N-Alkyldeoxynojirimycin derivatives with novel terminal tertiary amide substitution for treatment of bovine viral diarrhea virus (BVDV), Dengue, and Tacaribe virus infections

Bioorganic and Medicinal Chemistry Letters

Volumn 23, Issue 7, 2013, Pages 2172-2176

  Du, Yanming ^a   Ye, Hong ^a   Gill, Tina ^b   Wang, Lijuan ^b   Guo, Fang ^b   Cuconati, Andrea ^a   Guo, Ju Tao ^b   Block, Timothy M ^a,b   Chang, Jinhong ^b   Xu, Xiaodong ^a  

^a BARUCH S BLUMBERG INSTITUTE   (United States)

^b DREXEL UNIVERSITY COLLEGE OF MEDICINE   (United States)

Author keywords

Antiviral; Dengue; Hydrophobic interaction; N Alkyldeoxynojirimycin; Tacaribe; Tertiary amide

Indexed keywords

1 DEOXYNOJIRIMYCIN; ANTIVIRUS AGENT;

ANTIVIRAL ACTIVITY; ARENAVIRUS; ARTICLE; BIOTRANSFORMATION; BOVINE DIARRHEA VIRUS; CYTOTOXICITY; DENGUE; DENGUE VIRUS; DRUG SCREENING; HYDROPHOBICITY; NONHUMAN; STRUCTURE ACTIVITY RELATION; SUBSTITUTION REACTION;

1-DEOXYNOJIRIMYCIN; AMIDES; ANIMALS; ANTIVIRAL AGENTS; CELL LINE; CELL SURVIVAL; CRICETINAE; DEFECTIVE VIRUSES; DENGUE; DIARRHEA VIRUSES, BOVINE VIRAL; DOSE-RESPONSE RELATIONSHIP, DRUG; GLUCOSAMINE; HUMANS; MOLECULAR STRUCTURE; STRUCTURE-ACTIVITY RELATIONSHIP;

BOVINE VIRAL DIARRHEA VIRUS 1; TACARIBE VIRUS;

EID: 84875220428     PISSN: 0960894X     EISSN: 14643405     Source Type: Journal    
DOI: 10.1016/j.bmcl.2013.01.108     Document Type: Article

References (31)

1. K.E. Steele, A.O. Anderson, and M. Mohamadzadeh Expert Opin. Investig. Drug 7 2009 423
2. A.T.A. Mairuhu, D.P.M. Brandjes, and E.C.M. van Gorp IDrugs 6 2003 1061
3. C.F. Basler, and G.K. Amarasinghe Viruses Interferon 2011 151
4. C. Kuiken, J. Thurmond, M. Dimitrijevic, and H. Yoon Nucleic Acids Res. 40 2012 D587
5. D.G. Bausch, C.M. Hadi, S.H. Khan, and J.J.L. Lertora Clin. Infect. Dis. 51 2010 1435
6. M. Zivkovic, Z. Todorovic, P. Canovic, and Z. Mijanovic Med. Pregl. 62 2009 63
7. E. De Clercq Nat. Rev. Drug Disc. 1 2002 13
8. E. De Clercq Nat. Rev. Microbiol. 2 2004 704
9. A. Narayanan, C. Bailey, F. Kashanchi, and K. Kehn-Hall Expert Opin. Investig. Drug 20 2011 239
10. A. Prussia, P. Thepchatri, J.P. Snyder, and R.K. Plemper Int. J. Mol. Sci. 12 2011 4027
11. S.-L. Tan, G. Ganji, B. Paeper, S. Proll, and M.G. Katze Nat. Biotechnol. 25 2007 1383
12. P. Kellam Genome Biol. 7 2006 1
13. H. Ebihara, A. Groseth, G. Neumann, Y. Kawaoka, and H. Feldmann Thromb. Haemost. 94 2005 240
14. T.M. Block, and R. Jordan Antiviral Chem. Chemother. 12 2001 317
15. R.A. Dwek, T.D. Butters, F.M. Platt, and N. Zitzmann Nat. Rev. Drug Disc. 1 2002 65
16. X. Lu, Y. Lu, R. Geschwindt, R.A. Dwek, and T.M. Block DNA Cell Biol. 20 2001 647
17. T.M. Block, X. Lu, F.M. Platt, G.R. Foster, W.H. Gerlich, B.S. Blumberg, and R.A. Dwek Proc. Natl. Acad. Sci. U.S.A. 91 1994 2235
18. A. Mehta, S. Carrouee, B. Conyers, R. Jordan, T. Butters, R.A. Dwek, and T.M. Block Hepatology 33 2001 1488
19. A. Mehta, S. Ouzounov, R. Jordan, E. Simsek, X. Lu, R.M. Moriarty, G. Jacob, R.A. Dwek, and T.M. Block Antiviral Chem. Chemother. 13 2002 299
20. B. Gu, P. Mason, L. Wang, P. Norton, N. Bourne, R. Moriarty, A. Mehta, M. Despande, R. Shah, and T. Block Antiviral Chem. Chemother. 18 2007 49
21. J. Chang, L. Wang, D. Ma, X. Qu, H. Guo, X. Xu, P.W. Mason, N. Bourne, R. Moriarty, B. Gu, J.-T. Guo, and T.M. Block Antimicrob. Agents Chemother. 2009 1501
22. D. Durantel, N. Branza-Nichita, S. Carrouee-Durantel, T.D. Butters, R.A. Dwek, and N. Zitzmann J. Virol. 75 2001 8987
23. A.J. Rawlings, H. Lomas, A.W. Pilling, M.J.-R. Lee, D.S. Alonzi, J.S.S. Rountree, S.F. Jenkinson, G.W.J. Fleet, R.A. Dwek, J.H. Jones, and T.D. Butters ChemBioChem 10 2009 1101
24. Y. Yoshikuni Agric. Biol. Chem. Tokyo 52 1988 121
25. Berg, D.; Junge, B.; Stoltefuss, J.; Schmidt, R. R. DE 1982, 3024901 A1.
26. Boeshagen, H.; Junge, B.; Kinast, G.; Schueller, M.; Stoltefuss, J.; Paessens, A. Eur. Patent Appl. 1989; EP 315,017 A2 19,890,510.
27. A.J. Steiner, G. Schitter, A.E. Stuetz, T.M. Wrodnigg, C.A. Tarling, S.G. Withers, K. Fantur, D. Mahuran, E. Paschke, and M. Tropak Bioorg. Med. Chem. 16 2008 10216
28. G. Schitter, E. Scheucher, A.J. Steiner, A.E. Stuetz, M. Thonhofer, C.A. Tarling, S.G. Withers, J. Wicki, K. Fantur, E. Paschke, D.J. Mahuran, B.A. Rigat, M. Tropak, and T.M. Wrodnigg Beilstein J. Org. Chem. 6 2010
29. T. Wennekes, A.J. Meijer, A.K. Groen, R.G. Boot, J.E. Groener, M. van Eijk, R. Ottenhoff, N. Bijl, K. Ghauharali, H. Song, T.J. O'Shea, H. Liu, N. Yew, D. Copeland, R.J. van den Berg, G.A. van der Marel, H.S. Overkleeft, and J.M. Aerts J. Med. Chem. 53 2010 689
30. W. Yu, T. Gill, L. Wang, Y. Du, H. Ye, X. Qu, J.-T. Guo, A. Cuconati, K. Zhao, T.M. Block, X. Xu, and J. Chang J. Med. Chem. 55 2012 6061
31. P. Greimel, H. Haeusler, I. Lundt, K. Rupitz, A.E. Stuetz, C.A. Tarling, S.G. Withers, and T.M. Wrodnigg Bioorg. Med. Chem. Lett. 16 2006 2067