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Volumn 16, Issue 4-5, 2001, Pages 175-184

DNA molecular electrostatic potential: Novel perspectives for the mechanism of action of anticancer drugs involving electron transfer and oxidative stress

Author keywords

Alkylating agents; Anticancer drugs; Antimicrobial agents; Base ionization potentials; DNA; DNA binding toxins; Electron transfer; Hopping mechanism; Intercalating agents; Metal ions; Molecular electrostatic potential; Oxidative stress; Quinones

Indexed keywords

ALKYLATING AGENT; ANTIINFECTIVE AGENT; ANTINEOPLASTIC AGENT; DNA; DOUBLE STRANDED DNA; GUANINE; INTERCALATING AGENT; METAL ION; QUINONE DERIVATIVE; REACTIVE OXYGEN METABOLITE; FREE RADICAL; LIGAND;

EID: 0035413691     PISSN: 02669536     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Review
Times cited : (31)

References (72)
  • 2
    • 0030710155 scopus 로고    scopus 로고
    • Electrostatic and non-electrostatic contributions to the binding free energies of anthracycline antibiotics to DNA
    • Baginski M., Fogalari F., Briggs J.M. (1997) Electrostatic and non-electrostatic contributions to the binding free energies of anthracycline antibiotics to DNA. Journal of Molecular Biology, 274, 253.
    • (1997) Journal of Molecular Biology , vol.274 , pp. 253
    • Baginski, M.1    Fogalari, F.2    Briggs, J.M.3
  • 6
    • 0030465221 scopus 로고    scopus 로고
    • Dissecting the free energy of drug binding to DNA
    • Chaires J.B. (1996) Dissecting the free energy of drug binding to DNA. Anti-Cancer Drug Design, 11, 569.
    • (1996) Anti-Cancer Drug Design , vol.11 , pp. 569
    • Chaires, J.B.1
  • 7
    • 0033168167 scopus 로고    scopus 로고
    • A novel function of emodin. Enhancement of the nucleotide excision repair of UV and cisplatin induced DNA damage in human cells
    • Chang L.C., Sheu H.M., Huang Y.S., Tsai T.R., Kuo K.W. (1999) A novel function of emodin. Enhancement of the nucleotide excision repair of UV and cisplatin induced DNA damage in human cells. Biochemical Pharmacology, 58, 49.
    • (1999) Biochemical Pharmacology , vol.58 , pp. 49
    • Chang, L.C.1    Sheu, H.M.2    Huang, Y.S.3    Tsai, T.R.4    Kuo, K.W.5
  • 8
    • 0026592966 scopus 로고
    • 8-Hydroxyguanine, an abundant form of oxidative DNA damage, causes G → T and A → C substitutions
    • Chen K.C., Cahill D.S., Kasai H., Nishimura S., Loeb L.A. (1992) 8-Hydroxyguanine, an abundant form of oxidative DNA damage, causes G → T and A → C substitutions. Journal of Biological Chemistry, 267, 166.
    • (1992) Journal of Biological Chemistry , vol.267 , pp. 166
    • Chen, K.C.1    Cahill, D.S.2    Kasai, H.3    Nishimura, S.4    Loeb, L.A.5
  • 10
    • 0028841105 scopus 로고
    • Interactions of acridine antitumour agents with DNA: Binding energies and groove preferences
    • Crenshaw J.M., Grave D.E., Denny W.A. (1995) Interactions of acridine antitumour agents with DNA: Binding energies and groove preferences. Biochemistry, 34, 13682.
    • (1995) Biochemistry , vol.34 , pp. 13682
    • Crenshaw, J.M.1    Grave, D.E.2    Denny, W.A.3
  • 11
    • 0018784217 scopus 로고
    • The docking manoeuvre at a drug receptor: A quantum mechanical study of intercalative attack of ethidium and its carboxylated derivative on a DNA fragment
    • Dean P.M., Wakelin L.P.G. (1979) The docking manoeuvre at a drug receptor: A quantum mechanical study of intercalative attack of ethidium and its carboxylated derivative on a DNA fragment. Philosophical Transactions of the Royal Society of London, B. Biological Science, 287, 571.
    • (1979) Philosophical Transactions of the Royal Society of London, B. Biological Science , vol.287 , pp. 571
    • Dean, P.M.1    Wakelin, L.P.G.2
  • 12
    • 0019326144 scopus 로고
    • Electrostatic compounds of drug-receptor recognition. I. Structural and sequence analogues of DNA polynucleotides
    • Dean P.M., Wakelin L.P.G. (1980) Electrostatic compounds of drug-receptor recognition. I. Structural and sequence analogues of DNA polynucleotides. Proceedings of the Royal Society of London, B209, 453.
    • (1980) Proceedings of the Royal Society of London , vol.B209 , pp. 453
    • Dean, P.M.1    Wakelin, L.P.G.2
  • 13
    • 0020619672 scopus 로고
    • Base sequence and helical variation in B and A DNA
    • Dickerson R.E. (1983) Base sequence and helical variation in B and A DNA. Journal of Molecular Biology, 166, 419.
    • (1983) Journal of Molecular Biology , vol.166 , pp. 419
    • Dickerson, R.E.1
  • 15
    • 37049065201 scopus 로고
    • Semiconductivity of organic substances. Nucleic acid in the dry state
    • Eley D.D., Spivey D.I. (1962) Semiconductivity of organic substances. Nucleic acid in the dry state. Faraday Society Transactions, 58, 411.
    • (1962) Faraday Society Transactions , vol.58 , pp. 411
    • Eley, D.D.1    Spivey, D.I.2
  • 16
    • 0021604021 scopus 로고
    • Free-radical mechanisms in the cytotoxic action of antitumour antibiotics
    • Emanuel N.M., Bogdanov G.N., Orlov V.S. (1984) Free-radical mechanisms in the cytotoxic action of antitumour antibiotics. Russian Chemical Reviews, 53, 1121.
    • (1984) Russian Chemical Reviews , vol.53 , pp. 1121
    • Emanuel, N.M.1    Bogdanov, G.N.2    Orlov, V.S.3
  • 17
    • 0021689084 scopus 로고
    • Polyelectrolyte effects on site-binding equilibria with application to intercalation of drugs with DNA
    • Friedman R.O.G., Manning G.S. (1984) Polyelectrolyte effects on site-binding equilibria with application to intercalation of drugs with DNA. Biopolymers, 23, 2671.
    • (1984) Biopolymers , vol.23 , pp. 2671
    • Friedman, R.O.G.1    Manning, G.S.2
  • 18
    • 0031593021 scopus 로고    scopus 로고
    • Intramolecular photo-induced electron transfer to anthraquinones linked to duplex DNA: The effect of gaps and traps on long-range radical cation migration
    • Gasper S.M., Schuster G.B. (1997) Intramolecular photo-induced electron transfer to anthraquinones linked to duplex DNA: The effect of gaps and traps on long-range radical cation migration. Journal of the American Chemical Society, 119, 12762.
    • (1997) Journal of the American Chemical Society , vol.119 , pp. 12762
    • Gasper, S.M.1    Schuster, G.B.2
  • 19
    • 0035913290 scopus 로고    scopus 로고
    • Direct observation of hole transfer through DNA by hopping between adenine bases and by tunnelling
    • Giese B., Amadrut G., Kohler A.K., Spormann M., Wessely S. (2001) Direct observation of hole transfer through DNA by hopping between adenine bases and by tunnelling. Nature, 412, 318.
    • (2001) Nature , vol.412 , pp. 318
    • Giese, B.1    Amadrut, G.2    Kohler, A.K.3    Spormann, M.4    Wessely, S.5
  • 25
    • 0034802485 scopus 로고    scopus 로고
    • Influence of the dynamic positions of cations on the structure of the DNA minor groove: Sequence-dependent effects
    • Hamelberg D., Williams L.D., Wilson W.D. (2001) Influence of the dynamic positions of cations on the structure of the DNA minor groove: Sequence-dependent effects. Journal of the American Chemical Society, 123, 7745.
    • (2001) Journal of the American Chemical Society , vol.123 , pp. 7745
    • Hamelberg, D.1    Williams, L.D.2    Wilson, W.D.3
  • 26
    • 77049308856 scopus 로고
    • Aging: A theory based on free radical and radiation chemistry
    • Harman D. (1956) Aging: A theory based on free radical and radiation chemistry. Journal of Gerontology, 11, 298.
    • (1956) Journal of Gerontology , vol.11 , pp. 298
    • Harman, D.1
  • 27
    • 0033980083 scopus 로고    scopus 로고
    • Bleomycin: New perspectives on the mechanism of action
    • Hecht S.M. (2000) Bleomycin: New perspectives on the mechanism of action. Journal of Natural Products, 63, 158.
    • (2000) Journal of Natural Products , vol.63 , pp. 158
    • Hecht, S.M.1
  • 28
    • 0001697705 scopus 로고
    • Production of abnormal bacteria. Some possible analogies with formation of tumors
    • Holman R.A. (1956) Production of abnormal bacteria. Some possible analogies with formation of tumors. Lancet, 2, 515.
    • (1956) Lancet , vol.2 , pp. 515
    • Holman, R.A.1
  • 30
    • 0037079572 scopus 로고    scopus 로고
    • Free-energy component analysis of 40 protein-DNA complexes: A consensus view on the thermodynamics of binding at the molecular level
    • Jayaram B., McConnell K., Dixit S.B., Das A., Beveridge D.L. (2002) Free-energy component analysis of 40 protein-DNA complexes: A consensus view on the thermodynamics of binding at the molecular level. Journal of Computational Chemistry, 23, 1.
    • (2002) Journal of Computational Chemistry , vol.23 , pp. 1
    • Jayaram, B.1    McConnell, K.2    Dixit, S.B.3    Das, A.4    Beveridge, D.L.5
  • 31
    • 0033572960 scopus 로고    scopus 로고
    • Aqueous ionization and electron-donating properties of dinucleotides: Sequence-specific electronic effects on DNA alkylation
    • Kim N.S., Zhu Q.Q., Le Breton P.R. (1999) Aqueous ionization and electron-donating properties of dinucleotides: Sequence-specific electronic effects on DNA alkylation. Journal of the American Chemical Society, 121, 11516.
    • (1999) Journal of the American Chemical Society , vol.121 , pp. 11516
    • Kim, N.S.1    Zhu, Q.Q.2    Le Breton, P.R.3
  • 32
    • 0001688290 scopus 로고
    • An integrated concept of carcinogenicanticarcinogenic action
    • Kovacic P. (1959) An integrated concept of carcinogenicanticarcinogenic action. Ohio Journal of Science, 59, 318.
    • (1959) Ohio Journal of Science , vol.59 , pp. 318
    • Kovacic, P.1
  • 33
    • 0036347255 scopus 로고    scopus 로고
    • Elucidation of the primary events in photosynthesis. Novel insights based on enolization and iminium involvement with pheophytin in photosystem II
    • in press
    • Kovacic P. (2002) Elucidation of the primary events in photosynthesis. Novel insights based on enolization and iminium involvement with pheophytin in photosystem II. Photosynthetica, in press.
    • (2002) Photosynthetica
    • Kovacic, P.1
  • 34
    • 0034124938 scopus 로고    scopus 로고
    • Mode of action of antiinfective agents: Focus on oxidative stress and electron transfer
    • Kovacic P., Becvar L.E. (2000) Mode of action of antiinfective agents: Focus on oxidative stress and electron transfer. Current Pharmaceutical Design, 6, 143.
    • (2000) Current Pharmaceutical Design , vol.6 , pp. 143
    • Kovacic, P.1    Becvar, L.E.2
  • 35
    • 0035002752 scopus 로고    scopus 로고
    • Reproductive toxins: Pervasive theme of oxidative stress and electron transfer
    • Kovacic P., Jacintho J.D. (2001a) Reproductive toxins: Pervasive theme of oxidative stress and electron transfer. Current Medicinal Chemistry, 8, 863.
    • (2001) Current Medicinal Chemistry , vol.8 , pp. 863
    • Kovacic, P.1    Jacintho, J.D.2
  • 36
    • 0035025124 scopus 로고    scopus 로고
    • Mechanism of carcinogenesis: Focus on oxidative stress and electron transfer
    • Kovacic P., Jacintho J.D. (2001b) Mechanism of carcinogenesis: Focus on oxidative stress and electron transfer. Current Medicinal Chemistry, 8, 773.
    • (2001) Current Medicinal Chemistry , vol.8 , pp. 773
    • Kovacic, P.1    Jacintho, J.D.2
  • 37
    • 0034096271 scopus 로고    scopus 로고
    • Mechanisms of anti-cancer agents. Emphasis on oxidative stress and electron transfer
    • Kovacic, P., Osuna, J.A. (2000) Mechanisms of anti-cancer agents. Emphasis on oxidative stress and electron transfer. Current Pharmaceutical Design, 6, 277.
    • (2000) Current Pharmaceutical Design , vol.6 , pp. 277
    • Kovacic, P.1    Osuna, J.A.2
  • 40
    • 0036244626 scopus 로고    scopus 로고
    • Nephrotoxins: Widespread role of oxidative stress and electron transfer
    • in press
    • Kovacic P., Sacman A., Wu-Weis M. (2002) Nephrotoxins: Widespread role of oxidative stress and electron transfer. Current Medicinal Chemistry, in press.
    • (2002) Current Medicinal Chemistry
    • Kovacic, P.1    Sacman, A.2    Wu-Weis, M.3
  • 41
    • 0019878188 scopus 로고
    • The molecular electrostatic potential, steric accessibility and hydration of Dickerson's B-DNA dodecamer d(CpGpCpGpApApTpTpCpGpCpG)
    • Lavery R., Pullman B. (1981) The molecular electrostatic potential, steric accessibility and hydration of Dickerson's B-DNA dodecamer d(CpGpCpGpApApTpTpCpGpCpG). Nucleic Acids Research, 9, 3765.
    • (1981) Nucleic Acids Research , vol.9 , pp. 3765
    • Lavery, R.1    Pullman, B.2
  • 42
    • 0020489973 scopus 로고
    • The electrostatic field of DNA: The role of the nucleic acid conformation
    • Lavery R., Pullman B. (1982) The electrostatic field of DNA: The role of the nucleic acid conformation. Nucleic Acids Research, 10, 4383.
    • (1982) Nucleic Acids Research , vol.10 , pp. 4383
    • Lavery, R.1    Pullman, B.2
  • 43
    • 0022008114 scopus 로고
    • The dependence of the surface electrostatic potential of B-DNA on environmental factors
    • Lavery R., Pullman B. (1985) The dependence of the surface electrostatic potential of B-DNA on environmental factors. Journal of Biomolecular Structure and Dynamics, 2, 1021.
    • (1985) Journal of Biomolecular Structure and Dynamics , vol.2 , pp. 1021
    • Lavery, R.1    Pullman, B.2
  • 44
    • 0001027412 scopus 로고
    • Newer approaches to the study of the mechanisms of action of antitumor antibiotics
    • Lown J.W. (1982) Newer approaches to the study of the mechanisms of action of antitumor antibiotics. Accounts of Chemical Research, 15, 381.
    • (1982) Accounts of Chemical Research , vol.15 , pp. 381
    • Lown, J.W.1
  • 45
    • 0022340391 scopus 로고
    • Characteristics of the binding of the anticancer agents mitoxantrone and ametantrone and related structures to deoxyribonucleic acids
    • Lown J.W., Morgan A.R., Yen S.E, Wang Y.H., Wilson W.D. (1985) Characteristics of the binding of the anticancer agents mitoxantrone and ametantrone and related structures to deoxyribonucleic acids. Biochemistry, 24, 4028.
    • (1985) Biochemistry , vol.24 , pp. 4028
    • Lown, J.W.1    Morgan, A.R.2    Yen, S.E.3    Wang, Y.H.4    Wilson, W.D.5
  • 47
    • 0035900536 scopus 로고    scopus 로고
    • Molecular dynamics simulations of B′-DNA: Sequence effects on A-tractinduced bending and flexibility
    • McConnell K.J., Beveridge D.L. (2001) Molecular dynamics simulations of B′-DNA: Sequence effects on A-tractinduced bending and flexibility. Journal of Molecular Biology, 314, 23.
    • (2001) Journal of Molecular Biology , vol.314 , pp. 23
    • McConnell, K.J.1    Beveridge, D.L.2
  • 49
    • 0022616154 scopus 로고
    • DNA sequence selectivity of guanine N7 alkylation by nitrogen mustards
    • Mattes W.B., Hartley J.A., Kohn K.W. (1986) DNA sequence selectivity of guanine N7 alkylation by nitrogen mustards. Nucleic Acids Research, 14, 2971.
    • (1986) Nucleic Acids Research , vol.14 , pp. 2971
    • Mattes, W.B.1    Hartley, J.A.2    Kohn, K.W.3
  • 50
    • 0345363149 scopus 로고    scopus 로고
    • Atomic-resolution crystal structures of B-DNA reveal specific influences of divalent metal ions on conformation and packing
    • Minasov G., Tereshko V., Egli M. (1999) Atomic-resolution crystal structures of B-DNA reveal specific influences of divalent metal ions on conformation and packing. Journal of Molecular Biology, 291, 83.
    • (1999) Journal of Molecular Biology , vol.291 , pp. 83
    • Minasov, G.1    Tereshko, V.2    Egli, M.3
  • 51
    • 0033927772 scopus 로고    scopus 로고
    • Robust charge transport in DNA double crossover assemblies
    • Odom D.T., Dill E.A., Barton J.K. (2000) Robust charge transport in DNA double crossover assemblies. Chemistry & Biology, 7, 475.
    • (2000) Chemistry & Biology , vol.7 , pp. 475
    • Odom, D.T.1    Dill, E.A.2    Barton, J.K.3
  • 52
    • 0033578010 scopus 로고    scopus 로고
    • Basis for recognition of cisplatin modified DNA by high-mobility group protein
    • Ohndorf U.M., Rould M.A., He Q., Pabo C.O., Lippard S.J. (1999) Basis for recognition of cisplatin modified DNA by high-mobility group protein. Nature, 399, 708.
    • (1999) Nature , vol.399 , pp. 708
    • Ohndorf, U.M.1    Rould, M.A.2    He, Q.3    Pabo, C.O.4    Lippard, S.J.5
  • 53
    • 0031081360 scopus 로고    scopus 로고
    • Intercalation of ethidium and analogues with nucleic acids: A molecular orbital study
    • Patterson S.E., Coxon J.M., Stekowski C. (1997) Intercalation of ethidium and analogues with nucleic acids: A molecular orbital study. Bioorganic Medicinal Chemistry, 5, 277.
    • (1997) Bioorganic Medicinal Chemistry , vol.5 , pp. 277
    • Patterson, S.E.1    Coxon, J.M.2    Stekowski, C.3
  • 54
    • 0034636177 scopus 로고    scopus 로고
    • Strand cleavage of supercoiled DNA by water-soluble peroxyl radicals. The overlooked importance of peroxyl radical charge
    • Paul T., Young M.J., Hill J.E., Ingold K.W. (2000) Strand cleavage of supercoiled DNA by water-soluble peroxyl radicals. The overlooked importance of peroxyl radical charge. Biochemistry, 39, 4129.
    • (2000) Biochemistry , vol.39 , pp. 4129
    • Paul, T.1    Young, M.J.2    Hill, J.E.3    Ingold, K.W.4
  • 56
    • 0021900272 scopus 로고
    • Electrostatics and specificity in nucleic acid reactions
    • Pullman B. (1985) Electrostatics and specificity in nucleic acid reactions. Progress in Clinical and Biological Research, 172A, 55.
    • (1985) Progress in Clinical and Biological Research , vol.172 A , pp. 55
    • Pullman, B.1
  • 59
    • 0017820499 scopus 로고
    • Thermodynamic analysis of ion effects on the binding and conformational equilibria of proteins and nucleic acids: The roles of ion association or release, screening, and ion effects on water activity
    • Record M.T., Anderson C.F., Lohman T.M. (1978) Thermodynamic analysis of ion effects on the binding and conformational equilibria of proteins and nucleic acids: The roles of ion association or release, screening, and ion effects on water activity. Quarterly Reviews of Biophysics, 11, 103.
    • (1978) Quarterly Reviews of Biophysics , vol.11 , pp. 103
    • Record, M.T.1    Anderson, C.F.2    Lohman, T.M.3
  • 60
    • 0034607422 scopus 로고    scopus 로고
    • Mapping of highest occupied molecular orbitals of duplex DNA by cobalt-mediated oxidation
    • Saito I., Nakamura T., Nakatani K. (2000) Mapping of highest occupied molecular orbitals of duplex DNA by cobalt-mediated oxidation. Journal of the American Chemical Society, 122, 3001.
    • (2000) Journal of the American Chemical Society , vol.122 , pp. 3001
    • Saito, I.1    Nakamura, T.2    Nakatani, K.3
  • 61
    • 0032387836 scopus 로고    scopus 로고
    • Structure of the potassium form of CGCGAATTCGCG: DNA deformation by electrostatic collapse around inorganic cations
    • Shui X., Sines C.C., McFail-Isom L., Van Derveer D., Williams L.D. (1998) Structure of the potassium form of CGCGAATTCGCG: DNA deformation by electrostatic collapse around inorganic cations. Biochemistry, 37, 16877.
    • (1998) Biochemistry , vol.37 , pp. 16877
    • Shui, X.1    Sines, C.C.2    McFail-Isom, L.3    Van Derveer, D.4    Williams, L.D.5
  • 64
    • 0028805743 scopus 로고
    • Crystal structure of double-stranded DNA containing the major adduct of the anticancer drug cisplatin
    • Takahara P.M., Rosenzweig A.C., Frederich C.A., Lippard S.J. (1995) Crystal structure of double-stranded DNA containing the major adduct of the anticancer drug cisplatin. Nature, 377, 649.
    • (1995) Nature , vol.377 , pp. 649
    • Takahara, P.M.1    Rosenzweig, A.C.2    Frederich, C.A.3    Lippard, S.J.4
  • 65
    • 0025081207 scopus 로고
    • Bis-9-acridinyl derivative containing a viologen linker chain: Electrochemically active intercalator for reversible labelling of DNA
    • Takenaka S., Ihara T., Takagi, M. (1990) Bis-9-acridinyl derivative containing a viologen linker chain: Electrochemically active intercalator for reversible labelling of DNA. Journal of the Chemical Society, Chemical Communications, 1485.
    • (1990) Journal of the Chemical Society, Chemical Communications , pp. 1485
    • Takenaka, S.1    Ihara, T.2    Takagi, M.3
  • 69
    • 0001164421 scopus 로고    scopus 로고
    • Studies on intramolecular charge transfer fluorescence probe and DNA binding characteristics
    • Yang X., Shen G.L., Yu R.Q. (1999) Studies on intramolecular charge transfer fluorescence probe and DNA binding characteristics. Microchemical Journal, 62, 394.
    • (1999) Microchemical Journal , vol.62 , pp. 394
    • Yang, X.1    Shen, G.L.2    Yu, R.Q.3
  • 70
    • 0030862276 scopus 로고    scopus 로고
    • A 5-nanosecond molecular dynamics trajectory for B-DNA: Analysis of structure, motions, and solvation
    • Young M.A., Ravishanker G., Beveridge D.L. (1997) A 5-nanosecond molecular dynamics trajectory for B-DNA: Analysis of structure, motions, and solvation. Biophysical Journal, 73, 2313.
    • (1997) Biophysical Journal , vol.73 , pp. 2313
    • Young, M.A.1    Ravishanker, G.2    Beveridge, D.L.3
  • 72
    • 0034722990 scopus 로고    scopus 로고
    • DNA photoionization and alkylation patterns in the interior of guanine runs
    • Zhu Q.Q., Le Breton P.R. (2000) DNA photoionization and alkylation patterns in the interior of guanine runs. Journal of the American Chemical Society, 122, 12824.
    • (2000) Journal of the American Chemical Society , vol.122 , pp. 12824
    • Zhu, Q.Q.1    Le Breton, P.R.2


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