New β-strand templates constrained by Huisgen cycloaddition

Organic Letters

Volumn 14, Issue 5, 2012, Pages 1330-1333

  Pehere, Ashok D ^a   Abell, Andrew D ^a  

^a UNIVERSITY OF ADELAIDE   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; CALPAIN; MACROCYCLIC COMPOUND; PEPTIDE; PROTEINASE INHIBITOR;

ARTICLE; CHEMISTRY; CYCLIZATION; DRUG ANTAGONISM; PROTEIN SECONDARY STRUCTURE; STRUCTURE ACTIVITY RELATION; SYNTHESIS;

ALDEHYDES; CALPAIN; CYCLIZATION; MACROCYCLIC COMPOUNDS; PEPTIDES; PROTEASE INHIBITORS; PROTEIN STRUCTURE, SECONDARY; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84857828791     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol3002199     Document Type: Article

References (33)

1. Loughlin, W. A.; Tyndall, J. D. A.; Glenn, M. P.; Hill, T. A.; Fairlie, D. P. Chem. Rev. 2010, 110, Pr32-Pr69
2. Smith, A. B.; Charnley, A. K.; Hirschmann, R. Acc. Chem. Res. 2011, 44, 180-193
3. Vasudev, P. G.; Chatterjee, S.; Shamala, N.; Balaram, P. Chem. Rev. 2011, 111, 657-687
4. Abell, A. D.; Jones, M. A.; Coxon, J. M.; Morton, J. D.; Aitken, S. G.; McNabb, S. B.; Lee, H. Y. Y.; Mehrtens, J. M.; Alexander, N. A.; Stuart, B. G.; Neffe, A. T.; Bickerstaff, R. Angew. Chem., Int. Ed. 2009, 48, 1455-1458
5. Pedersen, D. S.; Abell, A. Eur. J. Org. Chem. 2011, 2399-2411
6. Wyrembak, P. N.; Hamilton, A. D. J. Am. Chem. Soc. 2009, 131, 4566-4567
7. Nowick, J. S. Acc. Chem. Res. 2008, 41, 1319-1330
8. Zheng, J.; Liu, C.; Sawaya, M. R.; Vadla, B.; Khan, S.; Woods, R. J.; Eisenberg, D.; Goux, W. J.; Nowick, J. S. J. Am. Chem. Soc. 2011, 133, 3144-3157
9. Liu, C.; Sawaya, M. R.; Cheng, P. N.; Zheng, J.; Nowick, J. S.; Eisenberg, D. J. Am. Chem. Soc. 2011, 133, 6736-6744
10. Phillips, S. T.; Rezac, M.; Abel, U.; Kossenjans, M.; Bartlett, P. A. J. Am. Chem. Soc. 2002, 124, 58-66
11. Freire, F.; Almeida, A. M.; Fisk, J. D.; Steinkruger, J. D.; Gellman, S. H. Angew. Chem., Int. Ed. 2011, 50, 8735-8738
12. Janetka, J. W.; Raman, P.; Satyshur, K.; Flentke, G. R.; Rich, D. H. J. Am. Chem. Soc. 1997, 119, 441-442
13. White, C. J.; Yudin, A. K. Nat. Chem. 2011, 3, 509-524
14. Reid, R. C.; Kelso, M. J.; Scanlon, M. J.; Fairlie, D. P. J. Am. Chem. Soc. 2002, 124, 5673-5683
15. Marsault, E.; Peterson, M. L. J. Med. Chem. 2011, 54, 1961-2004
16. Note the use of Schechter-Berger nomenclature Schechter, I.; Berger, A. Biochem. Biophys. Res. Commun. 1967, 27, 157
17. Madala, P. K.; Tyndall, J. D. A.; Nall, T.; Fairlie, D. P. Chem. Rev. 2010, 110, Pr1-Pr31
18. Vinciguerra, M.; Musaro, A.; Rosenthal, N. Adv. Exp. Med. Biol. 2010, 694, 211-233
19. Storr, S. J.; Carragher, N. O.; Frame, M. C.; Parr, T.; Martin, S. G. Nat. Rev. Cancer 2011, 11, 364-374
20. Smith, I. J.; Lecker, S. H.; Hasselgren, P. O. Am. J. Physiol. Endocrinol. Metab. 2008, 295, E762-771
21. Wadosky, K. M.; Li, L.; Rodriguez, J. E.; Min, J. N.; Bogan, D.; Gonzalez, J.; Patterson, C.; Kornegay, J. N.; Willis, M. Muscle. Nerve 2011, 44, 553-562
22. Pietsch, M.; Chua, K. C. H.; Abell, A. D. Curr. Top. Med. Chem. 2010, 10, 270-293
23. Loser, R.; Abbenante, G.; Madala, P. K.; Halili, M.; Le, G. T.; Fairlie, D. P. J. Med. Chem. 2010, 53, 2651-2655
24. Pehere, A. D.; Abell, A. D. Tetrahedron Lett. 2011, 52, 1493-1494
25. Stanley, N. J.; Pedersen, D. S.; Nielsen, B.; Kvist, T.; Mathiesen, J. M.; Brauner-Osborne, H.; Taylor, D. K.; Abell, A. D. Bioorg. Med. Chem. Lett. 2010, 20, 7512-7515
26. Liu, Y. Q.; Zhang, L. H.; Wan, J. P.; Li, Y. S.; Xu, Y. H.; Pan, Y. J. Tetrahedron 2008, 64, 10728-10734
27. Zhang, J. Q.; Kemmink, J.; Rijkers, D. T. S.; Liskamp, R. M. J. Org. Lett. 2011, 13, 3438-3441
28. Bock, V. D.; Perciaccante, R.; Jansen, T. P.; Hiemstra, H.; van Maarseveen, J. H. Org. Lett. 2006, 8, 919-922
29. Wuthrich, K.; Billeter, M.; Braun, W. J. Mol. Biol. 1983, 169, 949-961
30. Wuthrich, K.; Billeter, M.; Braun, W. J. Mol. Biol. 1984, 180, 715-740
31. Weide, T.; Modlinger, A.; Kessler, H. Top. Curr. Chem. 2007, 272, 1-50
32. Kessler, H. Angew. Chem., Int. Ed. Engl. 1982, 21, 512-523
33. Thompson, V. F.; Saldana, S.; Cong, J. Y.; Goll, D. E. Anal. Biochem. 2000, 279, 170-178