SCOPUS 정보 검색 플랫폼

Volumn , Issue 4, 2011, Pages 730-739

Peptide-heterocycle chimera: New classes of more drug-like peptidomimetics by ligations of peptide-bis(electrophiles) with various bis(nucleophiles)

(5) El Dahshan, Adeeb a Nazir, Samina a,b Ahsanullah, a,c Ansari, Farzana Latif b Rademann, Jörg a,d

a LEIBNIZ INSTITUT FÜR MOLEKULARE PHARMAKOLOGIE (Germany)

b QUAID I AZAM UNIVERSITY (Pakistan)

c FREIE UNIVERSITÄT BERLIN (Germany)

d UNIVERSITY OF LEIPZIG (Germany)

Author keywords

Medicinal chemistry; N heterocycles; Peptidomimetics; Protein design; Protein engineering

Indexed keywords

EID: 79251611230 PISSN: 1434193X EISSN: 10990690 Source Type: Journal
DOI: 10.1002/ejoc.201001206 Document Type: Article

Times cited : (10)

References (57)

1
- 0033617266
- S. E. Radford, C. M. Dobson, Cell Cell 1999, 97, 291-298.
- (1999) Cell Cell , vol.97 , pp. 291-298
- Radford, S.E.¹ Dobson, C.M.²

2
- 0347357617
- C. M. Dobson, Nature 2003, 426, 884-890.
- (2003) Nature , vol.426 , pp. 884-890
- Dobson, C.M.¹

3
- 34548773898
- C. A. Hutton, P. A. Bartlett, J. Org. Chem. 2007, 72, 6865-6872.
- (2007) J. Org. Chem. , vol.72 , pp. 6865-6872
- Hutton, C.A.¹ Bartlett, P.A.²

4
- 33645510651
- J. I. Garvilyuk, E. Ghotas, R. A. Batey, J. Comb. Chem. 2006, 8, 237-246.
- (2006) J. Comb. Chem. , vol.8 , pp. 237-246
- Garvilyuk, J.I.¹ Ghotas, E.² Batey, R.A.³

5
- 0035959447
- A. J. Souers, J. A. Ellman, Tetrahedron 2001, 57, 7431-7448.
- (2001) Tetrahedron , vol.57 , pp. 7431-7448
- Souers, A.J.¹ Ellman, J.A.²

6
- 0347626254
- R. M. Freidunger, J. Med. Chem. 2003, 46, 5553-5566.
- (2003) J. Med. Chem. , vol.46 , pp. 5553-5566
- Freidunger, R.M.¹

7
- 0036330148
- A. D. Abell, Lett. Pep. Sci. 2002, 8, 267-272.
- (2002) Lett. Pep. Sci. , vol.8 , pp. 267-272
- Abell, A.D.¹

8
- 12444292682
- C.-M. Park, C. Sun, E. T. Olejniczak, A. E. Wilson, R. P. Meadows, S. F. Betz, S. W. Elmore, S. W. Fesik, Bioorg. Med. Chem. Lett. 2005, 15, 771-775.
- (2005) Bioorg. Med. Chem. Lett. , vol.15 , pp. 771-775
- Park, C.-M.¹ Sun, C.² Olejniczak, E.T.³ Wilson, A.E.⁴ Meadows, R.P.⁵ Betz, S.F.⁶ Elmore, S.W.⁷ Fesik, S.W.⁸

9
- 0036717666
- Y. Yu, J. M. Ostresh, R. A. Houghten, J. Comb. Chem. 2002, 4, 484-490.
- (2002) J. Comb. Chem. , vol.4 , pp. 484-490
- Yu, Y.¹ Ostresh, J.M.² Houghten, R.A.³

10
- 0041037814
- R. G. Franzen, J. M. Ostresh, R. A. Houghten, J. Comb. Chem. 2000, 2, 195-214.
- (2000) J. Comb. Chem. , vol.2 , pp. 195-214
- Franzen, R.G.¹ Ostresh, J.M.² Houghten, R.A.³

11
- 79251640340
- DOI 10.1007/s11030-009-9187-z
- M. Lisurek, B. Rupp, J. Wichard, M. Neuenschwander, J. P. v. Kries, R. Frank, J. Rademann, R. Kühne, Mol. Divers. 2009, DOI 10.1007/s11030-009- 9187-z.
- (2009) Mol. Divers
- Lisurek, M.¹

12
- 8644272445
- P. Johannesson, M. Erdelyi, G. Lindeberg, P.-A. Frändberg, F. Nyberg, A. Karlen, A. Hallberg, J. Med. Chem. 2004, 47, 6009-6019.
- (2004) J. Med. Chem. , vol.47 , pp. 6009-6019
- Johannesson, P.¹ Erdelyi, M.² Lindeberg, G.³ Frändberg, P.-A.⁴ Nyberg, F.⁵ Karlen, A.⁶ Hallberg, A.⁷

13
- 27144444772
- A. P. Combs, E. W. Yue, M. Bower, P. J. Ala, B. Wayland, B. Douty, A. Takvorian, P. Polam, Z. Wasserman, W. Zhu, M. L. Crawley, J. Pruitt, R. Sparks, B. Glass, D. Modi, E. McLaughlin, L. Bostrom, M. Li, L. Galya, K. Blom, M. Hillman, L. Gonneville, B. G. Reid, M. Wei, M. Becker-Pasha, R. Klabe, R. Huber, Y. Li, G. Hollis, T. C. Burn, R. Wynn, P. Liu, B. Metcalf, J. Med. Chem. 2005, 48, 6544-6548.
- (2005) J. Med. Chem. , vol.48 , pp. 6544-6548
- Combs, A.P.¹ Yue, E.W.² Bower, M.³ Ala, P.J.⁴ Wayland, B.⁵ Douty, B.⁶ Takvorian, A.⁷ Polam, P.⁸ Wasserman, Z.⁹ Zhu, W.¹⁰ Crawley, M.L.¹¹ Pruitt, J.¹² Sparks, R.¹³ Glass, B.¹⁴ Modi, D.¹⁵ McLaughlin, E.¹⁶ Bostrom, L.¹⁷ Li, M.¹⁸ Galya, L.¹⁹ Blom, K.²⁰ more..

14
- 34547157530
- J. I. Garvilyuk, E. Ghotas, Y. J. Chen, R. A. Batey, J. Comb. Chem. 2007, 9, 644-651.
- (2007) J. Comb. Chem. , vol.9 , pp. 644-651
- Garvilyuk, J.I.¹ Ghotas, E.² Chen, Y.J.³ Batey, R.A.⁴

15
- 2542542164
- C. W. Tornoe, J. Sanderson, J. C. Mottram, G. H. Coombs, M. Meldal, J. Comb. Chem. 2004, 6, 312-324.
- (2004) J. Comb. Chem. , vol.6 , pp. 312-324
- Tornoe, C.W.¹ Sanderson, J.² Mottram, J.C.³ Coombs, G.H.⁴ Meldal, M.⁵

16
- 0033577762
- D. F. McComsey, M. J. Hawkins, P. Andrade-Gordon, M. F. Addo, D. Oksenberg, B. E. Maryanoff, Bioorg. Med. Chem. Lett. 1999, 9, 1423-1428.
- (1999) Bioorg. Med. Chem. Lett. , vol.9 , pp. 1423-1428
- McComsey, D.F.¹ Hawkins, M.J.² Andrade-Gordon, P.³ Addo, M.F.⁴ Oksenberg, D.⁵ Maryanoff, B.E.⁶

17
- 0026640788
- P. Raddatz, A. Janczyk, K.-O. Minck, F. Rippmann, C. Schittenhelm, C. J. Schmitges, J. Med. Chem. 1992, 35, 3525-3536.
- (1992) J. Med. Chem. , vol.35 , pp. 3525-3536
- Schmitges, C.J.¹ Raddatz, P.² Janczyk, A.³ Minck, K.-O.⁴ Rippmann, F.⁵ Schittenhelm, C.⁶

18
- 0042921559
- M. J. Costanzo, S. C. Yabut, H. R. Almond, Jr., P. Andrade-Gordon, T. W. Corcoran, L. de Garavilla, J. A. Kauffman, W. M. Abraham, R. Recacha, D. Chattopadhyay, B. E. Maryanoff, J. Med. Chem. 2003, 46, 3865-3876.
- (2003) J. Med. Chem. , vol.46 , pp. 3865-3876
- Costanzo, M.J.¹ Yabut, S.C.² Almond Jr., H.R.³ Andrade-Gordon, P.⁴ Corcoran, T.W.⁵ De Garavilla, L.⁶ Kauffman, J.A.⁷ Abraham, W.M.⁸ Recacha, R.⁹ Chattopadhyay, D.¹⁰ Maryanoff, B.E.¹¹

19
- 33745697766
- E. Biron, J. Chatterjee, H. Kessler, Org. Lett. 2006, 8, 2417-2420.
- (2006) Org. Lett. , vol.8 , pp. 2417-2420
- Biron, E.¹ Chatterjee, J.² Kessler, H.³

20
- 0031579958
- S. Y. Tamura, B. M. Shamblin, T. K. Brunck, W. C. Ripka, Bioorg. Med. Chem. Lett. 1997, 7, 1359-1364.
- (1997) Bioorg. Med. Chem. Lett. , vol.7 , pp. 1359-1364
- Tamura, S.Y.¹ Shamblin, B.M.² Brunck, T.K.³ Ripka, W.C.⁴

21
- 20144363696
- M. J. Costanzo, H. R. Almond, Jr., L. R. Hecker, M. R. Schott, S. C. Yabut, H. Zhang, P. Andrade-Gordon, T. W. Corcoran, E. C. Giardino, J. A. Kauffman, J. M. Lewis, L. de Garavilla, B. J. Haertlein, B. E. Maryanoff, J. Med. Chem. 2005, 48, 1984-2008.
- (2005) J. Med. Chem. , vol.48 , pp. 1984-2008
- Costanzo, M.J.¹ Almond Jr., H.R.² Hecker, L.R.³ Schott, M.R.⁴ Yabut, S.C.⁵ Zhang, H.⁶ Andrade-Gordon, P.⁷ Corcoran, T.W.⁸ Giardino, E.C.⁹ Kauffman, J.A.¹⁰ Lewis, J.M.¹¹ De Garavilla, L.¹² Haertlein, B.J.¹³ Maryanoff, B.E.¹⁴

22
- 0038897328
- H. Akamatsu, K. Fukase, S. Kusumoto, J. Comb. Chem. 2002, 4, 475-483.
- (2002) J. Comb. Chem. , vol.4 , pp. 475-483
- Akamatsu, H.¹ Fukase, K.² Kusumoto, S.³

23
- 0347230974
- Angew. Chem. Int. Ed. 2003, 42, 2491 -2494.
- S. Weik, J. Rademann, Angew. Chem. 2003, 115, 2595-2598; Angew. Chem. Int. Ed. 2003, 42, 2491 -2494.
- (2003) Angew. Chem. , vol.115 , pp. 2595-2598
- Weik, S.¹ Rademann, J.²

24
- 14844282793
- G. Sorg, B. Thern, O. Mader, J. Rademann, G. Jung, J. Pept. Sci. 2005, 11, 142-152.
- (2005) J. Pept. Sci. , vol.11 , pp. 142-152
- Sorg, G.¹ Thern, B.² Mader, O.³ Rademann, J.⁴ Jung, G.⁵

25
- 33750613785
- S. Weik, T. Luksch, A. Evers, J. Böttcher, C. A. Sotriffer, A. Hasilik, H.-G. Löffler, G. Klebe, J. Rademann, ChemMedChem 2006, 1, 445-457.
- (2006) ChemMedChem , vol.1 , pp. 445-457
- Weik, S.¹ Luksch, T.² Evers, A.³ Böttcher, J.⁴ Sotriffer, C.A.⁵ Hasilik, A.⁶ Löffler, H.-G.⁷ Klebe, G.⁸ Rademann, J.⁹

26
- 33947604544
- A. El-Dahshan, S. Weik, J. Rademann, Org. Lett. 2007, 9, 949-952.
- (2007) Org. Lett. , vol.9 , pp. 949-952
- El-Dahshan, A.¹ Weik, S.² Rademann, J.³

27
- 70349959482
- Angew. Chem. Int. Ed. 2008, 47, 3275 -3278.
- M. Schmidt, A. Isidro-Llobet, A. El-Dahshan, M. Lisurek, J. Tan, R. Hilgenfeld, J. Rademann, Angew. Chem. 2008, 120, 3319-3323; Angew. Chem. Int. Ed. 2008, 47, 3275 -3278.
- (2008) Angew. Chem. , vol.120 , pp. 3319-3323
- Schmidt, M.¹ Isidro-Llobet, A.² El-Dahshan, A.³ Lisurek, M.⁴ Tan, J.⁵ Hilgenfeld, R.⁶ Rademann, J.⁷

28
- 77949854005
- Ahsanullah, Angew. Chem. 2009,;, 48, 5042 -5045.
- Ahsanullah, P. Schmieder, R. Kühne, J. Rademann, Angew. Chem. 2009, 121, 5143-5147; Angew. Chem. Int. Ed. 2009, 48, 5042 -5045.
- (2009) Angew. Chem. Int. Ed. , vol.121 , pp. 5143-5147
- Schmieder, P.¹ Kühne, R.² Rademann, J.³

29
- 79251605733
- Angew. Chem. Int. Ed. 2009, 48, 6346 -6349.
- M. Schmidt, A. El-Dahshan, S. Keller, J. Rademann, Angew. Chem. 2009, 121, 6464-6467; Angew. Chem. Int. Ed. 2009, 48, 6346 -6349.
- (2009) Angew. Chem. , vol.121 , pp. 6464-6467
- Schmidt, M.¹ El-Dahshan, A.² Keller, S.³ Rademann, J.⁴

30
- 54849433767
- M. S. Christodoulou, K. M. Kasiotis, N. Fokialakis, I. Tellitu, S. A. Haroutounian, Tetrahedron Lett. 2008, 49, 7100-7102.
- (2008) Tetrahedron Lett. , vol.49 , pp. 7100-7102
- Christodoulou, M.S.¹ Kasiotis, K.M.² Fokialakis, N.³ Tellitu, I.⁴ Haroutounian, S.A.⁵

31
- 34047239442
- C. G. Joergensen, H. Bräuner-Osborne, B. Nielsen, J. Kehler, R. P. Clausen, P. Krogsgaard-Larsen, U. Madsen, Bioorg. Med. Chem. 2007, 15, 3524-3538.
- (2007) Bioorg. Med. Chem. , vol.15 , pp. 3524-3538
- Joergensen, C.G.¹ Bräuner-Osborne, H.² Nielsen, B.³ Kehler, J.⁴ Clausen, R.P.⁵ Krogsgaard-Larsen, P.⁶ Madsen, U.⁷

32
- 43449106481
- S. Fostero, R. Roman, J. F. Sanz-Cervera, A. Simon-Fuentes, A. C. Cunat, S. Villanova, M. Murguia, J. Org. Chem. 2008, 73, 3523-3529.
- (2008) J. Org. Chem. , vol.73 , pp. 3523-3529
- Fostero, S.¹ Roman, R.² Sanz-Cervera, J.F.³ Simon-Fuentes, A.⁴ Cunat, A.C.⁵ Villanova, S.⁶ Murguia, M.⁷

33
- 0000852247
- Angew. Chem., 19, 947 -973.
- R. Huisgen, Angew. Chem. Int. Ed. Engl. 1980, 92, 979-1005; Angew. Chem. 1980, 19, 947 -973.
- (1980) Angew. Chem. Int. Ed. Engl. , vol.92 , pp. 979-1005
- Huisgen, R.¹

34
- 79251629958
- For example, there are more then 3000 pyrazoles and 1000 isoxazoles in the MDL Drug Report (MDDR3-D 99,2), representing 3 % of all entries. They make up 1.6 % of entries in Comprehensive Medicinal Chemistry (CMC-3D 99,1).
- For example, there are more then 3000 pyrazoles and 1000 isoxazoles in the MDL Drug Report (MDDR3-D 99,2), representing 3 % of all entries. They make up 1.6 % of entries in Comprehensive Medicinal Chemistry (CMC-3D 99,1).

35
- 0032506569
- S. Kobayashi, R. Akiyama, Tetrahedron Lett. 1998, 39, 9211-9214.
- (1998) Tetrahedron Lett. , vol.39 , pp. 9211-9214
- Kobayashi, S.¹ Akiyama, R.²

36
- 0032499064
- W. J. Haap, D. Kaiser, T. B. Walk, G. Jung, Tetrahedron 1998, 54, 3705-3724.
- (1998) Tetrahedron , vol.54 , pp. 3705-3724
- Haap, W.J.¹ Kaiser, D.² Walk, T.B.³ Jung, G.⁴

37
- 33645885349
- H. Thakuria, A. Pramanik, B. Moni, G. Das, Tetrahedron Lett. 2006, 47, 3135-3138.
- (2006) Tetrahedron Lett. , vol.47 , pp. 3135-3138
- Thakuria, H.¹ Pramanik, A.² Moni, B.³ Das, G.⁴

38
- 0027191479
- W. C. Ripka, G. V. De Lucca, A. C. Bach, R. S. Pottorf, J. M. Blaney, Tetrahedron 1993, 49, 3593-3608.
- (1993) Tetrahedron , vol.49 , pp. 3593-3608
- Ripka, W.C.¹ De Lucca, G.V.² Bach, A.C.³ Pottorf, R.S.⁴ Blaney, J.M.⁵

39
- 52249104499
- B. Willy, T. Dallos, F. Rominger, J. Schönhaber, T. J. J. Müller, Eur. J. Org. Chem. 2008, 4796-4805.
- (2008) Eur. J. Org. Chem. , pp. 4796-4805
- Willy, B.¹ Dallos, T.² Rominger, F.³ Schönhaber, J.⁴ Müller, T.J.J.⁵

40
- 54449096630
- L. Legeren, E. Gomez, D. Domenguez, Tetrahedron Lett. 2008, 49, 7174-7177.
- (2008) Tetrahedron Lett. , vol.49 , pp. 7174-7177
- Legeren, L.¹ Gomez, E.² Domenguez, D.³

41
- 53849147348
- M. A. Pasha, V. P. Jayashankara, J. Pharmcol. Toxicol. 2006, 1, 573-578.
- (2006) J. Pharmcol. Toxicol. , vol.1 , pp. 573-578
- Pasha, M.A.¹ Jayashankara, V.P.²

42
- 33749532142
- R. M. Claramunt, D. Sanz, S. Aggarwal, A. Kumar, O. Parakash, S. P. Singh, J. Elguero, Arkivoc 2006, 14, 35-45.
- (2006) Arkivoc , vol.14 , pp. 35-45
- Claramunt, R.M.¹ Sanz, D.² Aggarwal, S.³ Kumar, A.⁴ Parakash, O.⁵ Singh, S.P.⁶ Elguero, J.⁷

43
- 0001266786
- A. Marzinzik, E. R. Felder, J. Org. Chem. 1998, 63, 723-727.
- (1998) J. Org. Chem. , vol.63 , pp. 723-727
- Marzinzik, A.¹ Felder, E.R.²

44
- 13544276463
- A. R. Katritzky, J. Soloducho, S. Belyakov, Arcivoc 2000, 1, 37-42.
- (2000) Arcivoc , vol.1 , pp. 37-42
- Katritzky, A.R.¹ Soloducho, J.² Belyakov, S.³

45
- 79251646857
- P. Shan, X. Fan, S. Qi, Chin. J. Chem. 2008, 26, 1164-1167.
- (2008) Chin. J. Chem. , vol.26 , pp. 1164-1167
- Shan, P.¹ Fan, X.² Qi, S.³

46
- 16844385280
- R. Malli, M. Frieden, M. Trenker, W. F. Graier, J. Biol. Chem. 2005, 280, 12114-12122.
- (2005) J. Biol. Chem. , vol.280 , pp. 12114-12122
- Malli, R.¹ Frieden, M.² Trenker, M.³ Graier, W.F.⁴

47
- 13044260233
- N. Neamati, J. A. Turpin, H. E. Winslow, J. L. Christensen, K. Williamson, A. Orr, W. G. Rice, Y. Pommier, A. Garofalo, A. Brizzi, G. Campiani, J. Med. Chem. 1999, 42, 3334-3341.
- (1999) J. Med. Chem. , vol.42 , pp. 3334-3341
- Neamati, N.¹ Turpin, J.A.² Winslow, H.E.³ Christensen, J.L.⁴ Williamson, K.⁵ Orr, A.⁶ Rice, W.G.⁷ Pommier, Y.⁸ Garofalo, A.⁹ Brizzi, A.¹⁰ Campiani, G.¹¹

48
- 0028998293
- H. Maruenda, F. Johnson, J. Med. Chem. 1995, 38, 2145-2151.
- (1995) J. Med. Chem. , vol.38 , pp. 2145-2151
- Maruenda, H.¹ Johnson, F.²

49
- 43749100690
- M. Karikomi, M. D'Hooghe, G. Verniest, N. De Kimpe, Org. Biomol. Chem. 2008, 6, 1902-1904.
- (2008) Org. Biomol. Chem. , vol.6 , pp. 1902-1904
- Karikomi, M.¹ D'Hooghe, M.² Verniest, G.³ De Kimpe, N.⁴

50
- 44349120496
- X. Wang, Z. Li, X. Zhu, H. Mao, X. Li, Tetrahedron 2008, 64, 6510-6521.
- (2008) Tetrahedron , vol.64 , pp. 6510-6521
- Wang, X.¹ Li, Z.² Zhu, X.³ Mao, H.⁴ Li, X.⁵

51
- 30044448167
- K. P. Zeller, M. Kowallik, P. Schuler, Eur. J. Org. Chem. 2005, 5151-5153.
- (2005) Eur. J. Org. Chem. , pp. 5151-5153
- Zeller, K.P.¹ Kowallik, M.² Schuler, P.³

52
- 84985687574
- W. Adam, L. Hadjirapoglou, A. Smerz, Chem. Ber. 1991, 124, 227-232.
- (1991) Chem. Ber. , vol.124 , pp. 227-232
- Adam, W.¹ Hadjirapoglou, L.² Smerz, A.³

53
- 33748725568
- M. H. Bolli, S. V. Ley, J. Chem. Soc. Perkin Trans. 1 1998, 2243-2246.
- (1998) J. Chem. Soc. Perkin Trans. 1 , pp. 2243-2246
- Bolli, M.H.¹ Ley, S.V.²

54
- 23344452687
- K. P. Zeller, M. Kowallik, P. Haiss, Org. Biomol. Chem. 2005, 3, 2310-2318.
- (2005) Org. Biomol. Chem. , vol.3 , pp. 2310-2318
- Zeller, K.P.¹ Kowallik, M.² Haiss, P.³

55
- 0034615217
- R. M. Aldington, J. E. Baldwin, D. Catterick, G. J. Prichard, J. Chem. Soc. Perkin Trans. 1 2000, 299-302.
- (2000) J. Chem. Soc. Perkin Trans. 1 , pp. 299-302
- Aldington, R.M.¹ Baldwin, J.E.² Catterick, D.³ Prichard, G.J.⁴

56
- 0034615199
- P. Darkins, M. Groarke, M. A. McKervey, H. M. Moncrieff, N. McNarthy, M. Nieuwenhuyzen, J. Chem. Soc. Perkin Trans. 1 2000, 381-389.
- (2000) J. Chem. Soc. Perkin Trans. 1 , pp. 381-389
- Darkins, P.¹ Groarke, M.² McKervey, M.A.³ Moncrieff, H.M.⁴ McNarthy, N.⁵ Nieuwenhuyzen, M.⁶

57
- 0034152444
- A. R. Katritzky, L. Serdyuk, C. Chassaing, D. Toader, X. Wang, B. Forood, B. Flatt, C. Sun, K. Vo, J. Comb. Chem. 2000, 2, 182-185.
- (2000) J. Comb. Chem. , vol.2 , pp. 182-185
- Katritzky, A.R.¹ Serdyuk, L.² Chassaing, C.³ Toader, D.⁴ Wang, X.⁵ Forood, B.⁶ Flatt, B.⁷ Sun, C.⁸ Vo, K.⁹

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