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1
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46449115901
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The exploration of macrocycles for drug discovery - An underexploited structural class
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DOI 10.1038/nrd2590, PII NRD2590
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Driggers, E. M.; Hale, S. P.; Lee, J.; Terrett, N. K. The exploration of macrocycles for drug discovery: An underexploited structural class. Nat. Rev. Drug Discovery 2008, 7, 608-624. (Pubitemid 351927725)
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Driggers, E.M.1
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38349084347
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Ghrelin agonist (TZP-101): Safety, pharmacokinetics, and pharmacodynamic evaluation in healthy volunteers: A phase I, first-inhuman study
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For examples of fully synthetic macrocycles currently or recently under preclinical/clinical development, see (a)
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For examples of fully synthetic macrocycles currently or recently under preclinical/clinical development, see (a) Lasseter, K. C.; Shaughnessy, L.; Cummings, D.; Pezzullo, J. C.; Wargin, W.; Gagnon, R.; Oliva, J.; Kosutic, G. Ghrelin agonist (TZP-101): Safety, pharmacokinetics, and pharmacodynamic evaluation in healthy volunteers: A phase I, first-inhuman study. J. Clin. Pharmacol. 2008, 48, 193-202;
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Lasseter, K.C.1
Shaughnessy, L.2
Cummings, D.3
Pezzullo, J.C.4
Wargin, W.5
Gagnon, R.6
Oliva, J.7
Kosutic, G.8
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3
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57049176125
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Preclinical characteristics of the hepatitis C virus NS3/4A protease inhibitor ITMN-191 (R7227)
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(b) Seiwert, S. D.; Andrews, S. W.; Jiang, Y.; Serebryany, V.; Tan, H.; Kossen, K.; Rajagopalan, P. T. R.; Misialek, S.; Stevens, S. K.; Stoycheva, A.; Hong, J.; Lim, S. R.; Qin, X.; Rieger, R.; Condroski, K. R.; Zhang, H.; Do, M. G.; Lemieux, C.; Hingorani, G. P.; Hartley, D. P.; Josey, J. A.; Pan, L.; Beigelman, L.; Blatt, L. M. Preclinical characteristics of the hepatitis C virus NS3/4A protease inhibitor ITMN-191 (R7227). Antimicrob. Agents Chemother. 2008, 52, 4432-4441;
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Seiwert, S.D.1
Andrews, S.W.2
Jiang, Y.3
Serebryany, V.4
Tan, H.5
Kossen, K.6
Rajagopalan, P.T.R.7
Misialek, S.8
Stevens, S.K.9
Stoycheva, A.10
Hong, J.11
Lim, S.R.12
Qin, X.13
Rieger, R.14
Condroski, K.R.15
Zhang, H.16
Do, M.G.17
Lemieux, C.18
Hingorani, G.P.19
Hartley, D.P.20
Josey, J.A.21
Pan, L.22
Beigelman, L.23
Blatt, L.M.24
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4
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12144290054
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Structure-activity study on a novel series of macrocyclic inhibitors of the hepatitis C virus NS3 protease leading to the discovery of BILN 2061
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(c) Llinas-Brunet, M.; Bailey, M. D.; Bolger, G.; Brochu, C.; Faucher, A.- M.; Ferland, J. M.; Garneau, M.; Ghiro, E.; Gorys, V.; Grand-Maitre, C.; Halmos, T.; Lapeyre-Paquette, N.; Liard, F.; Poirier, M.; Rheaume, M.; Tsantrizos, Y. S.; Lamarre, D. Structure - activity study on a novel series of macrocyclic inhibitors of the hepatitis C virus NS3 protease leading to the discovery of BILN 2061. J. Med. Chem. 2004, 47, 1605-1608;
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Llinas-Brunet, M.1
Bailey, M.D.2
Bolger, G.3
Brochu, C.4
Faucher, A.-.M.5
Ferland, J.M.6
Garneau, M.7
Ghiro, E.8
Gorys, V.9
Grand-Maitre, C.10
Halmos, T.11
Lapeyre-Paquette, N.12
Liard, F.13
Poirier, M.14
Rheaume, M.15
Tsantrizos, Y.S.16
Lamarre, D.17
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5
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50049107010
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Structure-activity relationship study on a novel series of cyclopentane-containing macrocyclic inhibitors of the hepatitis C virus NS3/4A protease leading to the discovery of TMC435350
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(d) Raboisson, P.; de Kock, H.; Rosenquist, A.; Nilsson, M.; Salvador-Oden, L.; Lin, T.-I.; Roue, N.; Ivanov, V.; Wähling, H.; Wickström, K.; Hamelink, E.; Edlund, M.; Vrang, L.; Vendeville, S.; Van de Vreken, W.; McGowan, D.; Tahri, A.; Hu, L.; Boutton, C.; Lenz, O.; Delouvroy, F.; Pille, G.; Surleraux, D.; Wigerinck, P.; Samuelsson, B.; Simmen, K. Structure - activity relationship study on a novel series of cyclopentane-containing macrocyclic inhibitors of the hepatitis C virus NS3/4A protease leading to the discovery of TMC435350. Biog. Med. Chem. Lett. 2008, 18, 4853-4858;
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Lin, T.-I.6
Roue, N.7
Ivanov, V.8
Wähling, H.9
Wickström, K.10
Hamelink, E.11
Edlund, M.12
Vrang, L.13
Vendeville, S.14
Van De Vreken, W.15
McGowan, D.16
Tahri, A.17
Hu, L.18
Boutton, C.19
Lenz, O.20
Delouvroy, F.21
Pille, G.22
Surleraux, D.23
Wigerinck, P.24
Samuelsson, B.25
Simmen, K.26
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6
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77949803029
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Discovery of vaniprevir (MK-7009), a macrocyclic hepatitis C virus NS3/4a protease inhibitor
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(e) McCauley, J. A.; McIntyre, C. J.; Rudd, M. T.; Nguyen, K. T.; Romano, J. J.; Butcher, J. W.; Gilbert, K. F.; Bush, K. J.; Holloway, M. K.; Swestock, J.; Wan, B.-L.; Carroll, S. S.; DiMuzio, J. M.; Graham, D. J.; Ludmerer, S. W.; Mao, S.-S.; Stahlhut, M. W.; Fandozzi, C. M.; Trainor, N.; Olsen, D. B.; Vacca, J. P.; Liverton, N. J. Discovery of vaniprevir (MK-7009), a macrocyclic hepatitis C virus NS3/4a protease inhibitor. J. Med. Chem. 2010, 53, 2443-2463.
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Butcher, J.W.6
Gilbert, K.F.7
Bush, K.J.8
Holloway, M.K.9
Swestock, J.10
Wan, B.-L.11
Carroll, S.S.12
DiMuzio, J.M.13
Graham, D.J.14
Ludmerer, S.W.15
Mao, S.-S.16
Stahlhut, M.W.17
Fandozzi, C.M.18
Trainor, N.19
Olsen, D.B.20
Vacca, J.P.21
Liverton, N.J.22
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7
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0037039904
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Cesium effect: High chemoselectivity in direct N-alkylation of amines
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Salvatore, R. N.; Nagle, A. S.; Jung, K. W. Cesium effect: High chemoselectivity in direct N-alkylation of amines. J. Org. Chem. 2002, 67, 674-683.
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Nagle, A.S.2
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9
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0034676533
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Asymmetric synthesis of the fully functional macrolide core of salicylihalamide: Remote control of olefin geometry during RCM
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For an example of differential E/Z selectivity, see
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For an example of differential E/Z selectivity, see Fürstner, A.; Thiel, O. R.; Blanda, G. Asymmetric synthesis of the fully functional macrolide core of salicylihalamide: Remote control of olefin geometry during RCM. Org. Lett. 2000, 2, 3731-3734.
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Fürstner, A.1
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0141712450
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The osmium-catalyzed asymmetric dihydroxylation: A new ligand class and a process improvement
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Sharpless, K. B.; Amberg, W.; Bennani, Y. L.; Crispino, G. A.; Hartung, J.; Jeong, K. S.; Kwong, H. L.; Morikawa, K.; Wang, Z. M. The osmium-catalyzed asymmetric dihydroxylation: A new ligand class and a process improvement. J. Org. Chem. 1992, 57, 2768-2771.
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Sharpless, K.B.1
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Bennani, Y.L.3
Crispino, G.A.4
Hartung, J.5
Jeong, K.S.6
Kwong, H.L.7
Morikawa, K.8
Wang, Z.M.9
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