Synthesis and antimycobacterial activity of novel amino alcohols containing central core of the anti-HIV drugs lopinavir and ritonavir

Chemical Biology and Drug Design

Volumn 78, Issue 6, 2011, Pages 1031-1034

  Gomes, Claudia R B ^a   Moreth, Marcele ^a   Cardinot, Danielle ^a   Kopke, Valquiria ^a   Cunico, Wilson ^a,b   da Silva Lourenço, Maria Cristina ^c   de Souza, Marcus V N ^a  

^a INSTITUTO OSWALDO CRUZ   (Brazil)

^b FEDERAL UNIVERSITY OF PELOTAS   (Brazil)

^c Funda??o Oswaldo Cruz   (Brazil)

Author keywords

Amino alcohol; Drugs; Lopinavir; Ritonavir; Tuberculosis

Indexed keywords

AMINOALCOHOL; ETHAMBUTOL; LOPINAVIR; RITONAVIR;

ANTIBACTERIAL ACTIVITY; ANTIBIOTIC SENSITIVITY; ARTICLE; BACTERIAL STRAIN; DRUG SYNTHESIS; MINIMUM INHIBITORY CONCENTRATION; MYCOBACTERIUM TUBERCULOSIS; NONHUMAN; PRIORITY JOURNAL;

AMINO ALCOHOLS; ANTI-HIV AGENTS; ANTITUBERCULAR AGENTS; ETHAMBUTOL; LOPINAVIR; MYCOBACTERIUM TUBERCULOSIS; RITONAVIR; STRUCTURE-ACTIVITY RELATIONSHIP;

MYCOBACTERIUM TUBERCULOSIS;

EID: 81355138239     PISSN: 17470277     EISSN: 17470285     Source Type: Journal    
DOI: 10.1111/j.1747-0285.2011.01244.x     Document Type: Article

References (23)

1. De Souza M.V.N., Vasconcelos T.R.A. (2005) Drugs against tuberculose: past, present and future. Quim Nova;28:678-682.
2. De Souza M.V.N. (2006) Promising drugs against tuberculosis. Recent Pat Anti-Infect Drug Discov;1:33-44.
3. De Souza M.V.N. (2006) Current Status and future prospect for new therapies for pulmonary tuberculosis. Curr Opin Pulm Med;12:167-171.
4. Ferreira M.L., Vasconcelos T.R.A., de Carvalho E.M., Lourenço M.C.S., Wardell S.M.S.V., Wardell J.L., Ferreira V.F., de Souza M.V.N. (2009) Synthesis and antitubercular activity of novel Schiff bases derived from d-mannitol. Carbohyd Res;344:2042-2047.
5. de Oliveira P.S.M., Ferreira V.F., de Souza M.V.N., de Carvalho E.M. (2008) Synthesis of aminoalcohols from D-mannitol. Quím Nova;31:776-780.
6. Yendapally R., Lee R.E. (2008) Design, synthesis, and evaluation of novel ethambutol analogues. Bioorg Med Chem Lett;18:1607-1611.
7. Brik A., Wong C.-H. (2003) HIV-1 protease: mechanism and drug discovery. Org Biomol Chem;1:5-14.
8. Ghosh A.K., Bilcer G., Schiltz G. (2001) Syntheses of FDA approved HIV protease inhibitors. Synthesis;15:2203-2229.
9. Parikh S., Gut J., Istvan E., Goldberg D.E., Havlir D.V., Rosenthal P.J. (2005) Antimalarial activity of human immunodeficiency virus type 1 protease inhibitors. Antimicrob Agents Chemother;49:2983-2985.
10. Andrews K.T., Fairlie D.P., Madala P.K., Ray J., Wyatt D.M., Hilton P.M., Melville L.A., Beattie L., Gardiner D.L., Reid R.C., Stoermer M.J., Skinner-Adams T., Berry C., McCarthy J.S. (2006) Potencies of human immunodeficiency virus protease inhibitors in vitro against Plasmodium falciparum and in vivo against murine malaria. Antimicrob Agents Chemother;50:639-648.
11. Cunico W., Ferreira M.L.G., Ferreira T.G., Penido C., Henriques M.G.M.O., Krettli L.G., Varotti F.P., Krettli A.U. (2008) Synthesis and Antimalarial Activity of Novel Hydroxyethylamines, Potential Aspartyl Protease Inhibitors. Lett Drug Des Discov;5:178-181.
12. Cunico W., Gomes C.R.B., Moreth M., Manhanini D.P., Figueiredo I.H., Penido C., Henriques M.G.M.O., Varotti F.P., Krettli A.U. (2009) Synthesis and antimalarial activity of hydroxyethylpiperazine derivatives. Eur J Med Chem;44:1363-1368.
13. Cunico W., Gomes C.R.B., Facchinetti V., Moreth M., Penido C., Henriques M.G.M.O., Varotti F.P., Krettli L.G., Krettli A.U., da Silva F.S., Caffarena E.R., de Magalhães C.S. (2009) Synthesis, antimalarial evalution and molecular modeling studies of hydroxyethylpiperazines, potential aspartyl protease inhibitors, part 2. Eur J Med Chem;44:3816-3820.
14. Savoia D., Allice T., Tovo P.-A. (2005) Antileishmanial activity of HIV protease inhibitors. Int J Antimicrob Agents;26:92-94.
15. Lourenço M.C.S., Ferreira M.L., De Souza M.V.N., Peralta M.A., Vasconcelos T.R.A., Henriques M.G.M.O. (2008) Synthesis and anti-mycobacterial activity of (E)-N′-(monosubstituted-benzylidene)isonicotinohydrazide derivatives. Eur J Med Chem;43:1344-1347.
16. Ferreira M.L., Cardoso L.N.F., Gonçalves R.S.B., Da Silva E.T., Lourenço M.C.S., Vicente F.R., De Souza M.V.N. (2008) Synthesis and antitubercular evaluation of N'-[(E) (hydroxy, methoxy and ethoxy-substituted-phenyl) Methylidene]isonicotinohydrazide derivatives. Lett Drug Des Discov;5:137-140.
17. Lourenço M.C., De Souza M.V.N., Pinheiro A.C., Ferreira M.L., Gonçalves R.S.B., Nogueira T.C.M., Peralta M.A. (2007) Evaluation of anti-tubercular activity of nicotinic and isoniazid analogues. ARKIVOC;XV:181-191.
18. Taveira A.F., Le Hyriac M., Reis E.F.C., Araújo D.P., Ferreira A.P., De Souza M.A., Alves L.L., Lourenço M.C.S., Vicente F.R.C., De Almeida M.V. (2007) Preparation and antitubercular activities of alkylated amino alcohols and their glycosylated derivatives. Bioorg Med Chem;15:7789-7794.
19. De Almeida M.A., Le Hyriac M., Amarante G.W., Lourenço M.C.S., Brandão M.L.L. (2007) Synthesis of amphiphilic galactopyranosyl diamines and amino alcohols as antitubercular agents. Eur. J. Med. Chem.;42:1076-1083.
20. Franzblau S.G., Witzig R.S., McLaughlin J.C., Torres P., Madico G., Hernandez A., Degnan M.T., Cook M.B., Quenzer V.K., Ferguson R.M., Gilman R.H. (1998) Rapid, low-technology MIC determination with clinical mycobacterium tuberculosis isolates by using the microplate Alamar blue assay. J Clin Microbiol;36:362-366.
21. Vanitha J.D., Paramasivan C.N. (2004) Evaluation of microplate Alamar blue assay for drug susceptibility testing of Mycobacterium avium complex isolates. Diagn Micr Infect Dis;49:179-182.
22. Reis R.S., Neves I. Jr, Lourenço S.L.S., Fonseca L.S., Lourenço M.C.S. (2004) Comparison of flow cytometric and Alamar Blue tests with the proportional method for testing susceptibility of Mycobacterium tuberculosis to rifampin and isoniazid. J Clin Microbiol;42:2247-2248.
23. Cunico W., Gomes C.R.B., Ferreira M.L.G., Ferreira T.G., Cardinot D., de Souza M.V.N., Lourenço M.C.S. (2011) Synthesis and antimycobacterial activity of novel amino alcohol derivatives. Eur J Med Chem;46:974-978.