메뉴 건너뛰기




Volumn 41, Issue 22, 1998, Pages 4224-4231

In vitro and in vivo activities of oligodeoxynucleotide-based thrombin inhibitors containing neutral formacetal linkages

Author keywords

[No Author keywords available]

Indexed keywords

OLIGODEOXYNUCLEOTIDE DERIVATIVE; THROMBIN INHIBITOR;

EID: 15444352571     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm970766i     Document Type: Article
Times cited : (40)

References (40)
  • 1
    • 0027427161 scopus 로고
    • Synthetic Low Molecular Weight Thrombin Inhibitors: Molecular Design and Pharmacological Profile
    • Tapparelli, C.; Metternich, R.; Ehrhardt, C.; Cook, N. S. Synthetic Low Molecular Weight Thrombin Inhibitors: Molecular Design and Pharmacological Profile. Trends Pharmacol. Sci. 1993, 14, 366-376.
    • (1993) Trends Pharmacol. Sci. , vol.14 , pp. 366-376
    • Tapparelli, C.1    Metternich, R.2    Ehrhardt, C.3    Cook, N.S.4
  • 2
    • 0025837452 scopus 로고
    • Crystallographic Analysis at 3.0-Å Resolution of the Binding to Human Thrombin of Four Active Site-Directed Inhibitors
    • Banner, D. W.; Hadavry, P. Crystallographic Analysis at 3.0-Å Resolution of the Binding to Human Thrombin of Four Active Site-Directed Inhibitors. J. Biol. Chem. 1991, 266, 20085-20093.
    • (1991) J. Biol. Chem. , vol.266 , pp. 20085-20093
    • Banner, D.W.1    Hadavry, P.2
  • 3
    • 0026575221 scopus 로고
    • Selection of Single-Stranded DNA Molecules that Bind and Inhibit Human Thrombin
    • Bock, L. C.; Griffin, L. C.; Latham, J. A.; Vermaas, E. H.; Toole, J. J. Selection of Single-Stranded DNA Molecules that Bind and Inhibit Human Thrombin. Nature 1992, 355, 564-566.
    • (1992) Nature , vol.355 , pp. 564-566
    • Bock, L.C.1    Griffin, L.C.2    Latham, J.A.3    Vermaas, E.H.4    Toole, J.J.5
  • 4
    • 0027163099 scopus 로고
    • In Vivo Anticoagulant Properties of a Novel Nucleotide-Based Thrombin Inhibitor and Demonstration of Regional Anticoagulation in Extracorporeal Circuits
    • Griffin, L. C.; Tidmarsh, G. F.; Bock, L. C.; Toole, J. J.; Leung, L. K. In Vivo Anticoagulant Properties of a Novel Nucleotide-Based Thrombin Inhibitor and Demonstration of Regional Anticoagulation in Extracorporeal Circuits. Blood 1993, 81, 3271-3276.
    • (1993) Blood , vol.81 , pp. 3271-3276
    • Griffin, L.C.1    Tidmarsh, G.F.2    Bock, L.C.3    Toole, J.J.4    Leung, L.K.5
  • 5
    • 0028097736 scopus 로고
    • A Novel Nucleotide-Based Thrombin Inhibitor Inhibits Clot-Bound Thrombin and Reduces Arterial Platelet Thrombus Formation
    • Li, W.-X.; Kaplan, A. V.; Grant, G. W.; Toole, J. J.; Leung, L. K. A Novel Nucleotide-Based Thrombin Inhibitor Inhibits Clot-Bound Thrombin and Reduces Arterial Platelet Thrombus Formation. Blood 1994, 83, 677-682.
    • (1994) Blood , vol.83 , pp. 677-682
    • Li, W.-X.1    Kaplan, A.V.2    Grant, G.W.3    Toole, J.J.4    Leung, L.K.5
  • 6
    • 0027537022 scopus 로고
    • A DNA Aptamer Which Binds to and Inhibits Thrombin Exhibits a New Structural Motif for DNA
    • Wang, K. Y.; McCurdy, S.; Shea, R. G.; Swaminathan, S.; Bolton, P. H. A DNA Aptamer Which Binds to and Inhibits Thrombin Exhibits a New Structural Motif for DNA. Biochemistry 1993, 32, 1899-1904.
    • (1993) Biochemistry , vol.32 , pp. 1899-1904
    • Wang, K.Y.1    McCurdy, S.2    Shea, R.G.3    Swaminathan, S.4    Bolton, P.H.5
  • 7
    • 0027380687 scopus 로고
    • The Tertiary Structure of a DNA Aptamer Which Binds to and Inhibits Thrombin Determines Activity
    • Wang, K. Y.; Krawczyk, S. H.; Bischofberger, N.; Swaminathan, S.; Bolton, P. H. The Tertiary Structure of a DNA Aptamer Which Binds to and Inhibits Thrombin Determines Activity. Biochemistry 1993, 32, 11285-11292.
    • (1993) Biochemistry , vol.32 , pp. 11285-11292
    • Wang, K.Y.1    Krawczyk, S.H.2    Bischofberger, N.3    Swaminathan, S.4    Bolton, P.H.5
  • 12
    • 0029594573 scopus 로고
    • A Novel Oligodeoxynucleotide Inhibitor of Thrombin. I. in vitro Metabolic Stability in Plasma and Serum
    • Shaw, J.-P.; Fishback, J. A.; Cundy, K. C.; Lee, W. A. A Novel Oligodeoxynucleotide Inhibitor of Thrombin. I. In vitro Metabolic Stability in Plasma and Serum. Pharm. Res. 1995, 12, 1937-1942.
    • (1995) Pharm. Res. , vol.12 , pp. 1937-1942
    • Shaw, J.-P.1    Fishback, J.A.2    Cundy, K.C.3    Lee, W.A.4
  • 13
    • 0029415189 scopus 로고
    • A Novel Oligodeoxynucleotide Inhibitor of Thrombin. II. Pharmacokinetics in the Cynomolgus Monkey
    • Lee, W. A.; Fishback, J. A.; Shaw, J.-P.; Bock, L. C.; Griffin, L. C.; Cundy, K. C. A Novel Oligodeoxynucleotide Inhibitor of Thrombin. II. Pharmacokinetics in the Cynomolgus Monkey. Pharm. Res. 1995, 12, 1943-1947.
    • (1995) Pharm. Res. , vol.12 , pp. 1943-1947
    • Lee, W.A.1    Fishback, J.A.2    Shaw, J.-P.3    Bock, L.C.4    Griffin, L.C.5    Cundy, K.C.6
  • 16
    • 0029781792 scopus 로고    scopus 로고
    • Interactions of Phosphodiester and Phosphorothioate Oligonucleotides with Intestinal Epithelial Caco-2 Cells
    • Beck, G. F.; Irwin, W. J.; Nicklin, P. L.; Akhtar, S. Interactions of Phosphodiester and Phosphorothioate Oligonucleotides with Intestinal Epithelial Caco-2 Cells. Pharm. Res. 1996, 13, 1028-1036.
    • (1996) Pharm. Res. , vol.13 , pp. 1028-1036
    • Beck, G.F.1    Irwin, W.J.2    Nicklin, P.L.3    Akhtar, S.4
  • 18
    • 0026654909 scopus 로고
    • Probing Structural Factors Stabilizing Antisense Oligonucleotide Duplexes: NMR Studies of a DNA-DNA Duplex Containing a Formacetal Linkage
    • Gao, X.; Brown, F. K.; Jeffs, P.; Bischofberger, N.; Lin, K.-Y.; Pipe, A. J.; Noble, S. A. Probing Structural Factors Stabilizing Antisense Oligonucleotide Duplexes: NMR Studies of a DNA-DNA Duplex Containing a Formacetal Linkage. Biochemistry 1992, 31, 6228-6236.
    • (1992) Biochemistry , vol.31 , pp. 6228-6236
    • Gao, X.1    Brown, F.K.2    Jeffs, P.3    Bischofberger, N.4    Lin, K.-Y.5    Pipe, A.J.6    Noble, S.A.7
  • 20
    • 0028827849 scopus 로고
    • A Mild Method for the Syntheses of 3′-Thioformacetal Dinucleotides: The Development of Diphenylphosphinate as a Glycosyl Donor
    • Zhang, J.; Matteucci, M. D. A Mild Method for the Syntheses of 3′-Thioformacetal Dinucleotides: the Development of Diphenylphosphinate as a Glycosyl Donor. Tetrahedron Lett. 1995, 36, 8375-8378.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 8375-8378
    • Zhang, J.1    Matteucci, M.D.2
  • 21
    • 0025254283 scopus 로고
    • Deoxyoligonucleotide Analogues Based on Formacetal Linkages
    • Matteucci, M. D. Deoxyoligonucleotide Analogues Based on Formacetal Linkages. Tetrahedron Lett. 1990, 37, 2385-2388.
    • (1990) Tetrahedron Lett. , vol.37 , pp. 2385-2388
    • Matteucci, M.D.1
  • 22
    • 0027304997 scopus 로고
    • Synthesis and Binding Properties of Pyrimidine Oligodeoxynucleotide Analogues Containing Neutral Phosphodiester Replacement: The Formacetal and 3′-Thioformacetal Internucleoside Linkages
    • Jones, R. J.; Lin, K.-Y.; Milligan, J. F.; Wadwani, S.; Matteucci, M. D. Synthesis and Binding Properties of Pyrimidine Oligodeoxynucleotide Analogues Containing Neutral Phosphodiester Replacement: the Formacetal and 3′-Thioformacetal Internucleoside Linkages. J. Org. Chem. 1993, 58, 2983-2991.
    • (1993) J. Org. Chem. , vol.58 , pp. 2983-2991
    • Jones, R.J.1    Lin, K.-Y.2    Milligan, J.F.3    Wadwani, S.4    Matteucci, M.D.5
  • 23
    • 0031562047 scopus 로고    scopus 로고
    • Preparation of Formacetal-Linked Purine-Purine Dinucleotide Analogues
    • He, G.-X.; Bischofberger, N. Preparation of Formacetal-Linked Purine-Purine Dinucleotide Analogues. Tetrahedron Lett. 1997, 38, 945-948.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 945-948
    • He, G.-X.1    Bischofberger, N.2
  • 24
    • 0021760477 scopus 로고
    • Polymer Support Oligonucleotide Synthesis XVIII: Use of β-Cyanoethyl-N,N-Dialkylamino-/N-Morpholino Phosphoramidite of Deoxynucleosides for the Synthesis of DNA Fragments Simplifying Deprotection and Isolation of the Final Product
    • Sinha, N. D.; Biernat, J.; McManus, J.; Koster, H. Polymer Support Oligonucleotide Synthesis XVIII: Use of β-Cyanoethyl-N,N-Dialkylamino-/N-Morpholino Phosphoramidite of Deoxynucleosides for the Synthesis of DNA Fragments Simplifying Deprotection and Isolation of the Final Product. Nucleic Acids Res. 1984, 11, 4539-4557.
    • (1984) Nucleic Acids Res. , vol.11 , pp. 4539-4557
    • Sinha, N.D.1    Biernat, J.2    McManus, J.3    Koster, H.4
  • 28
    • 0004811287 scopus 로고
    • Oligonucleotides in Cells and in Organisms: Pharmacological Considerations
    • Wickstrom, E., Ed.; Wiley-Liss, Inc.: New York
    • Vlassov, V. V.; Yakubov, L. A. Oligonucleotides in Cells and in Organisms: Pharmacological Considerations. In Prospects for Antisense Nucleic Acid Therapy of Cancer and AIDS; Wickstrom, E., Ed.; Wiley-Liss, Inc.: New York, 1991; pp 243-266.
    • (1991) Prospects for Antisense Nucleic Acid Therapy of Cancer and AIDS , pp. 243-266
    • Vlassov, V.V.1    Yakubov, L.A.2
  • 29
    • 0002682029 scopus 로고
    • Antisense Approaches to Antiviral Agents
    • Bischofberger, N.; Wagner, R. W. Antisense Approaches to Antiviral Agents. Semin. Virol. 1992, 3, 57-66.
    • (1992) Semin. Virol. , vol.3 , pp. 57-66
    • Bischofberger, N.1    Wagner, R.W.2
  • 33
    • 0030426649 scopus 로고    scopus 로고
    • Cellular Uptake Mechanism for Oligonucleotides: Involvement of Endocytosis in the Uptake of Phosphodiester Oligonucleotides by a Human Colorectal Adenocarcinoma Cell Line, HCT-15
    • Nakai, D.; Seita, T.; Terasaki, T.; Iwasa, S.; Shoji, Y.; Mizushima, Y.; Sugiyama, Y. Cellular Uptake Mechanism for Oligonucleotides: Involvement of Endocytosis in the Uptake of Phosphodiester Oligonucleotides by a Human Colorectal Adenocarcinoma Cell Line, HCT-15. J. Pharmacol. Exp. Ther. 1996, 278, 1362-1372.
    • (1996) J. Pharmacol. Exp. Ther. , vol.278 , pp. 1362-1372
    • Nakai, D.1    Seita, T.2    Terasaki, T.3    Iwasa, S.4    Shoji, Y.5    Mizushima, Y.6    Sugiyama, Y.7
  • 35
    • 0026009971 scopus 로고
    • Interactions of Antisense DNA Oligonucleotide Analogues with Phospholipid Membranes (liposomes)
    • Akhtar, S.; Basu, S.; Wickstrom, E.; Juliano, R. L. Interactions of Antisense DNA Oligonucleotide Analogues with Phospholipid Membranes (liposomes). Nucleic Acids Res. 1992, 19, 5551-5559.
    • (1992) Nucleic Acids Res. , vol.19 , pp. 5551-5559
    • Akhtar, S.1    Basu, S.2    Wickstrom, E.3    Juliano, R.L.4
  • 36
    • 0028114572 scopus 로고
    • Patterns of Intracellular Compartmentalization, Trafficking and Acidification of 5′-Fluorescein Labeled Phosphodiester and Phosphorothioate Oligodeoxynucleotides in HL60 Cells
    • Tonkinson, J. L.; Stein, C. A. Patterns of Intracellular Compartmentalization, Trafficking and Acidification of 5′-Fluorescein Labeled Phosphodiester and Phosphorothioate Oligodeoxynucleotides in HL60 Cells. Nucleic Acids Res. 1994, 22, 4268-4275.
    • (1994) Nucleic Acids Res. , vol.22 , pp. 4268-4275
    • Tonkinson, J.L.1    Stein, C.A.2
  • 37
    • 0026040132 scopus 로고
    • Mechanism of Cellular Uptake of Modified Oligodeoxynucleotides Containing Methylphosphonate Linkages
    • Shoji, Y.; Akhtar, S.; Periasamy, A.; Herman, B.; Juliano, R. L. Mechanism of Cellular Uptake of Modified Oligodeoxynucleotides Containing Methylphosphonate Linkages. Nucleic Acids Res. 1992, 19, 5543-5550.
    • (1992) Nucleic Acids Res. , vol.19 , pp. 5543-5550
    • Shoji, Y.1    Akhtar, S.2    Periasamy, A.3    Herman, B.4    Juliano, R.L.5
  • 38
    • 0025295567 scopus 로고
    • An Improved Procedure for Derivatization of Controlled-Pore Glass Beads for Solid-Phase Oligonucleotide Synthesis
    • Damha, M. J.; Giannaris, P. A.; Zabarylo, S. V. An Improved Procedure for Derivatization of Controlled-Pore Glass Beads for Solid-Phase Oligonucleotide Synthesis. Nucleic Acids Res. 1990, 18, 3812-3813.
    • (1990) Nucleic Acids Res. , vol.18 , pp. 3812-3813
    • Damha, M.J.1    Giannaris, P.A.2    Zabarylo, S.V.3
  • 40
    • 0001307509 scopus 로고
    • A mild method for the conversion of alcohol to methylthiomethyl ethers
    • Medina, J. C.; Salomon, M.; Kyler, K. S. A mild method for the conversion of alcohol to methylthiomethyl ethers. Tetrahedron Lett. 1988, 29, 3773-3776.
    • (1988) Tetrahedron Lett. , vol.29 , pp. 3773-3776
    • Medina, J.C.1    Salomon, M.2    Kyler, K.S.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.