Synthesis, and biological evaluation of new 1,3,4-thiadiazolium-2-phenylamine derivatives against Leishmania amazonensis promastigotes and amastigotes

European Journal of Medicinal Chemistry

Volumn 37, Issue 12, 2002, Pages 979-984

  Da Silva, Edson F ^a   Canto Cavalheiro, Marilene M ^b   Braz, Viviane R ^a   Cysne Finkelstein, Léa ^b   Leon, Leonor L ^b   Echevarria, Aurea ^a  

^a FEDERAL RURAL UNIVERSITY OF RIO DE JANEIRO   (Brazil)

^b INSTITUTO OSWALDO CRUZ   (Brazil)

Author keywords

1,3,4 thiadiazolium 2 aminide; Antileishmanial activity; Mesoionic compounds

Indexed keywords

1,3,4 THIADIAZOLIUM 2 AMINIDE; ANILINE DERIVATIVE; ANTILEISHMANIAL AGENT; PENTAMIDINE ISETHIONATE; THIADIAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

AMASTIGOTE; ARTICLE; ASSAY; CONTROLLED STUDY; CULTURE MEDIUM; DRUG SCREENING; DRUG SYNTHESIS; LEISHMANIA; NONHUMAN; PROMASTIGOTE;

ANILINE COMPOUNDS; ANIMALS; DOSE-RESPONSE RELATIONSHIP, DRUG; DRUG DESIGN; LEISHMANIA BRAZILIENSIS; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; MOLECULAR CONFORMATION; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 0036946453     PISSN: 02235234     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0223-5234(02)01401-0     Document Type: Article

References (33)

1. Tropical Disease Research: Progress 1997-1998, World Health Organization, Geneva, 1999.
2. Grimaldi G. Jr., McMahon-Pratt D. Prog. Clin. Parasitol. 2:1991;73-118.
3. Grimaldi G. Jr., Tesh R.B. Clin. Microbiol. Rev. 6:1993;230-260.
4. Grynberg N.F., Gomes R.M., Shinzato T.O., Echevarria A., Miller J. Anticancer Res. 12:1992;1025-1028.
5. Grynberg N.F., Santos A.C., Echevarria A. Anti-cancer Drugs. 8:1997;88-91.
6. Kier L.B., Roche E.B. J. Pharm. Sci. 56:1967;149-168.
7. Cadena S.M.S.C., Carnieri E.G.S., Echevarria A., Oliveira M.B.M. FEBS Lett. 440:1998;46-50.
8. Shinzato T.O., Grynberg N.F., Gomes R.M., Echevarria A., Miller J. Med. Sci. Res. 17:1989;865-866.
9. Lähteenmäki L., Sievi E., Vapaatalo H. Br. J. Pharmacol. 125:1998;402-408.
10. Vilpo J.Á., Vilpo L.M., Vuorinen P., Moilanen E., Metsä K.T. Anticancer Drug Des. 12:1997;75-89.
11. Berman J.D. Clin. Infect. Dis. 24:1997;684-703.
12. Olliaro P.L., Bryceson A.D.M. Parasitol. Today. 9:1993;323-328.
13. Croft S.L. Parasitology. 114:1997;S3-15.
14. Sand M., Kron M.A., Brown R.B. Rev. Infect. Dis. 7:1985;625-634.
15. Kinnamon K.E., Steck E.A., Rane D.S. Antimicrob. Ag. Chemother. 15:1979;157-160.
16. Sanches-Delgado R.A., Lazardi K., Rincón L., Urbina J.A., Hubert A.J., Noels N.A. J. Med. Chem. 36:1993;2041-2043.
17. Mesa-Valle C.M., Moraelda-Lindez V., Craciunescu D.G., Alonso M.P., Osuna A. Arzneim.-Forsch./Drug Res. 43:1993;1010-1013.
18. Schavartzapel A.J., Zhong L., Docampo R., Rodrigues J.B., Gros E.G. J. Med. Chem. 40:1997;2314-2322.
19. Santos A.C.S., Echevarria A. Magn. Reson. Chem. 30:2001;182-186.
20. Tieze L. Reactions and Synthesis in the Organic Chemistry Laboratory. 1988;1988 Mill Vall, California.
21. Marckwald W. Chem. Ber. 25:1892;3098-3104.
22. Stewart F., Seiler J., Res Lab US Air Force Academy, Colorado Springs, CO80840. The MOPAC Program is Available from the Quantum Chemistry Program Exchange 455, 1990.
23. Canto-Cavalheiro M.M., Echevarria A., Souza M.A.S., Cysne-Finkelstein L., Torres M.A.D., Leon L.L. Arzneim.-Forsch./Drug Res. 50:2000;925-928.
24. Callahan H.L., Portal A.C., Devereaux R., Grogl M. Antimicrob. Ag. Chemother. 41:1997;1-5.
25. Sereno D., Lemesre J. Antimicrob. Ag. Chemother. 41:1997;972-976.
26. Turco S.J., Sacks D.L. Mol. Biochem. Parasitol. 45:1991;91-99.
27. Hansch C., Leo A., Hoekman D. Exploring QSAR: Hydrophobic, Electronic, and Steric Constants, ACS Professional Reference Book. 1995;American Chemical Society, Washington, DC.
28. House H.O. Modern Synthetic Reactions. 2nd ed. 1972;The Benjamin Cumming Publishing Company, Menlo Park, California.
29. Hendricks L.D., Wood D.E., Hajduk M.E. Parasitology. 76:1978;309-316.
30. Bates P.A. Parasitology. 107:1993;143-146.
31. Bates P.A. Parasitology. 108:1994;4-9.
32. Cysne-Finkelstein L., Aguiar-Alves F., Temporal R.M., Leon L.L. Exp. Parasitol. 89:1998;58-62.
33. Canto-Cavalheiro M.M., Echevarria A., Araújo C.A.C., Bravo M.F., Santos L.H.S., Jansen A.M., Leon L.L. Microbios. 90:1997;51-60.