메뉴 건너뛰기




Volumn 100, Issue 2, 1996, Pages 125-139

A proton nuclear magnetic resonance investigation of the conformation of daunomycin

Author keywords

2D NMR spectroscopy; Anthracycline antibiotic; Conformation; Daunomycin; Distance constraints; Torsional angles

Indexed keywords

DAUNORUBICIN; MONOMER;

EID: 0029937704     PISSN: 00092797     EISSN: None     Source Type: Journal    
DOI: 10.1016/0009-2797(96)03693-9     Document Type: Article
Times cited : (15)

References (41)
  • 1
    • 0007164546 scopus 로고
    • Daunomycin and related antibiotics
    • P.G. Sammes (Ed.), Wiley, Chichester
    • F. Arcamone, Daunomycin and related antibiotics, in: P.G. Sammes (Ed.), Topics in Antibiotic Chemistry, Vol. 2, Wiley, Chichester, 1978, p. 102.
    • (1978) Topics in Antibiotic Chemistry , vol.2 , pp. 102
    • Arcamone, F.1
  • 3
    • 0002427030 scopus 로고
    • The interaction of daunomycin and adriamycin with nucleic acids
    • S. Neidle and M.J. Waring (Eds.), Macmillan, London
    • S. Neidle and M.R. Sanderson, The interaction of daunomycin and adriamycin with nucleic acids, in: S. Neidle and M.J. Waring (Eds.), Molecular Aspects of Anticancer Drug Action, Macmillan, London, 1983, p. 35.
    • (1983) Molecular Aspects of Anticancer Drug Action , pp. 35
    • Neidle, S.1    Sanderson, M.R.2
  • 4
    • 0004180971 scopus 로고
    • Interaction of daunomycin and related antibiotics with biological receptors
    • P.G. Sammes (Ed.), Wiley, Chichester
    • S. Neidle, Interaction of daunomycin and related antibiotics with biological receptors, in: P.G. Sammes (Ed.), Topics in Antibiotic Chemistry, Vol. 2, Wiley, Chichester, 1978, p. 230.
    • (1978) Topics in Antibiotic Chemistry , vol.2 , pp. 230
    • Neidle, S.1
  • 7
    • 0017712466 scopus 로고
    • The crystal structure of the anticancer agent daunomycin
    • S. Neidle and G. Taylor, The crystal structure of the anticancer agent daunomycin, Biochim. Biophys. Acta, 478 (1977) 450.
    • (1977) Biochim. Biophys. Acta , vol.478 , pp. 450
    • Neidle, S.1    Taylor, G.2
  • 8
    • 0023151436 scopus 로고
    • Interactions between an anthracycline antibiotic and DNA: Molecular structure of daunomycin complexed to d(CpGpTpApCpG) at 1.2 Å resolution
    • A.H.J. Wang, G. Ughetto, G.J. Quigley and A. Rich, Interactions between an anthracycline antibiotic and DNA: molecular structure of daunomycin complexed to d(CpGpTpApCpG) at 1.2 Å resolution, Biochemistry, 26 (1987) 1152.
    • (1987) Biochemistry , vol.26 , pp. 1152
    • Wang, A.H.J.1    Ughetto, G.2    Quigley, G.J.3    Rich, A.4
  • 9
    • 0026409150 scopus 로고
    • Drug-DNA interactions: The crystal structures of d(TGTACA) and d(TGATCA) complexed with daunomycin
    • C.M. Nunn, L.V. Meervelt, S. Zhang, M.H. Moore and O. Kennard, Drug-DNA interactions: the crystal structures of d(TGTACA) and d(TGATCA) complexed with daunomycin, J. Mol. Biol., 222 (1991) 167.
    • (1991) J. Mol. Biol. , vol.222 , pp. 167
    • Nunn, C.M.1    Meervelt, L.V.2    Zhang, S.3    Moore, M.H.4    Kennard, O.5
  • 10
    • 0024399696 scopus 로고
    • DNA-drug interactions: The crystal structure of d(CGATCG) complexed with daunomycin
    • M.H. Moore, W.N. Hunter, B.L. d'Estaintot and O. Kennard, DNA-drug interactions: the crystal structure of d(CGATCG) complexed with daunomycin, J. Mol. Biol., 206 (1989) 693.
    • (1989) J. Mol. Biol. , vol.206 , pp. 693
    • Moore, M.H.1    Hunter, W.N.2    D'Estaintot, B.L.3    Kennard, O.4
  • 11
    • 0018410524 scopus 로고
    • Helix-coil transition of the dGdCdGdC self complementary duplex and complex formation with daunomycin in solution
    • D.J. Patel, Helix-coil transition of the dGdCdGdC self complementary duplex and complex formation with daunomycin in solution, Biopolymers 18 (1979) 553.
    • (1979) Biopolymers , vol.18 , pp. 553
    • Patel, D.J.1
  • 12
    • 0018092783 scopus 로고
    • Anthracycline anti tumor antibiotics nucleic-acid interactions. Structural aspects of the daunomycin poly (dA-dT) complex in solution
    • D.J. Patel and L.L. Canuel, Anthracycline anti tumor antibiotics nucleic-acid interactions. Structural aspects of the daunomycin poly (dA-dT) complex in solution, Eur. J. Biochem., 90 (1978) 247.
    • (1978) Eur. J. Biochem. , vol.90 , pp. 247
    • Patel, D.J.1    Canuel, L.L.2
  • 15
    • 0020452657 scopus 로고
    • Studies on interaction of anthracycline antibiotics and deoxyribonucleic acid: Equilibrium binding studies on interaction of daunomycin with deoxyribonucleic acid
    • J.B. Chaires, N. Dattagupta and D.M. Crothers, Studies on interaction of anthracycline antibiotics and deoxyribonucleic acid: equilibrium binding studies on interaction of daunomycin with deoxyribonucleic acid, Biochemistry, 21 (1982) 3933.
    • (1982) Biochemistry , vol.21 , pp. 3933
    • Chaires, J.B.1    Dattagupta, N.2    Crothers, D.M.3
  • 16
    • 0023701603 scopus 로고
    • On the interaction of daunomycin with synthetic alternating DNAs: Sequence specificity and polyelectrolyte effects on the intercalation equilibrium
    • L.E. Xodo, G. Manzini, J. Ruggiero and F. Quadrifogilo, On the interaction of daunomycin with synthetic alternating DNAs: sequence specificity and polyelectrolyte effects on the intercalation equilibrium, Biopolymers, 27 (1988) 1839.
    • (1988) Biopolymers , vol.27 , pp. 1839
    • Xodo, L.E.1    Manzini, G.2    Ruggiero, J.3    Quadrifogilo, F.4
  • 17
    • 0014945759 scopus 로고
    • Variation of the super coils in closed circular DNA by binding of antibiotics and drugs. Evidence for molecular models involving intercalation
    • M. Waring, Variation of the super coils in closed circular DNA by binding of antibiotics and drugs. Evidence for molecular models involving intercalation, J. Mol. Biol., 54 (1970) 247.
    • (1970) J. Mol. Biol. , vol.54 , pp. 247
    • Waring, M.1
  • 18
    • 0015197934 scopus 로고
    • The change of torsion of the DNA helix caused by intercalation: Measurement of the relative change of the torsion induced by various intercalating drugs
    • J.M. Saucier, B. Fresty and J.B. Le Pecq, The change of torsion of the DNA helix caused by intercalation: measurement of the relative change of the torsion induced by various intercalating drugs, Biochimie, 53 (1971) 973.
    • (1971) Biochimie , vol.53 , pp. 973
    • Saucier, J.M.1    Fresty, B.2    Le Pecq, J.B.3
  • 19
    • 0020030336 scopus 로고
    • Viscometric and fluorimetric studies of deoxyribonucleic acid interactions of several new anthracyclines
    • J.A. Pachter, C.H. Huang, H.D. Virgil, A.W. Prestayko and S.T. Crooke, Viscometric and fluorimetric studies of deoxyribonucleic acid interactions of several new anthracyclines, Biochemistry, 21 (1982) 1541.
    • (1982) Biochemistry , vol.21 , pp. 1541
    • Pachter, J.A.1    Huang, C.H.2    Virgil, H.D.3    Prestayko, A.W.4    Crooke, S.T.5
  • 20
    • 0022339618 scopus 로고
    • A theoretical investigation on the sequence selective binding of daunomycin to double stranded polynucleotides
    • K.X. Chen, N. Gresh and B. Pullman, A theoretical investigation on the sequence selective binding of daunomycin to double stranded polynucleotides. J. Biomol. Struct. Dyn., 2 (1985) 445.
    • (1985) J. Biomol. Struct. Dyn. , vol.2 , pp. 445
    • Chen, K.X.1    Gresh, N.2    Pullman, B.3
  • 22
    • 0019333239 scopus 로고
    • Conformational flexibility of dinucleoside dimers during unwinding from the B form to an intercalating structure
    • D. Malhotra and A.J. Hopfinger, Conformational flexibility of dinucleoside dimers during unwinding from the B form to an intercalating structure, Nucl. Acids Res., 8 (1980) 5289.
    • (1980) Nucl. Acids Res. , vol.8 , pp. 5289
    • Malhotra, D.1    Hopfinger, A.J.2
  • 25
    • 85030199867 scopus 로고
    • Modelling of drug-nucleic acid interactions - Intercalation geometry of oligonucleotides
    • R.H. Sarma (Ed.), Adenine Press, New York
    • H.M. Berman and S. Neidle, Modelling of drug-nucleic acid interactions - intercalation geometry of oligonucleotides, in: R.H. Sarma (Ed.), Proc. Second SUNYA Conversation in the Discipline Biomolecular Stereo Dynamics, Vol. 2, Adenine Press, New York, 1982, p. 367.
    • (1982) Proc. Second SUNYA Conversation in the Discipline Biomolecular Stereo Dynamics , vol.2 , pp. 367
    • Berman, H.M.1    Neidle, S.2
  • 26
    • 0019139891 scopus 로고
    • An extended conformational analysis of doxorubicin
    • Y. Nakata and A.J. Hopfinger, An extended conformational analysis of doxorubicin, FEBS Lett., 117 (1980) 259.
    • (1980) FEBS Lett. , vol.117 , pp. 259
    • Nakata, Y.1    Hopfinger, A.J.2
  • 27
    • 0018564909 scopus 로고
    • Nucleic acid binding drugs. Some conformational properties of the anticancer drug daunomycin and several of its derivatives: Implications for DNA binding
    • S. Neidle and G.L. Taylor, Nucleic acid binding drugs. Some conformational properties of the anticancer drug daunomycin and several of its derivatives: implications for DNA binding, FEBS Lett., 107 (1979) 348.
    • (1979) FEBS Lett. , vol.107 , pp. 348
    • Neidle, S.1    Taylor, G.L.2
  • 30
    • 0016565561 scopus 로고
    • Anti tumor agents XIII. Isolation and absolute configuration of carminomycin I from Streptosporangium sp1
    • M.C. Wani, H.L. Taylor, M.E. Wall, A.T. Mcphaill and K.D. Unan, Anti tumor agents XIII. Isolation and absolute configuration of carminomycin I from Streptosporangium sp1. J. Am. Chem. Soc., 97 (1975) 5955.
    • (1975) J. Am. Chem. Soc. , vol.97 , pp. 5955
    • Wani, M.C.1    Taylor, H.L.2    Wall, M.E.3    Mcphaill, A.T.4    Unan, K.D.5
  • 31
    • 0020531686 scopus 로고
    • Molecular structure, absolute stereo chemistry, and interactions of nogalamycin, a DNA-binding anthracycline anti tumor antibiotic
    • S.K. Arora, Molecular structure, absolute stereo chemistry, and interactions of nogalamycin, a DNA-binding anthracycline anti tumor antibiotic. J. Am. Chem. Soc., 105 (1983) 1328.
    • (1983) J. Am. Chem. Soc. , vol.105 , pp. 1328
    • Arora, S.K.1
  • 33
    • 37049084273 scopus 로고
    • Nuclear magnetic resonance conformational study of daunomycin and related anti tumour antibiotics in solution. the conformation of ring A
    • R. Mondelli, E. Ragg, G. Fronza and A. Arnone, Nuclear magnetic resonance conformational study of daunomycin and related anti tumour antibiotics in solution. The conformation of ring A, J. Chem. Soc. Perkin Trans., 2 (1987) 15.
    • (1987) J. Chem. Soc. Perkin Trans. , vol.2 , pp. 15
    • Mondelli, R.1    Ragg, E.2    Fronza, G.3    Arnone, A.4
  • 36
    • 0019312052 scopus 로고
    • An NMR study of the interaction of daunomycin with dinucleotides and dinucleoside phosphates
    • M.E. Nuss, T.L. James, M.A. Apple and P.A. Kollman, An NMR study of the interaction of daunomycin with dinucleotides and dinucleoside phosphates, Biochim. Biophys. Acta, 609 (1980) 136.
    • (1980) Biochim. Biophys. Acta , vol.609 , pp. 136
    • Nuss, M.E.1    James, T.L.2    Apple, M.A.3    Kollman, P.A.4
  • 37
    • 0012917261 scopus 로고
    • A 500 MHz proton NMR study of the conformation of adriamycin
    • R. Barthwal, N. Srivastava, U. Sharma and G. Govil, A 500 MHz proton NMR study of the conformation of adriamycin, J. Mol. Struct., 327 (1994) 201.
    • (1994) J. Mol. Struct. , vol.327 , pp. 201
    • Barthwal, R.1    Srivastava, N.2    Sharma, U.3    Govil, G.4
  • 38
    • 0027998698 scopus 로고
    • Interaction of daunomycin with deoxydinucleotide d-CpG by two-dimensional proton magnetic resonance techniques
    • R. Barthwal, A. Mujeeb and G. Govil, Interaction of daunomycin with deoxydinucleotide d-CpG by two-dimensional proton magnetic resonance techniques, Arch. Biochem. Biophys., 313 (1994) 189.
    • (1994) Arch. Biochem. Biophys. , vol.313 , pp. 189
    • Barthwal, R.1    Mujeeb, A.2    Govil, G.3
  • 39
    • 33745356391 scopus 로고
    • Contact electron-spin coupling of nuclear magnetic moments
    • M. Karplus, Contact electron-spin coupling of nuclear magnetic moments, J. Phys. Chem., 30 (1959) 11.
    • (1959) J. Phys. Chem. , vol.30 , pp. 11
    • Karplus, M.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.