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Volumn 2, Issue 4, 1998, Pages 441-452

Peptidomimetic design

Author keywords

[No Author keywords available]

Indexed keywords

ASPARTIC PROTEINASE; ENZYME INHIBITOR; PEPTIDE;

EID: 0032133429     PISSN: 13675931     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1367-5931(98)80119-1     Document Type: Article
Times cited : (263)

References (65)
  • 1
    • 0031189711 scopus 로고    scopus 로고
    • Molecular recognition of protein-ligand complexes: Applications to drug design
    • Babine RE, Bender SL: Molecular recognition of protein-ligand complexes: applications to drug design. Chem Rev 1997, 97:1359-1472. This paper provides an outstanding compilation of X-ray structures used to design enzyme inhibitors.
    • (1997) Chem Rev , vol.97 , pp. 1359-1472
    • Babine, R.E.1    Bender, S.L.2
  • 2
    • 0000577984 scopus 로고    scopus 로고
    • The 'one-bead-one-compound' combinatorial library method
    • Lam KS, Lebl M, Krchnák V: The One-bead-one-compound' combinatorial library method. Chem Rev 1997, 97:411-448. A current summary of recent developments in computer software and strategies for de novo design of enzyme inhibitors.
    • (1997) Chem Rev , vol.97 , pp. 411-448
    • Lam, K.S.1    Lebl, M.2    Krchnák, V.3
  • 3
    • 0031197206 scopus 로고    scopus 로고
    • Modern computational chemistry and drug discovery: Structure generating programs
    • Bohacek RS, McMartin C: Modern computational chemistry and drug discovery: structure generating programs. Curr Opin Chem Biol 1997, 1:157-161.
    • (1997) Curr Opin Chem Biol , vol.1 , pp. 157-161
    • Bohacek, R.S.1    McMartin, C.2
  • 5
    • 0027478912 scopus 로고
    • Peptidomimetics derived from natural products
    • Wiley RA, Rich DH: Peptidomimetics derived from natural products. Med Res Rev 1993, 13:327-384.
    • (1993) Med Res Rev , vol.13 , pp. 327-384
    • Wiley, R.A.1    Rich, D.H.2
  • 7
    • 0027933763 scopus 로고
    • Locating ligand-binding sites in 7TM receptors by protein engineering
    • Schwartz TW: Locating ligand-binding sites in 7TM receptors by protein engineering. Curr Opin Biotechnol 1994, 5:434-444.
    • (1994) Curr Opin Biotechnol , vol.5 , pp. 434-444
    • Schwartz, T.W.1
  • 8
    • 0029084673 scopus 로고
    • Macrocyclic peptidomimetics - Forcing peptides into bioactive conformations
    • Fairlie DP, Abbenante G, March DR: Macrocyclic peptidomimetics - forcing peptides into bioactive conformations. Curr Med Chem 1995, 2:654-686.
    • (1995) Curr Med Chem , vol.2 , pp. 654-686
    • Fairlie, D.P.1    Abbenante, G.2    March, D.R.3
  • 9
    • 0013534646 scopus 로고
    • Conformationally restricted amino acids and dipeptide, (non)peptidomimetics and secondary structure mimetics
    • Liskamp RMJ: Conformationally restricted amino acids and dipeptide, (non)peptidomimetics and secondary structure mimetics. Rec Trav Chim - J R Meth Chem Soc 1994, 113:1-19.
    • (1994) Rec Trav Chim - J R Meth Chem Soc , vol.113 , pp. 1-19
    • Liskamp, R.M.J.1
  • 10
    • 0030768259 scopus 로고    scopus 로고
    • Design and synthesis of conformationally constrained amino acids as versatile scaffolds and peptide mimetics
    • Hanessian S, McNaughton-Smith G, Lombart H-G, Lubell WD: Design and synthesis of conformationally constrained amino acids as versatile scaffolds and peptide mimetics. Tetrahedron 1997, 53:12789-12854.
    • (1997) Tetrahedron , vol.53 , pp. 12789-12854
    • Hanessian, S.1    McNaughton-Smith, G.2    Lombart, H.-G.3    Lubell, W.D.4
  • 11
    • 33745502124 scopus 로고
    • Peptidomimetics for receptor ligands - Discovery, development, and medical perspectives
    • Giannis A, Kolter T: Peptidomimetics for receptor ligands - discovery, development, and medical perspectives. Angew Chem Int Ed Engl 1993, 32:1244-1267.
    • (1993) Angew Chem Int Ed Engl , vol.32 , pp. 1244-1267
    • Giannis, A.1    Kolter, T.2
  • 12
    • 0028038601 scopus 로고
    • Peptidomimetics - Tailored enzyme inhibitors
    • Gante J: Peptidomimetics - tailored enzyme inhibitors. Angew Chem Int Ed Engl 1994, 33:1699-1720.
    • (1994) Angew Chem Int Ed Engl , vol.33 , pp. 1699-1720
    • Gante, J.1
  • 13
    • 0030716360 scopus 로고    scopus 로고
    • Structure and design of potent and selective cathepsin K inhibitors
    • Yamashita DS, Smoth WW, Zhao B, Janson CA, Tomaszek TA, Bossard MJ, Levy MA, Oh H-J, Carr TJ, McQueney M et al.: Structure and design of potent and selective cathepsin K inhibitors. J Am Chem Soc 1997, 119:11351-11352. This paper provides an example of enzyme-inhibitor crystal structure data leading to the fusion of primed and unprimed inhibitors to produce a selective inhibitor spanning the entire active site of the enzyme.
    • (1997) J Am Chem Soc , vol.119 , pp. 11351-11352
    • Yamashita, D.S.1    Smoth, W.W.2    Zhao, B.3    Janson, C.A.4    Tomaszek, T.A.5    Bossard, M.J.6    Levy, M.A.7    Oh, H.-J.8    Carr, T.J.9    McQueney, M.10
  • 15
    • 0031030808 scopus 로고    scopus 로고
    • Crystal structure of human cathepsin k complexed with a potent inhibitor
    • McGrath ME, Klaus JL, Barnes MG, Brömme D: Crystal structure of human cathepsin k complexed with a potent inhibitor. Nat Struct Biol 1997, 4:105-108.
    • (1997) Nat Struct Biol , vol.4 , pp. 105-108
    • McGrath, M.E.1    Klaus, J.L.2    Barnes, M.G.3    Brömme, D.4
  • 17
    • 0141608479 scopus 로고    scopus 로고
    • Design and synthesis of novel 2,7-dialkyl substituted 5(S)-amino-4(S)-hydroxy-8-phenyl-octanecarboxamides as in vitro potent peptidomimetic inhibitors of human renin
    • Göschke R, Cohen NC, Wood JM, Maibaum J: Design and synthesis of novel 2,7-dialkyl substituted 5(S)-amino-4(S)-hydroxy-8-phenyl-octanecarboxamides as in vitro potent peptidomimetic inhibitors of human renin. Bioorg Med Chem Lett 1997, 7:2735-2740. The authors describe a novel approach to the unusual type-I renin inhibitor.
    • (1997) Bioorg Med Chem Lett , vol.7 , pp. 2735-2740
    • Göschke, R.1    Cohen, N.C.2    Wood, J.M.3    Maibaum, J.4
  • 22
    • 0030598676 scopus 로고    scopus 로고
    • Design and synthesis of phosphonic acids that triply inhibit endothelin converting enzyme, angiotensin converting enzyme and neutral endopeptidase 24.11
    • McKittrick BA, Stamford AW, Weng X, Ma K, Chackalamannil S, Czarniecki M, Cleven RM, Fawzi AB: Design and synthesis of phosphonic acids that triply inhibit endothelin converting enzyme, angiotensin converting enzyme and neutral endopeptidase 24.11. Bioorg Med Chem Lett 1996, 6:1629-1634.
    • (1996) Bioorg Med Chem Lett , vol.6 , pp. 1629-1634
    • McKittrick, B.A.1    Stamford, A.W.2    Weng, X.3    Ma, K.4    Chackalamannil, S.5    Czarniecki, M.6    Cleven, R.M.7    Fawzi, A.B.8
  • 23
    • 0006826135 scopus 로고    scopus 로고
    • Design and pharmacology of dual angiotensin-converting enzyme and neutral endopeptidase inhibitors
    • De Lombaert S, Chatelain RE, Fink CA, Trapani AJ: Design and pharmacology of dual angiotensin-converting enzyme and neutral endopeptidase inhibitors. Curr Pharm Des 1996, 2:443-462.
    • (1996) Curr Pharm des , vol.2 , pp. 443-462
    • De Lombaert, S.1    Chatelain, R.E.2    Fink, C.A.3    Trapani, A.J.4
  • 25
    • 0031042767 scopus 로고    scopus 로고
    • Meta-substituted benzofused macrocyclic lactams as zinc metalloprotease inhibitors
    • Ksander GM, de Jesus R, Yuan A, Ghai RD, McMartin C, Bohacek R: Meta-substituted benzofused macrocyclic lactams as zinc metalloprotease inhibitors. J Med Chem 1997, 40:506-514.
    • (1997) J Med Chem , vol.40 , pp. 506-514
    • Ksander, G.M.1    De Jesus, R.2    Yuan, A.3    Ghai, R.D.4    McMartin, C.5    Bohacek, R.6
  • 27
    • 15844371020 scopus 로고    scopus 로고
    • Ureido-based peptidomimetic inhibitors of herpes simplex virus ribonucleotide reductase: An investigation of inhibitor bioactive conformation
    • Moss N, Beaulieu P, Duceppe J-S, Ferland J-M, Gauthier J, Ghiro E, Goulet S, Guse I, Llinês-Brunet M, Plante R et al.: Ureido-based peptidomimetic inhibitors of herpes simplex virus ribonucleotide reductase: an investigation of inhibitor bioactive conformation. J Med Chem 1996, 39:2178-2187. An interesting example of small, type-I peptidomimetic that can inhibit protein-protein interactions.
    • (1996) J Med Chem , vol.39 , pp. 2178-2187
    • Moss, N.1    Beaulieu, P.2    Duceppe, J.-S.3    Ferland, J.-M.4    Gauthier, J.5    Ghiro, E.6    Goulet, S.7    Guse, I.8    Llinês-Brunet, M.9    Plante, R.10
  • 29
    • 0030970551 scopus 로고    scopus 로고
    • Design, synthesis and in vitro activities of benzamide-core glycoprotein IIb/IIIa antagonists: 2,3-diaminoproprionic acid derivatives as surrogates of aspartic acid
    • Xue C-B, Roderick J, Jackson S, Rafalski M, Rockwell A, Mousa S, Olson RE, DeGrado WF: Design, synthesis and in vitro activities of benzamide-core glycoprotein IIb/IIIa antagonists: 2,3-diaminoproprionic acid derivatives as surrogates of aspartic acid. Bioorg Med Chem 1997, 5:693-705.
    • (1997) Bioorg Med Chem , vol.5 , pp. 693-705
    • Xue, C.-B.1    Roderick, J.2    Jackson, S.3    Rafalski, M.4    Rockwell, A.5    Mousa, S.6    Olson, R.E.7    DeGrado, W.F.8
  • 31
    • 0031040820 scopus 로고    scopus 로고
    • From peptide to non-peptide. 3. Atropisomeric GPIIbIIIa antagonists containing the 3,4-dihydro-1h-1,4-benzodiazepine-2,5-dione nucleus
    • Blackburn BK, Lee A, Baier M, Kohl B, Olivero AG, Matamoros R, Robarge KD, McDowell RS: From peptide to non-peptide. 3. Atropisomeric GPIIbIIIa antagonists containing the 3,4-dihydro-1h-1,4-benzodiazepine-2,5-dione nucleus. J Med Chem 1997, 40:717-729.
    • (1997) J Med Chem , vol.40 , pp. 717-729
    • Blackburn, B.K.1    Lee, A.2    Baier, M.3    Kohl, B.4    Olivero, A.G.5    Matamoros, R.6    Robarge, K.D.7    McDowell, R.S.8
  • 35
    • 0013481920 scopus 로고    scopus 로고
    • Antithrombotics/Serine Proteases
    • Edited by Doherty AM. New York: Academic Press
    • Ripka WC, Vlasuk GP: Antithrombotics/Serine Proteases. In Annual Reports in Medicinal Chemistry. Edited by Doherty AM. New York: Academic Press; 1997:71-89.
    • (1997) Annual Reports in Medicinal Chemistry , pp. 71-89
    • Ripka, W.C.1    Vlasuk, G.P.2
  • 37
    • 15144344269 scopus 로고    scopus 로고
    • Rational design and synthesis of novel, potent bisphenylamidine carboxylate factor Xa inhibitors
    • Maduskuie TP, McNamara KJ, Ru Y, Knabb RM, Stouten PFW: Rational design and synthesis of novel, potent bisphenylamidine carboxylate factor Xa inhibitors. J Med Chem 1998, 41:53-62.
    • (1998) J Med Chem , vol.41 , pp. 53-62
    • Maduskuie, T.P.1    McNamara, K.J.2    Ru, Y.3    Knabb, R.M.4    Stouten, P.F.W.5
  • 43
    • 19244378454 scopus 로고    scopus 로고
    • Discovery and development of the novel potent orally active thrombin inhibitor N-(9-hydroxy-9-fluorenecarboxy)prolyltrans-4-aminocyclohex ylmethyl amide (L-372,460): Coapplication of structure-based design and rapid multiple analogue synthesis on solid support
    • Brady SF, Stauffer KJ, Lumma WC, Smith GM, Ramjit HG, Lewis SD, Lucas BJ, Gardell SJ, Lyle EA, Appleby SD et al.: Discovery and development of the novel potent orally active thrombin inhibitor N-(9-hydroxy-9-fluorenecarboxy)prolyltrans-4-aminocyclohex ylmethyl amide (L-372,460): coapplication of structure-based design and rapid multiple analogue synthesis on solid support. J Med Chem 1998, 41:401-406.
    • (1998) J Med Chem , vol.41 , pp. 401-406
    • Brady, S.F.1    Stauffer, K.J.2    Lumma, W.C.3    Smith, G.M.4    Ramjit, H.G.5    Lewis, S.D.6    Lucas, B.J.7    Gardell, S.J.8    Lyle, E.A.9    Appleby, S.D.10
  • 44
    • 0030895222 scopus 로고    scopus 로고
    • Design of highly potent noncovalent thrombin inhibitors that utilize a novel lipophilic binding pocket in the thrombin active site
    • Tucker TJ, Lumma WC, Mulichak AM, Chen Z, Naylor-Olsen AM, Lewis SD, Lucas R, Freidinger RM, Kuo LC: Design of highly potent noncovalent thrombin inhibitors that utilize a novel lipophilic binding pocket in the thrombin active site. J Med Chem 1997, 40:830-832. This paper presents a major new approach for designing protease inhibitors.
    • (1997) J Med Chem , vol.40 , pp. 830-832
    • Tucker, T.J.1    Lumma, W.C.2    Mulichak, A.M.3    Chen, Z.4    Naylor-Olsen, A.M.5    Lewis, S.D.6    Lucas, R.7    Freidinger, R.M.8    Kuo, L.C.9
  • 48
    • 0018792433 scopus 로고
    • Amidino-substituted aromatic heterocycles as probes of the specificity pocket of trypsin-like proteases
    • Geratz JD, Stevens FM, Polakoski KL, Parrish RF, Tidwell RR: Amidino-substituted aromatic heterocycles as probes of the specificity pocket of trypsin-like proteases. Arch Biochem Biophys 1979, 197:551-559.
    • (1979) Arch Biochem Biophys , vol.197 , pp. 551-559
    • Geratz, J.D.1    Stevens, F.M.2    Polakoski, K.L.3    Parrish, R.F.4    Tidwell, R.R.5
  • 49
    • 0030040580 scopus 로고    scopus 로고
    • Crystallographic determination of the structures of human α-thrombin complexed with BMS-186282 and BMS-189090
    • Malley MF, Tabernero L, Chang CY, Ohringer SL, Roberts DGM, Das J, Sack JS: Crystallographic determination of the structures of human α-thrombin complexed with BMS-186282 and BMS-189090. Protein Sci 1996, 5:221-228.
    • (1996) Protein Sci , vol.5 , pp. 221-228
    • Malley, M.F.1    Tabernero, L.2    Chang, C.Y.3    Ohringer, S.L.4    Roberts, D.G.M.5    Das, J.6    Sack, J.S.7
  • 52
    • 0031128227 scopus 로고    scopus 로고
    • Molecular recognition at the thrombin active site: Structure-based design and synthesis of potent and selective thrombin inhibitors and the X-ray crystal structures of two thrombin-inhibitor complexes
    • Obst U, Banner DW, Weber L, Diederich F: Molecular recognition at the thrombin active site: structure-based design and synthesis of potent and selective thrombin inhibitors and the X-ray crystal structures of two thrombin-inhibitor complexes. Chem Biol 1997, 4:287-295.
    • (1997) Chem Biol , vol.4 , pp. 287-295
    • Obst, U.1    Banner, D.W.2    Weber, L.3    Diederich, F.4
  • 54
    • 0028846226 scopus 로고
    • Crystal structure of HIV-1 protease in complex with VX-478, a potent and orally bioavailable inhibitor of the enzyme
    • Kim EE, Baker CT, Dwyer MD, Murcko MA, Rao BG, Tung RD, Navia MA: Crystal structure of HIV-1 protease in complex with VX-478, a potent and orally bioavailable inhibitor of the enzyme. J Am Chem Soc 1995, 117:1181-1182.
    • (1995) J Am Chem Soc , vol.117 , pp. 1181-1182
    • Kim, E.E.1    Baker, C.T.2    Dwyer, M.D.3    Murcko, M.A.4    Rao, B.G.5    Tung, R.D.6    Navia, M.A.7
  • 56
    • 17744407351 scopus 로고    scopus 로고
    • Synthesis of 5,6-dihydro-4-hydroxy-2-pyrones as HIV-1 protease inhibitors: The profound effect of polarity on antiviral activity
    • Hagen SE, Vara Prasad JVN, Boyer FE, Domagala JM, Ellsworth EL, Gajda C, Hamilton HW, Markoski LJ, Steinbaugh BA, Tait BD et al.: Synthesis of 5,6-dihydro-4-hydroxy-2-pyrones as HIV-1 protease inhibitors: the profound effect of polarity on antiviral activity. J Med Chem 1997, 40:3707-3711. This paper provides an excellent overview of the research that led to the discovery of an important HIV protease inhibitor.
    • (1997) J Med Chem , vol.40 , pp. 3707-3711
    • Hagen, S.E.1    Vara Prasad, J.V.N.2    Boyer, F.E.3    Domagala, J.M.4    Ellsworth, E.L.5    Gajda, C.6    Hamilton, H.W.7    Markoski, L.J.8    Steinbaugh, B.A.9    Tait, B.D.10
  • 57
    • 0030974655 scopus 로고    scopus 로고
    • Asymmetric syntheses and absolute stereochemistry of 5,6-dihydro-α-pyones, a new class of potent HIV protease inhibitors
    • Judge TM, Phillips G, Morris JK, Lovasz KD, Romines KR, Luke GP, Tulinsky J, Tustin JM, Chrusciel RA, Dolak LA et al.: Asymmetric syntheses and absolute stereochemistry of 5,6-dihydro-α-pyones, a new class of potent HIV protease inhibitors. J Am Chem Soc 1997, 119:3627-3628. A landmark paper, which describes the discovery of an orally active, type-III HIV protease inhibitor by rationale drug design applied to screening leads.
    • (1997) J Am Chem Soc , vol.119 , pp. 3627-3628
    • Judge, T.M.1    Phillips, G.2    Morris, J.K.3    Lovasz, K.D.4    Romines, K.R.5    Luke, G.P.6    Tulinsky, J.7    Tustin, J.M.8    Chrusciel, R.A.9    Dolak, L.A.10
  • 58
    • 0030811307 scopus 로고    scopus 로고
    • Cyclic HIV protease inhibitors capable of displacing the active site structural water molecule
    • De Lucca GV, Erickson-Viitanen S, Lam PYS: Cyclic HIV protease inhibitors capable of displacing the active site structural water molecule. Drug Discov Today 1997, 2:6-18.
    • (1997) Drug Discov Today , vol.2 , pp. 6-18
    • De Lucca, G.V.1    Erickson-Viitanen, S.2    Lam, P.Y.S.3
  • 59
    • 0030865773 scopus 로고    scopus 로고
    • Ras farnesyltransferase: A new therapeutic target
    • Leonard DM: Ras farnesyltransferase: a new therapeutic target J Med Chem 1997, 40:2971-2990. An outstanding example of structure-based drug design of a Type-III HIV protease inhibitor.
    • (1997) J Med Chem , vol.40 , pp. 2971-2990
    • Leonard, D.M.1
  • 60
    • 0030612442 scopus 로고    scopus 로고
    • Farnesyltransferase as a target for anticancer drug design
    • Qian Y, Sebti SM, Hamilton AD: Farnesyltransferase as a target for anticancer drug design. Biopolymers 1997, 43:25-41.
    • (1997) Biopolymers , vol.43 , pp. 25-41
    • Qian, Y.1    Sebti, S.M.2    Hamilton, A.D.3
  • 64
    • 0038902210 scopus 로고    scopus 로고
    • Transformation of peptides into non-peptides. Synthesis of computer generated enzyme inhibitors
    • Rich DH, Bohacek RS, Dales NA, Glunz P, Ripka AS: Transformation of peptides into non-peptides. Synthesis of computer generated enzyme inhibitors. Chimia 1997, 51:45-47.
    • (1997) Chimia , vol.51 , pp. 45-47
    • Rich, D.H.1    Bohacek, R.S.2    Dales, N.A.3    Glunz, P.4    Ripka, A.S.5
  • 65
    • 0031799439 scopus 로고    scopus 로고
    • Matrix metalloproteinase inhibitors in arthritis
    • Bottomley KM, Johnson WH, Walter DS: Matrix metalloproteinase inhibitors in arthritis. J Enz Inhib 1998, 13:79-101. This is an excellent review of research leading to a matrix metalloprotease inhibitor that is now in developnent.
    • (1998) J Enz Inhib , vol.13 , pp. 79-101
    • Bottomley, K.M.1    Johnson, W.H.2    Walter, D.S.3


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