Abstract
A new Cu(II) complex, [Cu(naph-val)phen] (naph-val = Schiff base derived from 2-hydroxy-1-naphthaldehyde and l-valine, phen = 1,10-phenanthroline), has been synthesized and characterized by physicochemical methods. The crystal structure of the complex showed that there are four independent molecular structures in the crystallographic asymmetric unit, and each of them shows a distorted square-pyramidal CuN3O2 coordination geometry. In the crystal, the π − π stacking and intermolecular hydrogen bonds form a 2D network. The interactions between the Cu(II) complex and calf thymus DNA (CT-DNA) have been studied by spectroscopic methods, as well as viscosity and thermal denaturation measurements. The results indicate that the Cu(II) complex binds to CT-DNA in an intercalative mode. The cleavage reaction on pBR322 plasmid DNA has been investigated by agarose gel electrophoresis in the absence and presence of mercaptopropionic acid. The Cu(II) complex exhibits an efficient DNA cleavage activity.
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Junicke H, Hart JR, Kisko J, Glebov O, Kirsch IR, Barton JK (2003) Proc Natl Acad Sci USA 100:3737
Uma V, Kanthimathi M, Weyhermuller T, Nair BU (2005) J Inorg Biochem 99:2299
Kuwabara MD, Yoon C, Goyne TE, Thederahn T, Sigman DS (1986) Biochemistry 25:7401
Cowan JA (2001) Curr Opin Chem Biol 5:634
Thederahn TB, Spassky A, Kuwabara MD, Sigman DS (1990) Biochem Biophys Res Commun 168:756
Vančo J, Marek J, Trávníček Z, Račanská E, Muselík J, Švajlenová O (2008) J Inorg Biochem 102:595
Begum MSA, Saha S, Nethaji M, Akhil Chakravarty R (2010) J Inorg Biochem 104:477
Tu C, Shao Y, Gan N, Xu Q, Guo ZJ (2004) Inorg Chem 43:4761
Chen GJ, Qiao X, Qiao PQ, Xu GJ, Xu JY, Tian JL, Gu W, Liu X, Yan SP (2011) J Inorg Biochem 105:119
Li LZ, Zhao C, Xu T, Ji HW, Yu YH, Guo GQ, Chao H (2005) J Inorg Biochem 99:1076
Li LZ, Guo ZH, Zhang QF, Xu T, Wang DQ (2010) Inorg Chem Commun 13:1166
Marmur J (1961) J Mol Biol 3:208
Reichmann ME, Rice SA, Thomas CA, Doty P (1954) J Am Chem Soc 76:3047
Addison AW, Rao TN, Reedijk J, van Rijn J, Verchoor GC (1984) J Chem Soc Dalton Trans 1349
Tysoe SA, Morgan RJ, Baker AD, Strekas TC (1993) J Phys Chem 97:1707
Barton JK, Danishefsky A, Goldberg J (1984) J Am Chem Soc 106:2172
Pyle AM, Rehmann JP, Meshoyrer R, Kumar CV, Turro NJ, Barton JK (1989) J Am Chem Soc 111:3051
Wolfe A, Shimer GH Jr, Meehan T (1987) Biochemistry 26:6392
Dong JF, Li LZ, Li LW, Xu T, Wang DQ (2011) Chin J Chem 29:259
Dong JF, Li LZ, Liu GH, Xu T, Wang DQ (2011) J Mol Struct 986:57
Strothkamp KG, Strothkamp RE (1994) J Chem Edu 71:77
Olmsted J III, Kearns DR (1977) Biochemistry 16:3647
Lakowicz JR, Weber G (1973) Biochemistry 12:4161
Li H, Le XY, Pang DW, Deng H, Xu ZH, Lin ZH (2005) J Inorg Biochem 99:2240
Li YP, Wu YB, Zhao J, Yang P (2007) J Inorg Biochem 101:283
Ivanov VI, Minchenkova LE, Schyolkina AK, Poletayev AI (1973) Biopolymers 12:89
Lincoln P, Tuite E, Nordén B (1997) J Am Chem Soc 119:1454
Satyanaryana S, Daborusak JC, Chaires JB (1993) Biochemistry 32:2573
Patel M, Chhasatia M, Parmar P (2010) Eur J Med Chem 45:439
Kelly JM, Tossi AB, McConell DJ, OhUigin C (1985) Nucleic Acids Res 13:6017
Neyhart GA, Grover N, Smith SR, Kalsbeck WA, Fairley TA, Cory M, Thorp HH (1993) J Am Chem Soc 115:4423
Waring MJ (1981) Ann Rev Biochem 50:159
Sigman DS (1986) Acc Chem Res 19:180
Reddy PAN, Nethaji M, Chakravarty AR (2004) Eur J Inorg Chem 1440:526
Acknowledgments
This project was supported by the Natural Science Foundation of Shandong Province of China (No. Y2004B02) and the Special-purpose Construction Project Foundation for “Taishan Scholar” of Shandong Province.
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Li, J., Dong, J., Cui, H. et al. A copper(II) complex of the Schiff base from l-valine and 2-hydroxy-1-naphthalidene plus 1,10-phenanthroline: synthesis, crystal structure, and DNA interaction. Transition Met Chem 37, 175–182 (2012). https://doi.org/10.1007/s11243-011-9572-1
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DOI: https://doi.org/10.1007/s11243-011-9572-1