Systematic investigation of non-nucleoside inhibitors of HIV-1 reverse transcriptase (NNRTIs)

Monatshefte fur Chemie

Volumn 135, Issue 8, 2004, Pages 1047-1059

  Beyer, Anton ^a   Lawtrakul, Luckhana ^b   Hannongbua, Supa ^c   Wolschann, Peter ^d  

^a RESEARCH INSTITUTE OF MOLECULAR PATHOLOGY   (Austria)

^b THAMMASAT UNIVERSITY   (Thailand)

^c KASETSART UNIVERSITY   (Thailand)

^d Inst Theor Chem and Struct Biol   (Austria)

Author keywords

Drug resistance; Inhibition mechanism; Non nucleoside reverse transcriptase inhibitors (NNRTIs); Viral mutation

Indexed keywords

AMINO ACID DERIVATIVE; RNA DIRECTED DNA POLYMERASE; RNA DIRECTED DNA POLYMERASE INHIBITOR;

ARTICLE; CHEMICAL ANALYSIS; CRYSTAL STRUCTURE; GEOMETRY; HUMAN IMMUNODEFICIENCY VIRUS 1; MOLECULE;

EID: 4344673998     PISSN: 00269247     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00706-004-0173-y     Document Type: Article

References (34)

1. Re MC, Monari P, Bon I, Boderi M, Gibellini D, Schiavone P, Vitone F, Furlini G, La Placa M (2002) Int J Antimicrob Agents 20: 223
2. De Clercq E (1999) Il Farmaco 54: 26
3. Lawtrakul L, Beyer A, Hannongbua S, Wolschann P (2004) Monatsh Chem, in press
4. Miyasaka T, Tanaka H, Baba M, Hayakawa H, Walker RT, Baizarini J, De Clercq E (1989) J Med Chem 32: 2507
5. Debyser Z, Pauwels R, Andries K, Desmyter J, Kukla MJ, Janssen PAJ, De Clercq E (1991) Proc Natl Acad Sci USA 88: 1451
6. Merluzzi VJ, Hargrave KD, Labadia M, Grozinger K, Skoog M, Wu JC, Shih C-K, Eckner K, Hattox S, Adams J, Rosehthal AS, Faanes R, Eckner RJ, Karp RA, Sullivan JL (1990) Science 250: 1411
7. Goldman ME, Nunberg JH, O'Brien JA, Quintero JC, Schleif WA, Freund KF, Gaul SL, Saari WS, Wal JS, Hoffman JM, Anderson PS, Hupe DJ, Emini EA, Stern AM (1991) Proc Natl Acad Sci USA 88: 6863
8. Romero DL, Busso M, Tan CK, Reusser F, Palmer JR, Poppe SM, Aristoff PA, Downey KM, So AG, Resnick L, Tarpley WG (1991) Proc Natl Acad Sci USA 88: 8806
9. Balzarin J, Pérez-Pérez M-J, San-Felix A, Schols D, Perno CF, Vandamme AM, Camarasa MJ, De Clercq E (1992) Proc Natl Acad Sci USA 89: 4392
10. Pauwels R, Andries K, Debyser Z, Van Daele P, Schols D, Stoffels P, De Vreese K, Woestenborghs R, Vandamme AM, Janssen CGM, Anne J, Cauwenbergh G, Desmyter J, Heykant J, Janseen MAC, De Clercq E, Janssen PAJ (1993) Proc Natl Acad Sci USA 90: 1711
11. Hsiou Y, Ding J, Das K, Clark AD, Boyer PL, Lewi P, Janssen PAJ, Kleim J-P, Roesner M, Hughes SH, Arnold E (2001) J Mol Biol 309: 437
12. Kohlstaedt LA, Wang J, Friedman JM, Rice PA, Steitz TA (1992) Science 256: 1783
13. Ren J, Esnouf R, Garman E, Somers D, Ross C, Kirby I, Keeling J, Darby G, Jones Y, Stuart D, Stammers D (1995) Nat Struct Biol 2: 293
14. Jacobo-Molina A, Ding J, Nanni RG, Clark AD, Lu X, Tantillo Ch, Williams RL, Kamer G, Ferris AL, Clrak P, Hizi A, Hughes SH, Arnold E (1993) Proc Natl Acad Sci USA 90: 6320
15. Ding J, Das K, Moereels H, Koymans L, Andries K, Janssen PA, Hughes SH, Arnold E (1995) Nat Struct Biol 2: 407
16. Hopkins AL, Ren J, Esnouf RM, Willcox BE, Jones EY, Ross C, Miyasaka T, Walker RT, Tanaka H, Stammers DK, Stuart DI (1996) J Med Chem 39: 1589
17. Hopkins AL, Ren J, Tanaka H, Baba B, Okamato M, Stuart DI, Stammers DK (1999) J Med Chem 42: 4500
18. Hannongbua S, Lawtrakul L, Limtrakul J (1996) J Comput Aided Mol Des 10: 145
19. Hannongbua S, Lawtrakul L, Sotriffer CA, Rode BM (1996) Quant Struct-Act Relat 15: 389
20. Lawtrakul L, Hannongbua S (1999) Sci Pharm 67: 43
21. Pungpo P, Hannongbua S, Wolschann P (2003) Curr Med Chem 10: 1661
22. Ren J, Esnouf RM, Hopkins AL, Warren J, Balzarini J, Stuart DI, Stammers DK (1998) Biochemistry 37: 14394
23. De Clercq E (1998) Antiviral Res 38: 153
24. Das K, Ding J, Hsiou Y, Clark AD Jr, Moereels H, Koymans L, Andries K, Pauwels R, Janssen PAJ, Boyer PL, Clark P, Smith RH Jr, Smith MBK, Michejda CJ, Hughes SH, Arnold E (1996) J Mol Biol 264: 1085
25. Hsiou Y, Das K, Ding J, Clark AD Jr, Kleim JP, Rosner M, Winkler I, Riess G, Hughes SH, Arnold E (1998) J Mol Biol 284: 313
26. Ren J, Nichols C, Bird L, Chamberlain P, Weaver K, Short S, Stuart DI, Stammer DK (2001) J Mol Biol 312: 795
27. Ren J, Milton J, Weaver KL, Short SA, Stuart DI, Stammers DK (2000) Structure 8: 1089
28. Esnouf R, Ren J, Ross C, Jones Y, Stammers D, Stuart D (1995) Nat Struct Biol 2: 303
29. Tripos Associates, Inc (1996) SYBYL Molecular Modelling Software, Version 6.5. St. Louis, MO
30. Frisch MJ, Trucks GW, Schlegel HB, Gill PMW, Johnson BG, Robb MA, Cheeseman JR, Keith T, Petersson GA, Montgomery JA, Raghavachari K, Al-Laham MA, Zakrzewski VG, Ortiz JV, Foresman JB, Peng CY, Ayala PY, Chen W, Wong MW, Andres JL, Replogle ES, Gomperts R, Martin RL, Fox DJ, Binkley JS, Defrees DJ, Baker J, Stewart JP, Head-Gordon M, Gonzales C, Pople JA (1995) Gaussian 94 (Version B 3); Gaussian Inc., Pittsburgh, PA
31. Laaksonen L (1999) User's manual for gOpenMol. Espoo, Finland
32. Oxford Molecular Ltd. (1997) Tsar 3.1 User guide. England
33. Jay Ponder Lab, Dept. of Biochemistry & Molecular Biophysics; Washington University School of Medicine (1998) TINKER-Software Tools for Molecular Design. St. Louis, Missouri
34. Weiner SJ, Kollman PA, Case DA, Singh UC, Ghio C, Alagona G, Profeta S, Weiner P (1984) J Am Chem Soc 106: 765