Synthesis, crystal structure, DNA interaction and antioxidant activities of two novel water-soluble Cu(2+) complexes derivated from 2-oxo-quinoline-3-carbaldehyde Schiff-bases

European Journal of Medicinal Chemistry

Volumn 44, Issue 11, 2009, Pages 4477-4484

  Liu, Zeng Chen ^a   Wang, Bao Dui ^a   Yang, Zheng Yin ^a   Li, Yong ^a   Qin, Dong Dong ^a   Li, Tian Rong ^a  

^a LANZHOU UNIVERSITY   (China)

Author keywords

2 Oxo quinoline 3 carbaldehyde Schiff bases; Antioxidant activity; Crystal structure; DNA binding

Indexed keywords

2 OXO QUINOLINE 3 CARBALDEHYDE (4' HYDROXYBENZOYL)HYDRAZONE; CHLOROPLAST DNA; CUPRIC ION; DNA; HYDRAZONE DERIVATIVE; SCHIFF BASE; THIOSEMICARBAZONE DERIVATIVE; UNCLASSIFIED DRUG;

ABSORPTION SPECTROSCOPY; ANTIOXIDANT ACTIVITY; ARTICLE; CALF (BOVINE); CONTROLLED STUDY; CRYSTAL STRUCTURE; DNA BINDING; DNA HELIX; DRUG STRUCTURE; DRUG SYNTHESIS; FLUORESCENCE SPECTROSCOPY; IC 50; IN VITRO STUDY; NONHUMAN; X RAY DIFFRACTION;

ANIMALS; ANTIOXIDANTS; CATTLE; COPPER; CRYSTALLOGRAPHY, X-RAY; DNA; FLUORESCENCE; MODELS, MOLECULAR; MOLECULAR STRUCTURE; QUINOLONES; SCHIFF BASES; VISCOSITY;

EID: 70349764463     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2009.06.009     Document Type: Article

References (51)

1. Pyle A.M., and Barton J.K. Prog. Inorg. Chem. 38 (1990) 413-475
2. Tullius T.D. In Metal-DNA Chemistry. Ed. ACS Symposium Series. ACS Washington, D.C 402 (1989) 1-23
3. Metcalfe C., and Thomas J.A. Chem. Soc. Rev. 32 (2003) 215-224
4. Erkklia K.E., Odom D.T., and Barton J.K. Chem. Rev. 99 (1999) 2777-2796
5. Liang F., Wang P., Zhou X., Li T., Li Z.Y., Lin H.K., Gao D.Z., Zheng C.Y., and Wu C.T. Bioorg. Med. Chem. Lett. 14 (2004) 1901-1904
6. Jiao K., Wang Q.X., Sun W., and Jian F.F. J. Inorg. Biochem. 99 (2005) 1369-1375
7. Arturo S., Giampaolo B., Giuseppe R., Maria G.L., and Salvatore T. J. Inorg. Biochem. 98 (2004) 589-594
8. Catherine H., Marguerite P., Michael R., Stephanie G.S., and Bernard M. J. Biol. Inorg. Chem. 6 (2001) 14-17
9. Macias B., Villa M.V., Fiz E., Garcia I., Castineiras A., Alvarez M.G., and Borras J. J. Inorg. Biochem. 88 (2002) 101-107
10. Zhang H., Liu C.S., Bu X.H., and Yang M. J. Inorg. Biochem. 99 (2005) 1119-1129
11. Sharma S., Singh S.K., Chandra M., and Pandey D.S. J. Inorg. Biochem. 99 (2005) 458-466
12. Saglam N., Colak A., Dulaer S., Guner S., Karabocek S., and Belduz A.O. Biometals 15 (2002) 357-365
13. Uma V., Kanthimathi M., Weyhermuller T., and Nair B.U. J. Inorg. Biochem. 99 (2005) 2299-2307
14. Xu Z.D., Liu H., Xiao S.L., Yang M., and Bu X.H. J. Inorg. Biochem. 90 (2002) 79-84
15. Orvig C., and Abrams M.J. Chem. Rev. 99 (1999) 2201-2203
16. Udilova N., Kozlov V.A., Bieberschulte W., Frei K., Ehrenberger K., and Nobl H. Biochem. Pharmacol. 65 (2003) 59-65
17. Ji H.F., and Zhang H.Y. Chem. Res. Toxicol. 17 (2004) 471-475
18. Adsule S., Barve V., Chen D., Ahmed F., Dou Q.P., Padhye S., and Sarkar F.H. J. Med. Chem. 49 (2006) 7242-7246
19. Nordell P., and Lincoln P. J. Am. Chem. Soc. 127 (2005) 9670-9671
20. Barraja P., Diana P., Montalbano A., Dattolo G., Cirrincione G., Viola G., Vedaldi D., and Acqua F.D. Bioorg. Med. Chem. 14 (2006) 8712-8728
21. Oeveren A.V., Motamedi M., Martinborough E., Zhao S., Xing Y.S., West S., Chang W., Kallem A., Marshchke K.B., Lopez F.J., Andres N., and Zhi L. Bioorg. Med. Chem. 17 (2007) 1527-1531
22. Kuethe J.T., Wong A., Qu C.X., Smithtrovich J., Davies I.W., and Hughes D.L. J. Org. Chem. 70 (2005) 2555-2567
23. Amit N., Alpeshkumar M., Evans C., and Rahul J. Bioorg. Med. Chem. 14 (2006) 7302-7310
24. DeRuiter J., Brubaker A.N., Whitmer W.L., and Stein J.L. J. Med. Chem. 29 (1986) 2024-2028
25. Hewawasam P., Fan W., Knipe J., Moon L.S., Boissard G.C., Gribkoff K.V., and Starett E.J. Bioorg. Med. Chem. Lett. 12 (2002) 1779-1783
26. Rousell J., Haddad E.B., Mak J.C., Webb B.L., Giembycz M.A., and Barnes P.J. Mol. Pharmacol. 49 (1996) 629-635
27. Ukrainets I.V., Gorokhova V.O., Benzuglyi A.P., and Sidorenko V.L. Farm. Zh. 1 (2000) 75-80
28. Yu S.Y., Wang S.X., Luo Q.H., Wang L.F., Zhou R.P., and Xing G. Polyhedron 12 (1993) 1093-1096
29. Padhy S., and Kauffman G.B. Coord. Chem. Rev. 63 (1985) 127-160
30. Wu J.G., Deng R.W., and Chen Z.N. Trans. Met. Chem. 18 (1993) 23-26
31. Chandra S., and Sharma K.K. Trans. Met. Chem. 9 (1984) 1-3
32. Yang Z.Y., Wang B.D., and Li Y.H. J. Met. Org. Chem. 691 (2006) 4159-4166
33. Tanious A.F., Ding D.Y., Patrick D.A., Bailly C., Tidwell R.R., and Wilson W.D. Biochemistry 39 (2002) 12091-12101
34. Zhong C.Y., Zhao J., Wu Y.B., Yin C.X., and Yang P. J. Inorg. Biochem. 101 (2007) 10-18
35. Pyle M.A., Rehmann P.J., Meshoyrer R., Kumar J.N., Turro J.N., and Barton K.J. J. Am. Chem. Soc. 111 (1989) 3053-3063
36. Li T.R., Yang Z.Y., Wang B.D., and Qin D.D. Eur. J. Med. Chem. 43 (2008) 1688-1695
37. Alonso A., Almendral M.J., Curto Y., Criado J.J., Rodriguez E., and Manzano J.L. Anal. Biochem. 355 (2006) 157-164
38. Uram J.D., and Mayer M. Biosens. Bioelectron. 22 (2007) 1556-1560
39. Zhang F., Du Y.X., Ye B.F., and Li P. J. Photochem. Photobio. B. Biol. 86 (2007) 246-251
40. Meyer-Almes F.J., and Porschke D. Biochemistry 32 (1993) 4246-4253
41. Pasternack R.F., Caccam M., Keogh B., Stephenson T.A., Williams A.P., and Gibbs E.J. J. Am. Chem. Soc. 113 (1991) 6835-6840
42. Satyanarayana S., Dabroviak J.C., and Chaires J.B. Biochemistry 31 (1992) 9319-9342
43. Lawrence D., Vaidyanathan V.G., and Nair B.U. J. Inorg. Biochem. 100 (2006) 1244-1251
44. Yilmaz N., Dulger H., Kiymaz N., Yilmaz C., Gudu B.O., and Demir I. Brain Res. 1164 (2007) 132-135
45. Amorati R., Ferroni F., Pedulli G.F., and Valgimigli L. J. Org. Chem. 68 (2003) 9654-9658
46. Singh M.K., Chandra A., Singh B., and Singh R.M. Tetrahedron Lett. 48 (2007) 5987-5990
47. Sheldrick G.M. SHELXTL, Version 6.12 (2001), Bruker AXS Inc., Madison, Wisconsin, USA
48. Sharma S.D., Rajor H.K., Chopra S., and Sharma R.K. Biometals 18 (2005) 143-154
49. Ak T., and Gülçin I. Chem. Bio. Interact. 174 (2008) 27-37
50. Gülçin I. Chem. Bio. Interact. 179 (2009) 71-80
51. Gülçin I. Life Sci. 78 (2006) 803-811