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Volumn 46, Issue 19, 2003, Pages 4043-4049

Polymer-assisted solution-phase library synthesis and crystal structure of α-ketothiazoles as tissue factor VIIa inhibitors

Author keywords

[No Author keywords available]

Indexed keywords

ALPHA KETOTHIAZOLE DERIVATIVE; BLOOD CLOTTING FACTOR 7A; BLOOD CLOTTING FACTOR 7A INHIBITOR; POLYMER; SERINE PROTEINASE INHIBITOR; THROMBIN; UNCLASSIFIED DRUG;

EID: 0141790759     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm030130t     Document Type: Article
Times cited : (31)

References (32)
  • 1
    • 0036243671 scopus 로고    scopus 로고
    • Tissue factor - A therapeutic target for thrombotic disorders
    • Houston, D. S. Tissue factor - a therapeutic target for thrombotic disorders. Expert Opin. Ther. Targets 2002, 6, 159-174.
    • (2002) Expert Opin. Ther. Targets , vol.6 , pp. 159-174
    • Houston, D.S.1
  • 2
    • 0035321911 scopus 로고    scopus 로고
    • The role of tissue factor/factor VIIa in the pathophysiology of acute thrombotic formation
    • Girard, T. J.; Nicholson, N. S. The role of tissue factor/factor VIIa in the pathophysiology of acute thrombotic formation. Curr. Opin. Pharmacol. 2001, 1, 159-163.
    • (2001) Curr. Opin. Pharmacol. , vol.1 , pp. 159-163
    • Girard, T.J.1    Nicholson, N.S.2
  • 3
  • 4
    • 0042571135 scopus 로고    scopus 로고
    • Tissue factor pathway inhibitor
    • Sasahara, A.A.; Loscalzo, J., Eds.; Marcel Dekker: New York
    • Girard, T. J. Tissue Factor Pathway Inhibitor, In New Therapeutic Agents in Thrombosis and Thrombolysis; Sasahara, A. A.; Loscalzo, J., Eds.; Marcel Dekker: New York, 1998.
    • (1998) New Therapeutic Agents in Thrombosis and Thrombolysis
    • Girard, T.J.1
  • 5
    • 0037541104 scopus 로고    scopus 로고
    • Pharmacological intervention at disparate sites in the coagulation cascade: Comparison of anti-thrombotic efficacy vs bleeding propensity in a rat model of acute arterial thrombosis
    • Szalony, J. A.; Taite, B. B.; Girard, T. J.; Nicholson, N. S.; Lachance, R. M. Pharmacological intervention at disparate sites in the coagulation cascade: Comparison of anti-thrombotic efficacy vs bleeding propensity in a rat model of acute arterial thrombosis. J. Thromb. Thrombolysis 2003, 14, 113-121.
    • (2003) J. Thromb. Thrombolysis , vol.14 , pp. 113-121
    • Szalony, J.A.1    Taite, B.B.2    Girard, T.J.3    Nicholson, N.S.4    Lachance, R.M.5
  • 6
    • 0034711777 scopus 로고    scopus 로고
    • Thromboresistance of balloon-injured porcine carotid arteries after local gene transfer of human tissue factor pathway inhibitor
    • Zoldhelyi, P.; McNatt, J.; Shelat, H. S.; Yamamoto, Y.; Chen, Z.-Q.; and Willerson, J. T. Thromboresistance of balloon-injured porcine carotid arteries after local gene transfer of human tissue factor pathway inhibitor. Circulation 2000, 101, 289-95.
    • (2000) Circulation , vol.101 , pp. 289-295
    • Zoldhelyi, P.1    McNatt, J.2    Shelat, H.S.3    Yamamoto, Y.4    Chen, Z.-Q.5    Willerson, J.T.6
  • 7
    • 0030824413 scopus 로고    scopus 로고
    • Dissociation of antithrombotic effect and bleeding time prolongation in rabbits by inhibiting tissue factor function
    • Himber, J.; Kirchhofer, D.; Riedereer, M.; Tschopp, T. B.; Steiner B.; Roux, S. P. Dissociation of antithrombotic effect and bleeding time prolongation in rabbits by inhibiting tissue factor function. Thromb. Haemost. 1997, 7, 1142-1149.
    • (1997) Thromb. Haemost. , vol.7 , pp. 1142-1149
    • Himber, J.1    Kirchhofer, D.2    Riedereer, M.3    Tschopp, T.B.4    Steiner, B.5    Roux, S.P.6
  • 8
    • 0029984412 scopus 로고    scopus 로고
    • Antithrombotic and antilesion benefits without hemorrhagic risks by inhibiting tissue factor pathway
    • Harker, L. A.; Hanson, S. R.; Wilcox, J. N.; Kelly, A. B. Antithrombotic and antilesion benefits without hemorrhagic risks by inhibiting tissue factor pathway. Haemostasis 1996, 26 (suppl 1), 76-82.
    • (1996) Haemostasis , vol.26 , Issue.SUPPL. 1 , pp. 76-82
    • Harker, L.A.1    Hanson, S.R.2    Wilcox, J.N.3    Kelly, A.B.4
  • 9
    • 0027478912 scopus 로고
    • Peptidomimetics derived from natural products
    • and references therein
    • Wiley: R. A.; Rich, D. H. Peptidomimetics derived from natural products. Med. Res. Rev. 1993, 13, 327-384 and references therein.
    • (1993) Med. Res. Rev. , vol.13 , pp. 327-384
    • Wiley, R.A.1    Rich, D.H.2
  • 10
    • 0027484224 scopus 로고
    • Synthetic and naturally occurring protease inhibitors containing an electrophilic carbonyl group
    • and references therein
    • Mehdi, S. Synthetic and naturally occurring protease inhibitors containing an electrophilic carbonyl group. Biorg. Chem. 1993, 21, 249-259 and references therein.
    • (1993) Biorg. Chem. , vol.21 , pp. 249-259
    • Mehdi, S.1
  • 11
    • 0020399342 scopus 로고
    • α-Aminoaldehydes: Transition state analogue inhibitors of leucine aminopeptidase
    • Andersson, L.; Isley, T. C.; Wolfenden, R. α-Aminoaldehydes: transition state analogue inhibitors of leucine aminopeptidase. Biochemistry 1982, 21, 4177-4180.
    • (1982) Biochemistry , vol.21 , pp. 4177-4180
    • Andersson, L.1    Isley, T.C.2    Wolfenden, R.3
  • 12
    • 0026602248 scopus 로고
    • Inactivation of calpain by peptidyl fluoromethyl ketones
    • Angliker, H.; Anagli, J.; Shaw, E. Inactivation of calpain by peptidyl fluoromethyl ketones. J. Med. Chem. 1992, 35, 216-220.
    • (1992) J. Med. Chem. , vol.35 , pp. 216-220
    • Angliker, H.1    Anagli, J.2    Shaw, E.3
  • 13
    • 0025063399 scopus 로고
    • Synthesis of the ketodifluoromethylene dipeptide isostere
    • Damon, D. B.; Hoover, D. J. Synthesis of the ketodifluoromethylene dipeptide isostere. J. Am. Chem. Soc. 1990, 112, 6439-6442.
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 6439-6442
    • Damon, D.B.1    Hoover, D.J.2
  • 15
    • 0025058702 scopus 로고
    • α-Diketone and α-keto ester derivatives of N-protected amino acids and peptides as novel inhibitors of cysteine and serine proteinases
    • Angelastro, M. R.; Mehdi, S.; Burkhart, J. P.; Peet, N. P.; Bey, P. α-Diketone and α-keto ester derivatives of N-protected amino acids and peptides as novel inhibitors of cysteine and serine proteinases. J. Med. Chem. 1990, 33, 11-13.
    • (1990) J. Med. Chem. , vol.33 , pp. 11-13
    • Angelastro, M.R.1    Mehdi, S.2    Burkhart, J.P.3    Peet, N.P.4    Bey, P.5
  • 16
    • 0026563021 scopus 로고
    • α-Keto amide inhibitors of aminopeptidases
    • Ocain, T. D.; Rich, D. H. α-Keto amide inhibitors of aminopeptidases. J. Med. Chem. 1992, 35, 451-456.
    • (1992) J. Med. Chem. , vol.35 , pp. 451-456
    • Ocain, T.D.1    Rich, D.H.2
  • 19
    • 0025117586 scopus 로고
    • Synthesis and inhibitory activity of acyl-peptidyl-prolinal derivatives toward post-proline cleaving enzyme as nootropic agents
    • Saito, M.; Hashimoto, M.; Kawaguchi, N.; Fukami, H.; Tanaka, T.; Higuchi, N. Synthesis and inhibitory activity of acyl-peptidyl-prolinal derivatives toward post-proline cleaving enzyme as nootropic agents. J. Enzymol. Inhib. 1990, 3, 163-178.
    • (1990) J. Enzymol. Inhib. , vol.3 , pp. 163-178
    • Saito, M.1    Hashimoto, M.2    Kawaguchi, N.3    Fukami, H.4    Tanaka, T.5    Higuchi, N.6
  • 21
    • 0030591856 scopus 로고    scopus 로고
    • Inhibition of calpain by peptidyl heterocycles
    • Tao, M.; Bihovsky, R.; Kauer, J. C. Inhibition of calpain by peptidyl heterocycles. Bioorg. Med. Chem. Lett. 1996, 6, 3009-3012.
    • (1996) Bioorg. Med. Chem. Lett. , vol.6 , pp. 3009-3012
    • Tao, M.1    Bihovsky, R.2    Kauer, J.C.3
  • 23
    • 0037009684 scopus 로고    scopus 로고
    • Solid-phase synthesis of peptidyl α-keto heterocycles
    • Subramanyam, C.; Chang, S. P. Solid-phase synthesis of peptidyl α-keto heterocycles. Tetrahedron Lett. 2002, 43, 6313-6315.
    • (2002) Tetrahedron Lett. , vol.43 , pp. 6313-6315
    • Subramanyam, C.1    Chang, S.P.2
  • 24
    • 0029926396 scopus 로고    scopus 로고
    • The crystal structure of the complex of blood coagulation factor VIIa with soluble tissue factor
    • Publications after completion of the α-ketothiazole project
    • Banner, D. W.; D'Arcy, A.; Chene, C.; Winkler, F. K.; Guha, A.; Konigsberg, W. H.; Nemerson, Y.; Kirchhofer, D. The crystal structure of the complex of blood coagulation factor VIIa with soluble tissue factor. Nature 1996, 380, 41-46. Publications after completion of the α-ketothiazole project:
    • (1996) Nature , vol.380 , pp. 41-46
    • Banner, D.W.1    D'Arcy, A.2    Chene, C.3    Winkler, F.K.4    Guha, A.5    Konigsberg, W.H.6    Nemerson, Y.7    Kirchhofer, D.8
  • 26
    • 0032721393 scopus 로고    scopus 로고
    • Crystal structure of active site-inhibited human coagulation factor VIIa (des-Gla)
    • Kemball-Cook, G.; Johnson, D. J.; Tuddenham, E. G.; Harlos, K. Crystal structure of active site-inhibited human coagulation factor VIIa (des-Gla). J. Struct. Biol. 1999, 127, 213-223.
    • (1999) J. Struct. Biol. , vol.127 , pp. 213-223
    • Kemball-Cook, G.1    Johnson, D.J.2    Tuddenham, E.G.3    Harlos, K.4
  • 28
    • 0033152131 scopus 로고    scopus 로고
    • Solution-phase chemical library synthesis using polymer-assisted purification techniques
    • Parlow, J. J.; Devraj, R. V., South, M. S. Solution-phase chemical library synthesis using polymer-assisted purification techniques. Curr. Opin. Chem. Biol. 1999, 3, 320-336.
    • (1999) Curr. Opin. Chem. Biol. , vol.3 , pp. 320-336
    • Parlow, J.J.1    Devraj, R.V.2    South, M.S.3
  • 31
    • 0033594506 scopus 로고    scopus 로고
    • Secondary structure peptide mimetics: Design, synthesis, and evaluation of β-strand mimetic thrombin inhibitors
    • Boatman, P. D.; Ogbu, C. O.; Eguchi, M.; Kim, H.-O.; Nakanishi, H.; Cao, B.; Shea, J. P.; Kahn, M.. Secondary structure peptide mimetics: Design, synthesis, and evaluation of β-strand mimetic thrombin inhibitors. J. Med. Chem. 1999, 42, 1367-1375.
    • (1999) J. Med. Chem. , vol.42 , pp. 1367-1375
    • Boatman, P.D.1    Ogbu, C.O.2    Eguchi, M.3    Kim, H.-O.4    Nakanishi, H.5    Cao, B.6    Shea, J.P.7    Kahn, M.8
  • 32
    • 0033612114 scopus 로고    scopus 로고
    • High-throughput purification of solution-phase periodinane mediated oxidation reactions utilizing a novel thiosulfate resin
    • Parlow, J. J.; Case, B. L.; South, M. S. High-throughput purification of solution-phase periodinane mediated oxidation reactions utilizing a novel thiosulfate resin. Tetrahedron 1999, 55, 6785-6796.
    • (1999) Tetrahedron , vol.55 , pp. 6785-6796
    • Parlow, J.J.1    Case, B.L.2    South, M.S.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.