Intermolecular interactions in the crystal structures of potential HIV-1 integrase inhibitors

Bioorganic and Medicinal Chemistry Letters

Volumn 16, Issue 4, 2006, Pages 1005-1009

  Majerz Maniecka, Katarzyna ^a   Musiol, Robert ^b   Nitek, Wojciech ^a   Oleksyn, Barbara J ^a   Mouscadet, Jean Francois ^c   Bret, Marc Le ^c   Polanski, Jaroslaw ^b  

^a JAGIELLONIAN UNIVERSITY   (Poland)

^b UNIVERSITY OF SILESIA   (Poland)

^c Ecole Normale Superieure de Cachan   (France)

Author keywords

Crystal structure; HIV 1 integrase inhibitor; Quinoline

Indexed keywords

2 METHYL QUINOLINE 5,8 DIONE 5 OXIME; 2 [(2,5 DICHLORO 4 NITRO PHENYLAMINO)METHOXY METHYL] 8 HYDROXY QUINOLINE; INTEGRASE; INTEGRASE INHIBITOR; QUINOLINE DERIVATIVE; UNCLASSIFIED DRUG; VIRUS ENZYME;

ANTIVIRAL ACTIVITY; ARTICLE; CRYSTAL STRUCTURE; DRUG STRUCTURE; ENZYME INHIBITION; HUMAN IMMUNODEFICIENCY VIRUS 1; HYDROGEN BOND; MOLECULAR INTERACTION; NONHUMAN; X RAY CRYSTALLOGRAPHY;

HUMAN IMMUNODEFICIENCY VIRUS 1;

EID: 30344486281     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2005.10.083     Document Type: Article

References (22)

1. J. Stephenson JAMA 287 13 2002 1635
2. Y. Goldgur, R. Craigie, G. Cohen, T. Fujiwara, T. Yoshinaga, T. Fujishita, H. Sugimoto, T. Endo, H. Murai, and D. Davies PNAS 96 1999 13040
3. D.J. Hazuda, P. Felock, M. Witmer, A. Wolfe, K. Stillmock, J.A. Grobler, A. Espeseth, L. Gabryelski, W. Schleif, C. Blau, and M.D. Miller Science 28 2000 7646
4. Y.-Q. Long, X.-H. Jiang, R. Dayam, T. Sanchez, R. Shoemaker, S. Sei, and N. Neamati J. Med. Chem. 47 2004 2561
5. K. Mekouar, J.-F. Mouscadet, D. Desmaele, F. Subra, H. Leh, D. Savoure, Ch. Auclair, and J. d'Angelo J. Med. Chem. 41 1998 2846
6. J. Polanski, F. Zouhiri, L. Jeanson, D. Desmaële, J. d'Angelo, J. Mouscadet, R. Gieleciak, J. Gasteiger, and M. Le Bret J. Med. Chem. 45 2002 4647
7. Y. Pommier, A.A. Johnson, and C. Marchand Nat. Rev. Drug Discov. 4 2005 236
8. F. Zouhiri, D. Desmaele, J. d'Angelo, M. Ourevitch, J.-F. Mouscadet, H. Leh, and M. Le Bret Tetrahedron Lett. 42 2001 8189
9. D.A. Erlanson, R.S. McDowell, and T. O'Brien J. Med. Chem. 47 2004 3463
10. T. Mitchell, and M. Cherry Innovations Pharm. Technol. 16 2005 34
11. Polanski, J.; Niedbala, H.; Musiol, R.; Podeszwa, B.; Tabak, D.; Palka, A.; Mencel, A.; Mouscadet, J.-F.; Gieleciak, R.; Bak, A.; Magdziarz, T.; Le Bret. M. J. Med. Chem. 2005, submitted.
12. J. Polanski, H. Niedbala, R. Musiol, D. Tabak, B. Podeszwa, R. Gieleciak, A. Bak, A. Palka, and T. Magdziarz Acta Pol. Pharm. Drug Res. 61 2005 3
13. A. Altomare, G. Cascarano, C. Giacovazzo, A. Guagliardi, A. Moliterni, M. Burla, G. Polidori, M. Camalli, and R. Spagna J. Appl. Crystallogr. 27 1994 436
14. Sheldrick, G. M. SHELXL97, Program for crystal structure refinement, University of Göttingen, Germany, 1997.
15. L.J. Farrugia J. Appl. Crystallogr. 30 1997 565
16. H.-B. Bürgi, and J. Dunitz Structure Correlation 1994 VCH Weinheim
17. J.Y. Qi, L.Q. Qiu, Q.Y. Yang, Z.Y. Zhou, and A. Chan Acta Crystallogr. Sec. E 59 2003 o102
18. J.Y. Qi, L.Q. Qiu, Q.Y. Yang, Z.Y. Zhou, and A. Chan Acta Crystallogr. Sec. E 59 2003 o104
19. M.J.S. Dewar, E.G. Zoebisch, E.F. Healy, and J.J.P. Stewart J. Am. Chem. Soc. 107 1985 3902
20. SYBYL. Molecular Modeling Software, TUTORIAL MANUAL, Version 6.0, February 1993, Tripos Ass., Inc.
21. Musiol R; Niedbala H; Polanski J. Pol. J. Chem. 2005, submitted.
22. Compound structures, synthesis, and analysis data available in Supplementary material.