   Sun, Jin ^a,b   Wang, Shan ^a   Bu, Wei ^a   Yao, Min Na ^a   Gao, Kai ^a   Song, Ying ^a   Zhao, Jin Yi ^a   Lu, Cheng Tao ^a   Zhang, En Hu ^b   Yang, Zhi Fu ^a   Wen, Ai Dong ^a  

^a FOURTH MILITARY MEDICAL UNIVERSITY   (China)

^b SHAANXI UNIVERSITY OF CHINESE MEDICINE   (China)

Author keywords

Adamantyl nitroxide; Anticancer; Docking study; Superoxide scavenging activity

Indexed keywords

BINDING SITES; CELL CULTURE; DENSITY FUNCTIONAL THEORY; OXYGEN; QUANTUM CHEMISTRY;

ANTICANCER; ANTIOXIDANT AND ANTIPROLIFERATIVE ACTIVITIES; DOCKING STUDIES; NITROXIDE DERIVATIVES; NITROXIDES; POTENTIAL ANTICANCER AGENTS; QUANTUM CHEMICAL CALCULATIONS; SCAVENGING ACTIVITIES;

CRYSTAL STRUCTURE;

EID: 84952325338     PISSN: 00222860     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molstruc.2015.12.048     Document Type: Article

References (35)

1. M.A. Olayioye, R.M. Neve, H.A. Lane, and N.E. Hynes EMBO J. 19 2000 3159 3167
2. M. Tateishi, T. Ishida, T. Mitsudomi, S. Kaneko, and K. Sugimachi Cancer Res. 50 1990 7077 7080
3. T.P. Fleming, A. Saxena, W.C. Clark, J.T. Robertson, E.H. Oldfield, S.A. Aaronson, and I.U. Ali Cancer Res. 52 1992 4550 4553
4. D.M. Shin, J.Y. Ro, W.K. Hong, and W.N. Hittelamn Cancer Res. 54 1994 3153 3159
5. A.J. Bridges Curr. Med. Chem. 6 1999 825 843
6. D.H. Boschelli Drugs Future 24 1999 515 537
7. G.S.E. Antipas, and A.E. Germenis Front. Chem. 3 2015 1 7
8. G.S.E. Antipas, and A.E. Germenis Data Brief 3 2015 180 184
9. J. Liu, D. Obando, V. Liao, T. Lifa, and R. Codd Eur. J. Med. Chem. 46 2011 1949 1963
10. M.I. Dawson, Z.B. Xia, G. Liu, J.A. Fontana, L. Farhana, B.B. Patel, S. Arumugarajah, M. Bhuiyan, X.K. Zhang, and Y.H. Han J. Med. Chem. 50 2007 2622 2639
11. P.A. Svingen, A. Tefferi, T.J. Kottke, G. Kaur, V.L. Narayanan, E.A. Sausville, and S.H. Kaufmann Clin. Cancer Res. 6 2000 237 249
12. W. Flores-Santana, T. Moody, W.B. Chen, M.J. Gorczynski, M.E. Shoman, C. Velazquez, A. Thetford, J.B. Mitchell, M.K. Cherukuri, and S.B. King Br. J. Pharmacol. 165 2012 1058 1067
13. K. Patel, Y.F. Chen, K. Dennehy, J. Blau, S. Connors, M. Mendonca, M. Tarpey, M. Krishna, J.B. Mitchell, and W.J. Welch Am. J. Physiol. Regul. Integr. Comp. Physiol. 290 2006 37 43
14. H.B. Wang, Y.J. Jia, P. Gao, Y. Cheng, M. Cheng, C.T. Lu, S.Y. Zhou, and X.L. Sun Biochimie 95 2013 1574 1581
15. Y.Q. Liu, X.J. Li, C.Y. Zhao, X. Nan, J. Tian, S.L. Morris-Natschke, Z.J. Zhang, X.M. Yang, L. Yang, and L.H. Li Bioorg. Med. Chem. 21 2013 1248 1256
16. M.B. Gariboldi, S. Lucchi, C. Caserini, R. Supino, C. Oliva, and E. Monti Free Radic. Biol. Med. 24 1998 913 923
17. B.P. Soule, F. Hyodo, K. Matsumoto, N.L. Simone, J.A. Cook, M.C. Krishna, and J.B. Mitchell Free Radic. Biol. Med. 42 2007 1632 1650
18. X.B. Zhao, D. Wu, M.J. Wang, M. Goto, S.L. Morris-Natschke, Y.Q. Liu, X.B. Wu, Z.L. Song, G.X. Zhu, and K.H. Lee Bioorg. Med. Chem. 22 2014 6453 6458
19. S.Y. Li, C.Y. Guo, X.Q. Sun, Y.Z. Li, H.L. Zhao, D.M. Zhan, M.B. Lan, and Y. Tang Eur. J. Med. Chem. 49 2012 271 278
20. K. Nepali, S. Sharma, M. Sharma, P.M.S. Bedi, and K.L. Dhar Eur. J. Med. Chem. 77 2014 422 487
21. G.M. Sheldrick SHELXLS-97: Program for the Solution of Crystal Structure 1997 University of Göttingen
22. M.W. Schmidt, K.K. Baldridge, J.A. Boatz, S.T. Elbert, M.S. Gordon, J.J. Jensen, S. Koseki, N. Matsunaga, K.A. Nguyen, S. Su, T.L. Windus, M. Dupuis, and J.A. Montgomery J. Comput. Chem. 14 1993 1347 1363
23. F. Wang, L.X. Yang, K.X. Huang, X.K. Li, X.J. Hao, J. Stöckigt, and Y. Zhao Nat. Prod. Res. 21 2007 196 202
24. P.E. Eaton, N. Nordari, J. Tsanaktsidis, and S.P. Upadhyaya Synthesis 5 1995 501 502
25. R.A. Hussainy, J. Verbeek, D. van der Born, J. Booij, and J.D.M. Herscheid Eur. J. Med. Chem. 46 2011 5728 5735
26. R.A. Hussainy, J. Verbeek, D. van der Born, A.H. Braker, J.E. Leysen, R.J. Knol, J. Booij, and J.D.M. Herscheid J. Med. Chem. 54 2011 3480 3491
27. H.L. Zhu, J. Shi, Z.Q. Huang, L.J. Lv, and J.W. Duan J. Mol. Struct. 1089 2015 170 177
28. V.T. Kasumov, I. Ucar, A. Bulut, and Y. Yerli Solid State Sci. 13 2011 1852 1857
29. M.C. Krishna, A. Russo, J.B. Mitchell, S. Goldstein, H. Dafni, and A. Samuni J. Biol. Chem. 271 1996 26026 26031
30. P. Bar-On, M. Mohsen, R. Zhang, E. Feigin, M. Chevion, and A. Samuni J. Am. Chem. Soc. 121 1999 8070 8073
31. D. Metodiewa, J. Skolimowski, A. Kochman, and A. Koceva-Chya Anticancer Res. 20 2000 2593 2599
32. J. Skolimowski, A. Kochman, L. Gebicka, and D. Metodiewa Bioorg. Med. Chem. 11 2003 3529 3539
33. J.B. Mitchell, S. Xavier, A.M. DeLuca, A.L. Sowers, J.A. Cook, M.C. Krishna, S.M. Hahn, and A. Russo Free Radic. Biol. Med. 34 2003 93 102
34. R. Schubert, L. Erker, C. Barlow, H. Yakushiji, D. Larson, A. Russo, J.B. Mitchell, and A. Wynshaw-Boris Hum. Mol. Genet. 13 2004 1793 1802
35. K.M. Qiu, H.H. Wang, L.M. Wang, Y. Luo, X.H. Yang, X.M. Wang, and H.L. Zhu Bioorg. Med. Chem. 20 2012 2010 2018