Discovery of novel phosphonate derivatives as hepatitis C virus NS3 protease inhibitors

Bioorganic and Medicinal Chemistry Letters

Volumn 19, Issue 13, 2009, Pages 3453-3457

  Sheng, X Christopher ^a   Pyun, Hyung Jung ^a   Chaudhary, Kleem ^a   Wang, Jianying ^a   Doerffler, Edward ^a   Fleury, Melissa ^a   McMurtrie, Darren ^a   Chen, Xiaowu ^a   Delaney IV, William E ^a   Kim, Choung U ^a  

^a GILEAD SCIENCES   (United States)

Author keywords

HCV NS3 protease inhibitors; Phosphonate as caboxylate replacement

Indexed keywords

NONSTRUCTURAL PROTEIN 3; PHOSPHONIC ACID DERIVATIVE; PRODRUG; PROTEINASE INHIBITOR;

ANIMAL EXPERIMENT; ANTIVIRAL ACTIVITY; AREA UNDER THE CURVE; ARTICLE; CONTROLLED STUDY; DRUG BIOAVAILABILITY; DRUG CYTOTOXICITY; DRUG HALF LIFE; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME INHIBITION; HEPATITIS C VIRUS; HUMAN; HUMAN CELL; IC 50; NONHUMAN; RAT;

ANIMALS; ANTIVIRAL AGENTS; CELL LINE, TUMOR; COMPUTER SIMULATION; DOGS; DRUG DISCOVERY; HEPACIVIRUS; HUMANS; PHOSPHONIC ACIDS; SERINE PROTEINASE INHIBITORS; VIRAL NONSTRUCTURAL PROTEINS;

HEPATITIS C VIRUS;

EID: 66349119818     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2009.05.023     Document Type: Article

References (19)

1. De Francesco R., and Migliaccio G. Nature 436 (2005) 953
2. Lamarra D.A., Bailey M., et al. Nature 426 (2003) 186
3. Perni R.B., Almquist S.J., Byrn R.A., Chandorkar G., Chaturvedi P.R., Courtney L.F., Deker C.J., Dinehart K., et al. Antimicrob. Agents Chemother. (2006) 899
4. Malcolm B.A., Liu R., Agrawal S., Belanger B., Butkiewicz N., Chase R., Gheyas F., Hart A., Hesk D., Ingravallo P., Jiang C., Kong R., Lu J., Pichardo J., Prongay A., Skelton A., Tong X., Venkatraman S., Xia E., Girijavallabhan V., and Njoroge F.G. Antimicrob. Agents Chemother. (2006) 1013
5. Campbell, J. A.; Good, A. C. WO Patent 2003/099316 A1.
6. Wang, X. A.; Sun, L.-Q.; Sit, S.-Y.; Sin, N.; Scola, P. M.; Hewawasam, P.; Good, A. C.; Chen, Y.; Campbell, J. A. WO Patent 2003/099274 A1.
7. Ripka, A.; Campbell, J. A.; Good, A. C.; Scola, P. M.; Sin, N.; Venables, B. WO Patent 2004/032827 A2.
8. Campbell, J. A.; D'Andrea, S. V.; Good, A.; Li, J.; McPhee, F.; Ripka, A.; Scola, P. M.; Tu, Y. WO Patent 2004/043339 A2.
9. Llinas-Brunet M., Bailey M., Ghiro E., Gorys V., and Poirier M. J. Med. Chem. 47 (2004) 6584
10. Chakravarty P., Greenlee W., Parsons W., Patchett A., Combs P., Roth A., Bush R., and Mellin T. J. Med. Chem. 32 (1989) 1886
11. Berlicki L., Obojska A., Forlani G., and Kafarski P. J. Med. Chem. 48 (2005) 6340
12. Karanewsky D., Badia M., Cushman D., DeForrest J., Dejneka T., Lee V., Loots M., and Petrillo E. J. Med. Chem. 33 (1990) 1459
13. Swierczek K., Pandey A.S., Peters J.W., and Hengge A.C. J. Med. Chem. (2003) 3703
14. Mucha A., et al. Bioorg. Med. Chem. Lett. (2008) 1550
15. Ntai I., and Bachmann B. Bioorg. Med. Chem. Lett. (2008) 3068
16. Pyun, H.-J.; Fleury, M.; Chaudhary, K.; Sheng, X. C.; Kim, C. U., in press.
17. -6 cm/s).
18. Naesens L., Balzarini J., Bisscholberger N., and De Clercq E. Antimicrob. Agents Chemother. 40 (1996) 22
19. For a review, see:. Cho A. Annu. Rep. Med. Chem. 41 (2006) 395