Exploration of novel thiobarbituric acid-, rhodanine- and thiohydantoin-based HIV-1 integrase inhibitors

Bioorganic and Medicinal Chemistry Letters

Volumn 19, Issue 13, 2009, Pages 3615-3618

  Rajamaki, Suvi ^a   Innitzer, Anna ^a   Falciani, Chiara ^a   Tintori, Cristina ^a   Christ, Frauke ^b   Witvrouw, Myriam ^b   Debyser, Zeger ^b   Massa, Silvio ^a   Botta, Maurizio ^a  

^a UNIVERSITY OF SIENA   (Italy)

^b UNIVERSITY OF LEUVEN   (Belgium)

Author keywords

HIV 1; Integrase inhibitors; Rhodanine; SAR study; Thiobarbituric acid; Thiohydantoin

Indexed keywords

ANTI HUMAN IMMUNODEFICIENCY VIRUS AGENT; INTEGRASE INHIBITOR; RALTEGRAVIR; RHODANINE DERIVATIVE; THIOBARBITURIC ACID DERIVATIVE; THIOHYDANTOIN DERIVATIVE; UNCLASSIFIED DRUG;

ANTIVIRAL ACTIVITY; ARTICLE; CELL VIABILITY; COMPUTER ANALYSIS; CONTROLLED STUDY; DRUG CYTOTOXICITY; DRUG SCREENING; HUMAN; HUMAN CELL; HUMAN IMMUNODEFICIENCY VIRUS 1; IC 50; NONHUMAN; STRUCTURE ACTIVITY RELATION; VIRUS INHIBITION; VIRUS REPLICATION;

ANTI-HIV AGENTS; CELL LINE; HIV INTEGRASE; HIV INTEGRASE INHIBITORS; HIV-1; HUMANS; RHODANINE; STRUCTURE-ACTIVITY RELATIONSHIP; THIOBARBITURATES; THIOHYDANTOINS;

HUMAN IMMUNODEFICIENCY VIRUS 1;

EID: 66749112434     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2009.04.132     Document Type: Article

References (21)

1. Meadows D.C., and Gervay-Hague J. Chem. Med. Chem. 1 (2006) 16
2. De Clerq E. J. Med. Chem. 48 (2005) 1297
3. Yin P.D., Das D., and Mitsuya H. Cell. Mol. Life Sci. 63 (2006) 1706
4. Imamichi T. Curr. Chem. Pharm. Des. 10 (2004) 4039
5. Reviews:. Esposito D., and Craigie R. Adv. Virus Res. 52 (1999) 319
6. Assante-Appiah E., and Skalka A.M. Adv. Virus Res. 12 (1999) 2231
7. Selected reviews include:. Dayam R., Gundla R., Al-Mawsawi L.Q., and Neamati N. Med. Res. Rev. 28 (2008) 118
8. Pommier Y., Johnson A.A., and Marchand C. Nat. Rev. Drug Discovery 4 (2005) 236
9. Hazuda D.J., Felock P., Witmer M., Wolfe A., Stillmock K., Grobler J.A., Espeset A., Gabryelski L., Schleif W., Blau C., and Miller M.D. Science 287 (2000) 646
10. Evering T.H., and Markowitz M. Drugs Today 12 (2007) 865
11. Summa V., Petrocchi A., Bonelli F., Crescenzi B., Donghi M., Ferrara M., Fiore F., Gardelli C., Gonzalez Paz O., Hazuda D.J., Jones P., Kinzel O., Laufer R., Monteaguado E., Muraglia E., Nizi E., Orvieto F., Pace P., Pescatore G., Scarpelli R., Stillmock K., Witmer M.V., and Rowley M. J. Med. Chem. 51 (2008) 5843
12. Mugnaini C., Rajamaki S., Tintori C., Corelli F., Massa S., Witvrouw M., Debyser Z., Veljkovic V., and Botta M. Bioorg. Med. Chem. Lett. 17 (2007) 5370
13. Tintori C., Corradi V., Magnani M., Manetti F., and Botta M. J. Chem. Inf. Model 8 (2008) 2166
14. http://www.asinex.com/prod/gold.html (accessed June 2007).
15. Deprez E., Barbe S., Kolaski M., Leh H., Zouhiri F., Auclair C., Brochon J.-C., Le Bret M., and Mouscadet J.-F. Mol. Pharm. 65 (2004) 85
16. Malinowski S. Polish J. Chem. 27 (1953) 54
17. Huff, B. E.; Koenig, T. M.; Mitchell, D.; Staszak, M. A. In Organic Syntheses, 3rd ed.; Smith, A. B., Eds.; Organic Synthesis; 1997, Vol. 75, pp 53-59.
18. McClure M.S., Glover B., McSorley E., Millar A., Osterhout M.H., and Roschangar F. Org. Lett. 3 (2001) 1677
19. Dox A.W., and Pl aisance G.P. J. Am. Chem. Soc. 38 (1916) 2164
20. Unangst P.C., Connor D.T., Cetenko W.A., Sorenson R.J., Kostlan C.R., Sircar J.C., Wright C.D., Schrier D.J., and Dyer R.D. J. Med. Chem. 37 (1994) 322
21. Biological testing was performed as reported earlier:. Dubois M., Bailly F., Mbemba G., Mouscadet J.-F., Debyser Z., Witvrouw M., and Cotelle P. J. Med. Chem. 51 (2008) 2575