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Volumn 43, Issue 3, 2013, Pages 289-295

DNA binding and oxidative cleavage activity of ternary (α-lipoic acid) copper(II) complex of heterocyclic base

Author keywords

lipoic acid; copper; DNA binding; DNA cleavage; phenanthroline base

Indexed keywords


EID: 84873357912     PISSN: 15533174     EISSN: 15533182     Source Type: Journal    
DOI: 10.1080/15533174.2012.740723     Document Type: Article
Times cited : (2)

References (44)
  • 2
    • 0011697055 scopus 로고
    • Metalloporphyrins as versatile catalysts for oxidation reactions and oxidative DNA cleavage
    • (b) Meunier, B. metalloporphyrins as versatile catalysts for oxidation reactions and oxidative DNA cleavage. Chem. Rev. 1992, 92, 1411-1456.
    • (1992) Chem. Rev. , vol.92 , pp. 1411-1456
    • Meunier, B.1
  • 3
    • 33646965265 scopus 로고    scopus 로고
    • Recognition and reaction of metallointercalators with DNA
    • (c) Erkkila, K.E.; Odom, D.T.; Barton, J.K. Recognition and reaction of metallointercalators with DNA. Chem. Rev. 1999, 99, 2777-2795.
    • (1999) Chem. Rev. , vol.99 , pp. 2777-2795
    • Erkkila, K.E.1    Odom, D.T.2    Barton, J.K.3
  • 4
    • 77952696416 scopus 로고    scopus 로고
    • Anaerobic DNA cleavage in red light by dicopper (II) complexes on disulphide bond activation
    • Lahiri, D.; Majumdar, R.; Patra, A.K.; Chakravarty, A.R. Anaerobic DNA cleavage in red light by dicopper (II) complexes on disulphide bond activation. J. Chem. Sci. 2010, 122, 321-333.
    • (2010) J. Chem. Sci. , vol.122 , pp. 321-333
    • Lahiri, D.1    Majumdar, R.2    Patra, A.K.3    Chakravarty, A.R.4
  • 5
    • 77649104786 scopus 로고    scopus 로고
    • Promotive effect of the platinum moiety on the DNA cleavage activity of copper-based artificial nucleases
    • Dong, X.;Wang, X.; Lin, M.; Sun, H.;Yang, X.; Guo, Z. Promotive effect of the platinum moiety on the DNA cleavage activity of copper-based artificial nucleases. Inorg. Chem. 2010, 49, 2541-2549.
    • (2010) Inorg. Chem. , vol.49 , pp. 2541-2549
    • Dong, X.1    Wang, X.2    Lin, M.3    Sun, H.4    Yang, X.5    Guo, Z.6
  • 6
    • 64349123365 scopus 로고    scopus 로고
    • Induction of cell death by ternary copper (II) complexes of L-tyrosine and diimines: Role of coligands on DNA binding and cleavage and anticancer activity
    • Ramakrishnan, S.; Rajendiran, V.; Palaniandavar, M.; Periasamy, V.S.; Srinag, B.S.; Krishnamurthy, H.; Akbarsha,M.A. Induction of cell death by ternary copper (II) complexes of L-tyrosine and diimines: Role of coligands on DNA binding and cleavage and anticancer activity. Inorg. Chem. 2008, 48, 1309-1322.
    • (2008) Inorg. Chem. , vol.48 , pp. 1309-1322
    • Ramakrishnan, S.1    Rajendiran, V.2    Palaniandavar, M.3    Periasamy, V.S.4    Srinag, B.S.5    Krishnamurthy, H.6    Akbarsha, M.A.7
  • 7
    • 54149085332 scopus 로고    scopus 로고
    • Synthesis, X-ray crystal structures and phosphate ester cleavage properties of bis(2-pyridylmethyl)amine copper (II) complexes with guanidinium pendant groups
    • Belousoff, M J.; Tjioe, L.; Graham, B.; Spiccia, L. Synthesis, X-ray crystal structures and phosphate ester cleavage properties of bis(2-pyridylmethyl)amine copper (II) complexes with guanidinium pendant groups. Inorg. Chem. 2008, 47, 8641-8651.
    • (2008) Inorg. Chem. , vol.47 , pp. 8641-8651
    • Belousoff, M.J.1    Tjioe, L.2    Graham, B.3    Spiccia, L.4
  • 10
    • 59849112399 scopus 로고    scopus 로고
    • Anaerobic photocleavage of dna in red light by dicopper (II) complexes of 3,3-dithiodipropionic acid
    • Lahiri, D.; Bhowmick, T.; Pathak, B.; Shameema, O.; Patra, A.K.; Ramakumar, S. Chakravarty, A.R. Anaerobic photocleavage of dna in red light by dicopper (II) complexes of 3,3-dithiodipropionic acid. Inorg. Chem. 2009, 48, 339-349.
    • (2009) Inorg. Chem. , vol.48 , pp. 339-349
    • Lahiri, D.1    Bhowmick, T.2    Pathak, B.3    Shameema, O.4    Patra, A.K.5    Chakravarty, R.S.6
  • 11
    • 70349776312 scopus 로고    scopus 로고
    • Mixed-ligand Copper (II) Maltolate Complexes: Synthesis, characterization, DNA binding and cleavage and cytotoxicity
    • Barve, A.; Kumbhar, A.; Bhat, M.; Joshi, B.; Butcher, R.; Sonawane, U.; Joshi, R. Mixed-ligand copper (II) maltolate complexes: synthesis, characterization, DNA binding and cleavage and cytotoxicity. Inorg. Chem. 2009, 48, 9120-9132.
    • (2009) Inorg. Chem. , vol.48 , pp. 9120-9132
    • Barve, A.1    Kumbhar, A.2    Bhat, M.3    Joshi, B.4    Butcher, R.5    Sonawane, U.6    Joshi, R.7
  • 12
    • 78651310219 scopus 로고    scopus 로고
    • Synthesis, electronic structure, DNA and protein binding, DNA cleavage and anticancer activity of fluorophore-labeled copper (II) complexes
    • (a) Bhat, S.S.; Kumbhar, A.A.; Heptullah, H.; Khan, A.A.; Gobre, V.V.; Gejji, S.P.; Puranik, V.G. Synthesis, electronic structure, DNA and protein binding, DNA cleavage and anticancer activity of fluorophore-labeled copper (II) complexes. Inorg. Chem. 2011, 50, 545.
    • (2011) Inorg. Chem. , vol.50 , pp. 545
    • Bhat, S.S.1    Kumbhar, A.A.2    Heptullah, H.3    Khan, A.A.4    Gobre, V.V.5    Gejji, S.P.6    Puranik, V.G.7
  • 13
    • 73049083641 scopus 로고    scopus 로고
    • DNA-cleavage induced by new macrocyclic schiff base dinuclear Cu (I) complexes containing pyridyl pendant arms
    • (b) Arbuse, A.; Font, M.; Martínez, M.A.; Fontrodona, X.; Prieto, M.J.; Moreno, V.; Sala, X.; Llobet, A. DNA-cleavage induced by new macrocyclic schiff base dinuclear Cu(I) complexes containing pyridyl pendant arms. Inorg. Chem. 2009, 48, 11098-11107.
    • (2009) Inorg. Chem. , vol.48 , pp. 11098-11107
    • Arbuse, A.1    Font, M.2    Martínez, M.A.3    Fontrodona, X.4    Prieto, M.J.5    Moreno, V.6    Sala, X.7    Llobet, A.8
  • 14
    • 0002195204 scopus 로고    scopus 로고
    • An overviewof lipoate chemistry
    • Fuchs, J.;Packer, L.;Zimmer, G, eds. Marcel Dekker, New York
    • (a) Biewenga, G. Ph.; Haenen, G.R.M.M.; Bast,A. "An overviewof Lipoate Chemistry." Lipoic Acid in Health&Disease. Fuchs, J.;Packer, L.;Zimmer, G, eds. Marcel Dekker,NewYork, 1997, 1-32.
    • (1997) Lipoic Acid in Health&Disease , pp. 1-32
    • Ph., B.G.1    Haenen, G.R.M.M.2    Bast, A.3
  • 15
    • 0343417073 scopus 로고    scopus 로고
    • Receptor site and stereospecifity of dihydrolipoamide dehydrogenase for R-and S-lipoamide: A molecular modeling study
    • (b)Raddatz, G.; Bisswanger, H. Receptor site and stereospecifity of dihydrolipoamide dehydrogenase for R-and S-lipoamide: a molecular modeling study. J. Biotech. 1997, 58, 89-100.
    • (1997) J. Biotech. , vol.58 , pp. 89-100
    • Raddatz, G.1    Bisswanger, H.2
  • 16
    • 0013877442 scopus 로고
    • Acute atrophy of the liver due to viral hepatitis treated by coenzyme A, alpha-lipoic acid, D.P.N and cocarboxylase
    • (a) Caroli, J.; Tḧolen, H.; Hecht, Y.; Rautureau, M.; Bognel, J.C.; Lauga, J. Acute atrophy of the liver due to viral hepatitis treated by coenzyme A, alpha-lipoic acid, D.P.N and cocarboxylase. Rev. Med. Chir.Mal.Foie. 1966, 41, 7-18.
    • (1966) Rev. Med. Chir.Mal.Foie. , vol.41 , pp. 7-18
    • Caroli, J.1    Tḧolen, H.2    Hecht, Y.3    Rautureau, M.4    Bognel, J.C.5    Lauga, J.6
  • 17
    • 0014209898 scopus 로고
    • Experiences with the preparation thioctacid on a psychiatric ward
    • (b) Boysen, K.H. Experiences with the preparation thioctacid on a psychiatric ward. Med Welt 1967, 7, 395-400.
    • (1967) Med Welt , vol.7 , pp. 395-400
    • Boysen, K.H.1
  • 18
    • 84873338291 scopus 로고
    • Studies on the antidotal effects of lipoic acid against potassium antimony tartrate
    • (c) Shie, C.S. Studies on the antidotal effects of lipoic acid against potassium antimony tartrate. Yao Xue Bao 1965, 12, 249-253.
    • (1965) Yao Xue Bao , vol.12 , pp. 249-253
    • Shie, C.S.1
  • 19
    • 70449306587 scopus 로고
    • Experimental research on a possible preventive action of thioctic acid (in acute mercuric chloride poisoning). IV
    • (d) De Benedictis, G.; Cascudi, G. Experimental research on a possible preventive action of thioctic acid (in acute mercuric chloride poisoning). IV. G. Clin. Med. 1959, 40, 1159-1167.
    • (1959) G. Clin. Med. , vol.40 , pp. 1159-1167
    • De Benedictis, G.1    Cascudi, G.2
  • 20
    • 34250552221 scopus 로고
    • Protective action of thioctic acid in potassium cyanide poisoning
    • (e) Cutolo, E.; Reduzzi, F. Protective action of thioctic acid in potassium cyanide poisoning. Experientia 1956, 12, 214-215.
    • (1956) Experientia , vol.12 , pp. 214-215
    • Cutolo, E.1    Reduzzi, F.2
  • 21
    • 0029689422 scopus 로고    scopus 로고
    • Metal ions in Biological Systems
    • Sigel, H., ed New York, and Basel
    • Sabat, M. Metal ions in Biological Systems, Sigel, H., ed. Marcel Dekker, New York, and Basel 1996, 32, p. 521.
    • (1996) Marcel Dekker , vol.32 , pp. 521
    • Sabat, M.1
  • 22
    • 0036644371 scopus 로고    scopus 로고
    • Effect of steric encumbrance of tris(3-phenylpyrazolyl)borate on the structure and properties of ternary copper (ii) complexes having N, N-donor heterocyclic bases
    • Dhar, S.; Reddy, P.A.N.; Nethaji, M.; Mahadevan, S.; Saha, M.K.; Chakravarty, A.R. Effect of steric encumbrance of tris(3-phenylpyrazolyl)borate on the structure and properties of ternary copper (ii) complexes having N, N-donor heterocyclic bases. Inorg. Chem. 2002, 41, 3469-3476.
    • (2002) Inorg. Chem. , vol.41 , pp. 3469-3476
    • Dhar, S.1    Reddy, P.A.N.2    Nethaji, M.3    Mahadevan, S.4    Saha, M.K.5    Chakravarty, A.R.6
  • 23
    • 0038141911 scopus 로고    scopus 로고
    • Visible lightinduced nuclease activity of a ternary mono-phenanthroline copper (II) complex containing L-methionine as a photosensitizer
    • (a) Patra, A.K.; Dhar, S.; Nethaji, M.; Chakravarty, A.R. Visible lightinduced nuclease activity of a ternary mono-phenanthroline copper (II) complex containing L-methionine as a photosensitizer. Chem. Commun. 2003, 1562-156315.
    • (2003) Chem. Commun. , pp. 1562-156315
    • Patra, A.K.1    Dhar, S.2    Nethaji, M.3    Chakravarty, A.R.4
  • 24
    • 24144434402 scopus 로고    scopus 로고
    • Redlight photosensitized cleavage of DNA by (L-lysine)(phenanthroline base) copper (II) complexes
    • (b) Patra, A.K.; Dhar, S.; Chakravarty, A.R. Redlight photosensitized cleavage of DNA by (L-lysine)(phenanthroline base) copper (II) complexes. Dalton Trans. 2005, 2798-2804.
    • (2005) Dalton Trans. , pp. 2798-2804
    • Patra, A.K.1    Dhar, S.2    Chakravarty, A.R.3
  • 25
    • 33846084199 scopus 로고    scopus 로고
    • Synthesis, crystal structure, DNA binding and photo-induced DNA cleavage activity of (S-methyl-L-cysteine) copper (II) complexes of heterocyclic bases
    • (c) Patra, A.K.; Nethaji, M.; Chakravarty, A.R. Synthesis, crystal structure, DNA binding and photo-induced DNA cleavage activity of (S-methyl-L-cysteine) copper (II) complexes of heterocyclic bases. J. Inorg. Biochem. 2007, 101, 233-244.
    • (2007) J. Inorg. Biochem. , vol.101 , pp. 233-244
    • Patra, A.K.1    Nethaji, M.2    Chakravarty, A.R.3
  • 27
    • 0040090870 scopus 로고    scopus 로고
    • Aqua (1, 10-phenanthroline)(L-prolinato)copper (II) nitrate monohydrate
    • (a) Venkatraman, R.; Zubkowski, J.D.; Valente, E.J. Aqua(1, 10-phenanthroline)(L-prolinato)copper (II) nitrate monohydrate. Acta Cryst. C 1999, 55, 1241-124317.
    • (1999) Acta Cryst. C , vol.55 , pp. 1241-124317
    • Venkatraman, R.1    Zubkowski, J.D.2    Valente, E.J.3
  • 28
    • 0004563472 scopus 로고    scopus 로고
    • Synthesis, X-ray crystal structures and characterization of copper (II)-2, 2-bipyridyl derivatives of (4-amino)-hippuric acid and of l-proline
    • (b) Sgarabotto, P.; Bisceglie, F.; Pelosia, G.; Rahman, L.A. Synthesis, X-ray crystal structures and characterization of copper (II)-2, 2-bipyridyl derivatives of (4-amino)-hippuric acid and of l-proline. Polyhedron 1999, 18, 2505-2510.
    • (1999) Polyhedron , vol.18 , pp. 2505-2510
    • Sgarabotto, P.1    Bisceglie, F.2    Pelosia, G.3    Rahman, L.A.4
  • 29
    • 0014202608 scopus 로고
    • A fluorescent complex between ethidium bromide and nucleic acids. Physical-chemical characterization
    • (a) LePecq, J.B.; Paoletti, C. A fluorescent complex between ethidium bromide and nucleic acids. Physical-chemical characterization. J.Mol. Biol. 1967, 27, 87-106.
    • (1967) J. Mol. Biol. , vol.27 , pp. 87-106
    • Lepecq, J.B.1    Paoletti, C.2
  • 30
    • 0034951136 scopus 로고    scopus 로고
    • DNA minor-groove recognition by small molecules
    • (b) Neidle, S. DNA minor-groove recognition by small molecules. Nat. Prod. Rep. 2001, 18, 291-309.
    • (2001) Nat. Prod. Rep. , vol.18 , pp. 291-309
    • Neidle, S.1
  • 31
    • 0024443493 scopus 로고
    • Potassium Monopersulfate and A Water-soluble Manganese Porphyrin Complex [Mn(TMPyP)](OAc)5, as an efficient reagent for the oxidative cleavage of DNA
    • Bernadou, J.; Pratviel, G.; Bennis, F.; Girardet, M.; Meunier, B. Potassium monopersulfate and a water-soluble manganese porphyrin complex, [Mn(TMPyP)](OAc)5, as an efficient reagent for the oxidative cleavage of DNA. Biochemistry 1989, 28, 7268-7275.
    • (1989) Biochemistry , vol.28 , pp. 7268-7275
    • Bernadou, J.1    Pratviel, G.2    Bennis, F.3    Girardet, M.4    Meunier, B.5
  • 32
    • 85001163723 scopus 로고
    • Relationships between the carbon-oxygen stretching frequencies of carboxylato complexes and the type of carboxylate coordination
    • Deacon, G.B.; Phillips, R.J. Relationships between the carbon-oxygen stretching frequencies of carboxylato complexes and the type of carboxylate coordination. Coord. Chem. Rev. 1980, 33, 227-250.
    • (1980) Coord. Chem. Rev. , vol.33 , pp. 227-250
    • Deacon, G.B.1    Phillips, R.J.2
  • 33
    • 0013793175 scopus 로고
    • Complex formation between ethidium bromide and nucleic acids
    • Waring, M.J. Complex formation between ethidium bromide and nucleic acids. J. Mol. Biol. 1965, 13, 269-82.
    • (1965) J. Mol. Biol. , vol.13 , pp. 269-282
    • Waring, M.J.1
  • 34
    • 0027310186 scopus 로고
    • GC base sequence recognition by oligoimidazolecarboxamide and C-terminusmodified analogs of distamycin deduced from circular dichroism, proton nuclear magnetic resonance and methidium propyl ethylene diamine tetraacetate-iron(II) footprinting studies
    • Lee, M.; Rhodes, A.L.; Wyatt; Forrow, S.; Hartley, J.A. GC base sequence recognition by oligoimidazolecarboxamide and C-terminusmodified analogs of distamycin deduced from circular dichroism, proton nuclear magnetic resonance and methidium propyl ethylene diamine tetraacetate-iron(II) footprinting studies. Biochemistry 1993, 32, 4237-4245.
    • (1993) Biochemistry , vol.32 , pp. 4237-4245
    • Lee, M.1    Rhodes, A.L.2    Wyatt3    Forrow, S.4    Hartley, J.A.5
  • 35
    • 17044390826 scopus 로고    scopus 로고
    • Copper (II complexes of 1,10-phenanthroline-derived ligands: Studies on DNA binding properties and nuclease activity
    • (a) Hirohama, T.; Kuranuki, Y.; Ebina, E.; Sugizaki, T.; Arii, H.; Chikira, M.; Selvi, P.T.; Palaniandavar, M. Copper (II) complexes of 1,10-phenanthroline-derived ligands: studies on DNA binding properties and nuclease activity. J. Inorg. Biochem. 2005, 99, 1205-1219.
    • (2005) J. Inorg. Biochem. , vol.99 , pp. 1205-1219
    • Hirohama, T.1    Kuranuki, Y.2    Ebina, E.3    Sugizaki, T.4    Arii, H.5    Chikira, M.6    Selvi, P.T.7    Palaniandavar, M.8
  • 36
    • 0026786133 scopus 로고
    • Neither delta-nor lambdatris (phenanthroline) ruthenium(II) binds to DNA by classical intercalation
    • (b) Satyanarayana, S.; Dabrowiak, J.C.; Chaires, J.B. Neither delta-nor lambdatris (phenanthroline) ruthenium(II) binds to DNA by classical intercalation. Biochemistry 1992, 31, 9319-9324.
    • (1992) Biochemistry , vol.31 , pp. 9319-9324
    • Satyanarayana, S.1    Dabrowiak, J.C.2    Chaires, J.B.3
  • 37
    • 0032170961 scopus 로고    scopus 로고
    • Sequence-specific DNA minor groove binders. Design and synthesis of netropsin and distamycin analogues
    • Bailly, C.; Chaires, J.B. Sequence-specific DNA minor groove binders. Design and synthesis of netropsin and distamycin analogues. Bioconjugate Chem. 1998, 9, 513-538.
    • (1998) Bioconjugate Chem. , vol.9 , pp. 513-538
    • Bailly, C.1    Chaires, J.B.2
  • 38
    • 0023494886 scopus 로고
    • A bifurcated hydrogenbonded conformation in the d(AT) base pairs of the DNA dodecamer d(CGCAAATTTGCG) and its complex with distamycin
    • (a) Coll, C.A.; Frederick,M.;Wang, A.H.; Rich, A. A bifurcated hydrogenbonded conformation in the d(AT) base pairs of the DNA dodecamer d(CGCAAATTTGCG) and its complex with distamycin. Proc. Natl. Acad. Sci. USA 1987, 84, 8385-8389.
    • (1987) Proc. Natl. Acad. Sci. USA , vol.84 , pp. 8385-8389
    • Coll, C.A.1    Frederick, M.2    Wang, A.H.3    Rich, A.4
  • 39
    • 0027534081 scopus 로고
    • Methyl green. A DNA major-groove binding drug
    • (b) Seog, K.K.; Norden, B.Methyl green. A DNA major-groove binding drug. FEBS Lett. 1993, 315, 61-64.
    • (1993) FEBS Lett. , vol.315 , pp. 61-64
    • Seog, K.K.1    Norden, B.2
  • 40
    • 1842429936 scopus 로고    scopus 로고
    • Relative DNA binding affinity of helix 3 homeodomain analogues, major groove binders, can be rapidly screened by displacement of prebound ethidium bromide. A comparative study
    • (c) Shim, Y.-H.; Arimondo, P.B.; Laigle, A.; Garbesi, A.; Lavielle, S. Relative DNA binding affinity of helix 3 homeodomain analogues, major groove binders, can be rapidly screened by displacement of prebound ethidium bromide. A comparative study. Org. Biomol. Chem. 2004, 2, 915-921.
    • (2004) Org. Biomol. Chem. , vol.2 , pp. 915-921
    • Shim, Y.-H.1    Arimondo, P.B.2    Laigle, A.3    Garbesi, A.4    Lavielle, S.5
  • 41
    • 0024335402 scopus 로고
    • Iron ion-dependent modification of bases in DNA by the superoxide radical-generating system hypoxanthine/xanthine oxidase
    • Aruoma, O.I.; Halliwell, B.; Dizdaroglu, M. Iron ion-dependent modification of bases in DNA by the superoxide radical-generating system hypoxanthine/xanthine oxidase. J. Bio. Chem. 1989, 264, 13024-13028.
    • (1989) J. Bio. Chem. , vol.264 , pp. 13024-13028
    • Aruoma, O.I.1    Halliwell, B.2    Dizdaroglu, M.3
  • 42
    • 0019776866 scopus 로고
    • Production of formaldehyde during metabolism of dimethyl sulfoxide by hydroxyl radical-generating systems
    • (b) Klein, S.M.; Cohen, G.; Cederbaum, A.I. Production of formaldehyde during metabolism of dimethyl sulfoxide by hydroxyl radical-generating systems. Biochemistry 1981, 20, 6006-6012.
    • (1981) Biochemistry , vol.20 , pp. 6006-6012
    • Klein, S.M.1    Cohen, G.2    Cederbaum, A.I.3
  • 43
    • 33751142887 scopus 로고    scopus 로고
    • Scission of DNA with Bis (1,10-phenanthroline)copper without intramolecular hydrogen migration
    • Zelenko, O.; Gallagher, J.; Sigman, D.S. Scission of DNA with Bis(1,10-phenanthroline)copper without intramolecular hydrogen migration. Angew. Chem., Int. Ed. 1997, 36, 2776-2778.
    • (1997) Angew. Chem., Int. Ed. , vol.36 , pp. 2776-2778
    • Zelenko, O.1    Gallagher, J.2    Sigman, D.S.3
  • 44
    • 0025042323 scopus 로고
    • Chemical nucleases
    • (b) Sigman, D.S. Chemical nucleases. Biochemistry 1990, 29, 9097-9105.
    • (1990) Biochemistry , vol.29 , pp. 9097-9105
    • Sigman, D.S.1


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