메뉴 건너뛰기




Volumn 6, Issue 3, 2007, Pages 631-639

An oniom study on the crosslinked base pairs in DNA reacted with chloroethylnitrosoureas

Author keywords

Chloroethylnitrosoureas; DNA interstrand crosslinks; ONIOM

Indexed keywords


EID: 34548453233     PISSN: 02196336     EISSN: None     Source Type: Journal    
DOI: 10.1142/S0219633607003283     Document Type: Article
Times cited : (7)

References (20)
  • 1
    • 33644775576 scopus 로고    scopus 로고
    • Recent developments in the use of chemotherapy in brain tumours
    • van den Bent MJ, Hegi ME, Stupp R, Recent developments in the use of chemotherapy in brain tumours, Eur J Cancer 42:582-588, 2006.
    • (2006) Eur J Cancer , vol.42 , pp. 582-588
    • van den Bent, M.J.1    Hegi, M.E.2    Stupp, R.3
  • 2
    • 1642281458 scopus 로고    scopus 로고
    • 1,2-Bis (methylsulfonyl) -1- (2-chloroet hyl) - 2- [(methy lamino) carbonyl] hydrazine(VNP40101M): I. Direct inhibition of O-6-alkylguanine-DNA alkyltransferase (AGT) by electrophilic species generated by decomposition
    • Penketh PG, Shyam K, Baumann RP, Remack JS, Brent TP, Sartorelli AC, 1,2-Bis (methylsulfonyl) -1- (2-chloroet hyl) - 2- [(methy lamino) carbonyl] hydrazine(VNP40101M): I. Direct inhibition of O-6-alkylguanine-DNA alkyltransferase (AGT) by electrophilic species generated by decomposition, Cancer Chemother Pharmacol 53:279-287, 2004.
    • (2004) Cancer Chemother Pharmacol , vol.53 , pp. 279-287
    • Penketh, P.G.1    Shyam, K.2    Baumann, R.P.3    Remack, J.S.4    Brent, T.P.5    Sartorelli, A.C.6
  • 3
    • 1642291215 scopus 로고    scopus 로고
    • 1,2-Bis (methylsulfonyl)-1-(2-chloroethyl)-2-[(methylamino)carbonyl] hydrazine(VNP40101M): II. Role of O-6-alkylguanine-DNA alkyltransferase in cytotoxicity
    • Penketh PG, Shyam K, Baumann RP, Remack JS, Brent TP, Sartorelli AC, 1,2-Bis (methylsulfonyl)-1-(2-chloroethyl)-2-[(methylamino)carbonyl] hydrazine(VNP40101M): II. Role of O-6-alkylguanine-DNA alkyltransferase in cytotoxicity, Cancer Chemother Pharmacol 53:287-295, 2004.
    • (2004) Cancer Chemother Pharmacol , vol.53 , pp. 287-295
    • Penketh, P.G.1    Shyam, K.2    Baumann, R.P.3    Remack, J.S.4    Brent, T.P.5    Sartorelli, A.C.6
  • 4
    • 0019957212 scopus 로고
    • Formation of the cross-link 1-[N-3-deoxycytidyl], 2-[N-1-deoxyguanosinyl]-ethane in DNA treated with N,N′-bis(2-chloroethyl)-N-nitrosourea
    • Tong WP, Kirk MC, Ludlum DB, Formation of the cross-link 1-[N-3-deoxycytidyl], 2-[N-1-deoxyguanosinyl]-ethane in DNA treated with N,N′-bis(2-chloroethyl)-N-nitrosourea, Cancer Res 42:3102-3105, 1982.
    • (1982) Cancer Res , vol.42 , pp. 3102-3105
    • Tong, W.P.1    Kirk, M.C.2    Ludlum, D.B.3
  • 5
    • 0030051757 scopus 로고    scopus 로고
    • Reaction of N-(2-chloroethyl)-N- nitrosoureas with DNA: Effect of buffers on DNA adduction, cross-linking, and cytotoxicity
    • Chen FX, Bodell WJ, Liang GN, Gold B, Reaction of N-(2-chloroethyl)-N- nitrosoureas with DNA: Effect of buffers on DNA adduction, cross-linking, and cytotoxicity, Chem Res Toxicol 9:208-214, 1996.
    • (1996) Chem Res Toxicol , vol.9 , pp. 208-214
    • Chen, F.X.1    Bodell, W.J.2    Liang, G.N.3    Gold, B.4
  • 6
    • 0033199891 scopus 로고    scopus 로고
    • Direct demonstration in synthetic oligonucleotides that N,N′-bis(2-chloroethyl)-nitrosourea cross-links N-1 of deoxyguanosine to N-3 of deoxycytidine on opposite strands of duplex DNA
    • Fischhaber PL, Gall AS, Duncan JA, Hopkins PB, Direct demonstration in synthetic oligonucleotides that N,N′-bis(2-chloroethyl)-nitrosourea cross-links N-1 of deoxyguanosine to N-3 of deoxycytidine on opposite strands of duplex DNA, Cancer Res 59:4363-4368, 1999.
    • (1999) Cancer Res , vol.59 , pp. 4363-4368
    • Fischhaber, P.L.1    Gall, A.S.2    Duncan, J.A.3    Hopkins, P.B.4
  • 7
    • 31144441067 scopus 로고    scopus 로고
    • ONIOM: A multilayered integrated MO + MM method for geometry optimizations and single point energy predictions. A test for Diels-Alder reactions and Pt(P(t-Bu)(3))(2)+H-2 oxidative addition
    • Svensson M, Humbel S, Froese RDJ, Matsubara T, Sieber S, Morokuma K, ONIOM: A multilayered integrated MO + MM method for geometry optimizations and single point energy predictions. A test for Diels-Alder reactions and Pt(P(t-Bu)(3))(2)+H-2 oxidative addition, J Phys Chem 100:19357-19363, 1996.
    • (1996) J Phys Chem , vol.100 , pp. 19357-19363
    • Svensson, M.1    Humbel, S.2    Froese, R.D.J.3    Matsubara, T.4    Sieber, S.5    Morokuma, K.6
  • 8
    • 13944283878 scopus 로고    scopus 로고
    • Molecular and electronic properties of HIV-1 protease inhibitor C-60 derivatives as studied by the ONIOM method
    • Promsri S, Chuichay P, Sanghiran V, Parasuk V, Hannongbua S, Molecular and electronic properties of HIV-1 protease inhibitor C-60 derivatives as studied by the ONIOM method, J Mol Struct Theochem 715:47-53, 2005.
    • (2005) J Mol Struct Theochem , vol.715 , pp. 47-53
    • Promsri, S.1    Chuichay, P.2    Sanghiran, V.3    Parasuk, V.4    Hannongbua, S.5
  • 9
    • 84962383337 scopus 로고    scopus 로고
    • The ONIOM-PCM method: Combining the hybrid molecular orbital method and the polarizable continuum model for solvation. Application to the geometry and properties of a merocyanine in solution
    • Vreven T, Mennucci B, da Silva CO, Morokuma K, Tomasi J, The ONIOM-PCM method: Combining the hybrid molecular orbital method and the polarizable continuum model for solvation. Application to the geometry and properties of a merocyanine in solution, J Chem Phy 115:62-72, 2001.
    • (2001) J Chem Phy , vol.115 , pp. 62-72
    • Vreven, T.1    Mennucci, B.2    da Silva, C.O.3    Morokuma, K.4    Tomasi, J.5
  • 10
    • 0001361675 scopus 로고    scopus 로고
    • Modeling physisorption with the ONIOM method: The case of NH3 at the isolated hydroxyl group of the silica surface
    • Roggero I, Civalleri B, Ugliengo P, Modeling physisorption with the ONIOM method: the case of NH3 at the isolated hydroxyl group of the silica surface, Chem Phys Lett 341:625-632, 2001.
    • (2001) Chem Phys Lett , vol.341 , pp. 625-632
    • Roggero, I.1    Civalleri, B.2    Ugliengo, P.3
  • 11
    • 33746918692 scopus 로고    scopus 로고
    • Sundaresan N, Pillai CKS, Suresh CH, Role of Mg2+ and Ca2+ in DNA bending: Evidence from an ONIOM-based QM-MM study of a DNA fragment, J Phys Chem A 110:8826-8831, 2006.
    • Sundaresan N, Pillai CKS, Suresh CH, Role of Mg2+ and Ca2+ in DNA bending: Evidence from an ONIOM-based QM-MM study of a DNA fragment, J Phys Chem A 110:8826-8831, 2006.
  • 12
    • 33749666863 scopus 로고    scopus 로고
    • Ab initio research on DNA base alkylation by the beta-position metabolite of methylethylnitrosamine
    • Zhao LJ, Zhong RG, Yuan XL, Cui YS, Dai QH, Ab initio research on DNA base alkylation by the beta-position metabolite of methylethylnitrosamine, Chin Sci Bull 49:1450-1452, 2004.
    • (2004) Chin Sci Bull , vol.49 , pp. 1450-1452
    • Zhao, L.J.1    Zhong, R.G.2    Yuan, X.L.3    Cui, Y.S.4    Dai, Q.H.5
  • 13
    • 0042041206 scopus 로고
    • UFF a full periodictable force-field for molecular mechanics and molecular-dynamics simulations
    • Rappe AK, Casewit CJ, Colwell KS, Goddard WA, Skiff WM, UFF a full periodictable force-field for molecular mechanics and molecular-dynamics simulations, J Am Chem Soc 114:10024-10035, 1992.
    • (1992) J Am Chem Soc , vol.114 , pp. 10024-10035
    • Rappe, A.K.1    Casewit, C.J.2    Colwell, K.S.3    Goddard, W.A.4    Skiff, W.M.5
  • 14
    • 0842341771 scopus 로고
    • The development and use of quantum-mechanical molecular-models. 76. AMI -A new general-purpose quantum-mechanical molecular-model
    • Dewar MJS, Zoebisch EG, Healy EF, Stewart JJP, The development and use of quantum-mechanical molecular-models. 76. AMI -A new general-purpose quantum-mechanical molecular-model, J Am Chem Soc 107:3902-3909, 1985.
    • (1985) J Am Chem Soc , vol.107 , pp. 3902-3909
    • Dewar, M.J.S.1    Zoebisch, E.G.2    Healy, E.F.3    Stewart, J.J.P.4
  • 15
    • 77956779984 scopus 로고
    • Density-functional thermochemistry. 1. The effect of the exchange-only gradient correction
    • Becke AD, Density-functional thermochemistry. 1. The effect of the exchange-only gradient correction, J Chem Phys 96:2155-2160, 1992.
    • (1992) J Chem Phys , vol.96 , pp. 2155-2160
    • Becke, A.D.1
  • 16
    • 34548454469 scopus 로고    scopus 로고
    • Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Zakrzewski VG, Montgomery Jr JA, Stratmann RE, Burant JC, Dapprich S, Millam JM, Daniels AD, Kudin KN, Strain MC, Farkas O, Tomasi J, Barone V, Cossi M, Cammi R, Mennucci B, Pomelli C, Adamo C, Clifford S, Ochterski J, Petersson GA, Ayala PY, Cui Q, Morokuma K, Malick DK, Rabuck AD, Stefanov BB, Liu G, Liashenko A, Piskorz P, Komaromi I, Gomperts R, Martin RL, Fox DJ, Keith T, Al-Laham MA, Peng CY, Nanayakkara, A, Gonzalez C, Challacombe M, Gill PMW, Johnson B, Chem W, Wong MW, Andres JL, Gonzalez C, Pople JA, Gaussian 03 Revision D.01, Gaussian, Inc., Wallingford, CT, 2004.
    • Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Zakrzewski VG, Montgomery Jr JA, Stratmann RE, Burant JC, Dapprich S, Millam JM, Daniels AD, Kudin KN, Strain MC, Farkas O, Tomasi J, Barone V, Cossi M, Cammi R, Mennucci B, Pomelli C, Adamo C, Clifford S, Ochterski J, Petersson GA, Ayala PY, Cui Q, Morokuma K, Malick DK, Rabuck AD, Stefanov BB, Liu G, Liashenko A, Piskorz P, Komaromi I, Gomperts R, Martin RL, Fox DJ, Keith T, Al-Laham MA, Peng CY, Nanayakkara, A, Gonzalez C, Challacombe M, Gill PMW, Johnson B, Chem W, Wong MW, Andres JL, Gonzalez C, Pople JA, Gaussian 03 Revision D.01, Gaussian, Inc., Wallingford, CT, 2004.
  • 17
    • 0027214571 scopus 로고
    • Chemical synthesis and detection of the cross-link 1-[N3-(2′-deoxycytidyl)]-2-[N1-(2′-deoxyguanosinyl)]ethane in DNA reacted with 1-(2-chloroethyl)-1-nitrosourea
    • Bodell WJ, Pongracz K, Chemical synthesis and detection of the cross-link 1-[N3-(2′-deoxycytidyl)]-2-[N1-(2′-deoxyguanosinyl)]ethane in DNA reacted with 1-(2-chloroethyl)-1-nitrosourea, Chem Res Toxicol 6:434-438, 1993.
    • (1993) Chem Res Toxicol , vol.6 , pp. 434-438
    • Bodell, W.J.1    Pongracz, K.2
  • 18
    • 0031469549 scopus 로고    scopus 로고
    • The chloroethylnitrosoureas sensitivity and resistance to cancer chemotherapy at the molecular level
    • Ludlum DB, The chloroethylnitrosoureas sensitivity and resistance to cancer chemotherapy at the molecular level, Cancer Invest 15:588-598, 1997.
    • (1997) Cancer Invest , vol.15 , pp. 588-598
    • Ludlum, D.B.1
  • 19
    • 0018129406 scopus 로고
    • DNA-protein cross-linking and DNA interstrand cross-linking by haloethylnitrosoureas in L1210 cells
    • Ewig RAG, Kohn KW, DNA-protein cross-linking and DNA interstrand cross-linking by haloethylnitrosoureas in L1210 cells, Cancer Res 38:3197-3203, 1978.
    • (1978) Cancer Res , vol.38 , pp. 3197-3203
    • Ewig, R.A.G.1    Kohn, K.W.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.