Oximinoarylsulfonamides as potent HIV protease inhibitors

Bioorganic and Medicinal Chemistry Letters

Volumn 15, Issue 9, 2005, Pages 2275-2278

  Yeung, Clinton M ^a   Klein, Larry L ^a   Flentge, Charles A ^a   Randolph, John T ^a   Zhao, Chen ^a   Sun, MingHua ^a   Dekhtyar, Tatyana ^a   Stoll, Vincent S ^a   Kempf, Dale J ^a  

^a ABBOTT LABORATORIES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMPRENAVIR; LOPINAVIR; PROTEINASE INHIBITOR; RITONAVIR; SULFONAMIDE;

ARTICLE; DRUG POTENCY; DRUG SYNTHESIS; FRAGMENTATION REACTION; HUMAN IMMUNODEFICIENCY VIRUS; IC 50; IN VITRO STUDY; NONHUMAN; PHARMACOPHORE; SPECIES DIFFERENTIATION; STRUCTURE ACTIVITY RELATION; WILD TYPE;

EID: 17144362176     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2005.03.008     Document Type: Article

References (13)

1. For a recent review of HIV protease inhibitors in therapy, see: J.T. Randolph, and D. DeGoey Curr. Top. Med. Chem. 4 2004 1079
2. D. Boden, and M. Markowitz Antimicrob. Agents Chemother. 42 1998 2775
3. Vernica Miller J. Acq. Immun. Def. Synd. 26 2001 S34
4. R.W. Shafer Clin. Microbiol. Rev. 15 2002 247
5. 3, 1 h, rt, 63%, (iii) 50% TFA, 70%; (d) (i) CDI, THF, reflux, 3 h, 68%, (ii) LiOH, 59%
6. A17 strain was generated by in vitro 17 passages with Lopinavir/Ritonavir and contains 6 mutations (L10F/V32I/M46I/I47V/Q58E/I84V). For assay procedure, see Ref. 11
7. E.E. Kim, C.T. Baker, M.D. Dwyer, M.A. Murcko, B.G. Rao, R.D. Tung, and M.A. Navia J. Am. Chem. Soc. 117 1995 1181
8. free = 35.31 to 3.0 Å resolution. Coordinates for the crystal structure of protease complexed with 21 have been deposited in the RCSB protein data bank, PDB ID 1YT9
9. V. Stoll, W. Qin, K.D. Stewart, C. Jakob, C. Park, K. Walter, R.L. Simmer, R. Helfrich, D. Bussiere, J. Kao, D.J. Kempf, H.L. Sham, and D.W. Norbeck Bioorg. Med. Chem. 10 2002 2803
10. K.Z. Otwinowski, and W. Minor Methods in Enzymology C.W. Carter Jr. R.M. Sweet Macromolecular Crystallography, Part A Vol. 276 1997 Academic New York 307
11. A.T. Brunger, P.D. Adams, G.M. Clore, J.-S. DeLano, J. Kuszewski, M. Nilges, N.S. Pannu, R.J. Read, L.M. Rice, T. Simonson, and G.L. Warren Acta Crystallogr. Sect. D D54 1998 905
12. J. Badger, D. Berard, R.A. Kumar, S. Szalma, P. Yip, C. Griesinger, and J. Junker CNX software manual 1999 Molecular Simulations Inc. San Diego, CA, USA (www.accelrys.com)
13. H. Mo, L. Lu, T. Dekhtyar, K.D. Stewart, E. Sun, D.J. Kempf, and A. Molla Antiviral Res. 59 2003 173