Synthesis and biological investigation of S-aryl-S-DABO derivatives as HIV-1 inhibitors

Bioorganic and Medicinal Chemistry Letters

Volumn 16, Issue 13, 2006, Pages 3541-3544

  Mugnaini, Claudia ^a   Manetti, Fabrizio ^a   Esté, José A ^b   Clotet Codina, Imma ^b   Maga, Giovanni ^c   Cancio, Reynel ^c   Botta, Maurizio ^a   Corelli, Federico ^a  

^a UNIVERSITY OF SIENA   (Italy)

^b HOSPITAL UNIVERSITARI GERMANS TRIAS I PUJOL   (Spain)

^c CNR   (Italy)

Author keywords

HIV 1; Microwave assisted synthesis; Pyrimidinones; RT inhibitors; S DABO derivatives

Indexed keywords

ANTI HUMAN IMMUNODEFICIENCY VIRUS AGENT; DIHYDROALKYLTHIOBENZYLOXOPYRIMIDINE; EFAVIRENZ; NEVIRAPINE; RNA DIRECTED DNA POLYMERASE; RNA DIRECTED DNA POLYMERASE INHIBITOR; THIOURACIL; UNCLASSIFIED DRUG;

ANTIVIRAL ACTIVITY; ARTICLE; ARYLATION; CHEMICAL REACTION; DRUG ACTIVITY; DRUG EFFICACY; DRUG SYNTHESIS; HUMAN; HUMAN CELL; LYMPHOID CELL; MICROWAVE IRRADIATION; SYNTHESIS;

ANTI-HIV AGENTS; BINDING SITES; CELL DEATH; CELL LINE; HIV-1; HIV-1 REVERSE TRANSCRIPTASE; HUMANS; MICROBIAL SENSITIVITY TESTS; MICROWAVES; MOLECULAR STRUCTURE; PYRIMIDINES; REVERSE TRANSCRIPTASE INHIBITORS; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP;

HUMAN IMMUNODEFICIENCY VIRUS 1;

EID: 33646828006     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2006.03.080     Document Type: Article

References (25)

1. Meadows D.C., and Gervay-Hague J. Chem. Med. Chem 1 (2006) 16
2. Castro H.C., Loureiro L.I., Pujol-Luz M., Souza A.M., Albuquerque M.G., Santos D.O., Cabral L.M., Frugulhetti I.C., and Rodrigues C.R. Curr. Med. Chem. 3 (2006) 313
3. Tronchet J.M., and Seman M. Curr. Top. Med. Chem. 13 (2003) 1496
4. Tarby C. Curr. Top. Med. Chem. 4 (2005) 1045
5. Sluis-Cremer N., Alpay Temiz N., and Bahar I. Curr. HIV Res. 2 (2004) 323
6. Zhang Z., Hamatake R., and Hong Z. Antivir. Chem. Chemother. 3 (2004) 121
7. Antinori A., Zaccarelli M., Cingolani A., Forbici F., Rizzo M.G., Trotta M.P., Di Giambenedetto S., Narciso P., Ammassari A., Girardi E., De Luca A., and Perno C.F. AIDS Res. Hum. Retroviruses 12 (2002) 835
8. Das K., Clark A.D., Lewi P.J., Heeres J., de Jonge M.R., Koymans L.M.H., Vinkers H.M., Daeyaert F., Ludovici D.W., Kukla M.J., De Corte B., Kavash R.W., Ho C.Y., Ye H., Lichtenstein M.A., Andries K., Pauwels R., de Béthune M.-P., Boyer P.L., Clark P., Hughes S.H., Janssen P.A.J., and Arnold E. J. Med. Chem. 47 (2004) 2550
9. Das k., Lewi P.J., Hughes S.H., and Arnold E. Prog. Biophys. Mol. Biol. 88 (2005) 209
10. Mai A., Artico M., Sbardella G., Massa S., Loi A.G., Tramontano E., Scano P., and La Colla P. J. Med. Chem. 38 (1995) 3258
11. He Y., Chen F., Sun G., Wang Y., De Clercq E., Balzarini J., and Pannecouque C. Bioorg. Med. Chem. Lett. 14 (2004) 3173
12. Manetti F., Esté J.A., Clotet-Codina I., Armand-Ugon M., Maga G., Crespan E., Cancio R., Mugnaini C., Bernardini C., Togninelli A., Carmi C., Alongi M., Petricci E., Massa S., Corelli F., and Botta M. J. Med. Chem. 48 (2005) 8000
13. Mai A., Artico M., Sbardella G., Massa S., Novellino E., Greco G., Loi A.G., Tramontano E., Marongiu M.E., and La Colla P. J. Med. Chem. 42 (1999) 619
14. Arndt F. Justus Liebigs Ann. Chem 384 (1911) 322
15. Botta M., Occhionero F., Nicoletti R., Mastromarino P., Conti C., Magrini M., and Saladino R. Bioorg. Med. Chem. 7 (1999) 1925
16. Masquelin T., Sprenger D., Baer R., Gerber F., and Mercadal Y. Helv. Chim. Acta 81 (1998) 646
17. Dalby K.N., and Jencks W.P. J. Chem. Soc. Perkin Trans. 2 (1997) 1555
18. Falco E.A., Hitchings G.H., and Russel P.B. J. Am. Chem. Soc. 71 (1949) 362
19. Ley S.V., and Thomas A.W. Angew. Chem. Int. Ed. 42 (2003) 5400
20. Herradura P.S., Pendola K.A., and Guy R.K. Org. Lett. 2 (2000) 2019
21. Lengar A., and Kappe C.O. Org. Lett. 6 (2004) 771
22. Bakkestuen A.K., and Gundersen L.-L. Tetrahedron Lett 44 (2003) 3359
23. 2S: C, 60.95; H, 4.31; N, 7.48. Found: C, 61.03; H, 4.28; N, 7.57.
24. Armand-Ugon M., Clotet-Codina I., Tintori C., Manetti F., Clotet B., Botta M., and Esté J.A. Virology 343 (2005) 141
25. Bosch B., Clotet-Codina I., Blanco J., Pauls E., Coma G., Cedeno S., Mitjans F., Llano A., Bofill M., Clotet B., Piulats J., and Este J.A. Antiviral Res. 69 (2006) 173