Microtubule inhibitors: Structure-activity analyses suggest rational models to identify potentially active compounds

Antimicrobial Agents and Chemotherapy

Volumn 40, Issue 4, 1996, Pages 947-952

  Callahan, Heather L ^a,b   Kelley, Colleen ^b,c   Pereira, Temizio ^a   Grogl, Max ^a,b  

^a US Army Medical Research Unit   (Brazil)

^b WALTER REED ARMY INSTITUTE OF RESEARCH   (United States)

^c NORTHERN ARIZONA UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

4 CHLORO 3,5 DINITROBENZOTRIFLUORIDE; ANTILEISHMANIAL AGENT; HERBICIDE; MICROTUBULE INHIBITORY FACTOR; TRIFLURALIN; UNCLASSIFIED DRUG;

ANTIPROTOZOAL ACTIVITY; ARTICLE; CARCINOGENICITY; DRUG IMPURITY; DRUG SENSITIVITY; LEISHMANIA; NONHUMAN; PRIORITY JOURNAL; PROMASTIGOTE; STRUCTURE ACTIVITY RELATION;

EID: 0029968352     PISSN: 00664804     EISSN: None     Source Type: Journal    
DOI: 10.1128/aac.40.4.947     Document Type: Article

References (40)

1. Akashi, T., K. Izumi, E. Nagano, M. Enomoto, K. Mizuno, and H. Shibaoka. 1988. Effects of propyzamide on tobacco cell microtubules in vivo and in vitro. Plant Cell Physiol. 29:1053-1062
2. Beck, S. 1993. Additional endpoints and overview of a mouse skeletal variant assay for detecting exposure to teratogens Teratology 47:147-157
3. Berman, J., J. Chulay, L. Hendricks, and C. Oster. 1982. Susceptibility of clinically sensitive and resistant Leishmania to pentavalent antimony in vitro. Am. J. Trop. Med. Hyg. 31:459-465.
4. Berman, J. D. 1994. Structure-function analysis of antimicrotubule dinitroamlines against promastigotes of the parasitic protozoan Leishmania mexicana. Antimicrob. Agents Chemother 38:1692-1693. (Letter to the editor.)
5. Callahan, H., M. Wolfgang, and M. Grogl. A novel paromomycin resistance mechanism in Leishmania tropica. Submitted for publication.
6. Callahan, H. L., T. Pereira, and M. Grogl. Unpublished data
7. Chan, M. M., and D. Fong. 1990. Inhibition of leishmamas but not host macrophages by the antitubulin herbicide trifluralin. Science 249:924-926.
8. Chan, M. M., and D. Fong. 1994. Structure-function analysis of antimicrotubule dinitroamlines against promastigotes of the parasitic protozoan Leishmania mexicana. Antimicrob. Agents Chemother 38:1692-1693. (Letter to the editor - author's reply.)
9. Chan, M. M., M. Grogl, C.-C. Chen, E. J. Bienen, and D. Fong. 1993. Herbicides to curb human parasitic infections: in vitro and in vivo effects of trifluralin on the trypanosomatid protozoans. Proc. Natl. Acad. Sci. USA 90: 5657-5661.
10. Chan, M. M., R. E. Triemer, and D. Fong. 1991. Effect of the antimicrotubule drug oryzalin on growth and differentiation of the parasitic protozoan Leishmania mexicana. Differentiation 46:15-21.
11. Chan, M. M.-Y., J. Tzeng, T. J. Emge, C.-T. Ho, and D. Fong. 1993 Structure-function analysis of antimicrotubule dinitroanilines against promastigotes of the parasitic protozoan Leishmania mexicana. Antimicrob. Agents Chemother. 37:1909-1913.
12. Cleary, A. L., and A. R. Hardham. 1988. Depolymerization of microtubule arrays in root tips by oryzalin and their recovery with modified nucleation patterns, Can. J. Bot. 66:2352-2366.
13. Ebert, E., K.-H. Leist, R. Hack, and G. Ehling. 1992. Toxicology and hazard potential of trifluralin Food Chem. Toxicol. 30:1031-1044.
14. Fong, D. 1993. Effect of the anti-microtubule compound tubulozole on Leishmama protozoan parasites in vitro. FEMS Microbiol. Lett 107:95-100.
15. Francis, P., J. Emmerson, E. Adams, and N, Owen. 1991. Oncogenicity study of trifluralin in B6C3F1 micc. Food Chem. Toxicol. 29:549-555.
16. Garriott, M., E. Adams, G. Probst, J. Emmerson, T. Oberly, D. Kindig, S. Neal, B. Bewsey, and M. Rexroat. 1991. Genotoxicity studies on the preemergence herbicide trifluralin. Mutat, Res. 260:187-193.
17. Grogl, M., T. N. Thomason, and E. D. Franke. 1992. Drug resistance in leishmaniasis: its implication in systemic chemotherapy of cutaneous and mucocutaneous disease. Am. J. Trop. Med. Hyg 47:117-126.
18. Gull, K. 1990. Microtubules as targets for chemotherapeutic attack, p. 12-13. In Report of a meeting on the development of drugs against african trypanosomiasis, teishmaniasis and Chagas disease (TDR/TRY/DRUG/90.4). World Health Organization, Geneva.
19. Hess, F., and D. Bayer. 1977. Binding of the herbicide trifturalin to Chlamydomonas flagellar tubulin. J. Cell Sci. 24:351-360.
20. Hess, F. D. 1987 Herbicide effects on the cell cycle of mcristematic plant cells. Rev. Weed Sci. 3:183-203.
21. Jackson, J., J. Tally, W. Ellis, Y. Mcbrahtu, P. Lawyer, J. Were, S. Reed, D. Panisko, and B. Limmer. 1990. Quantitative in vitro drug potency and drug susceptibility evaluation of Leishmania ssp. from patients unresponsive to pentavalent antimony therapy. Am. J. Trop. Med. Hyg. 43:464 480.
22. Kaidoh, T., J. Nath, H. Fujioka, V. Okoye, and M. Aikawa. 1995. Effect and localization of trifluralin in Plasmodium falciparum gametocytes: an electron microscopic study J. Eukaryot. Microbiol. 42:61-64.
23. Lacey, E. 1990. Mode of action of benzimidazoles. Parasitol. Today 6:112-115.
24. Morejohn, L., and D. Fosket. 1984 Inhibition of plant microtubule polymerization in vitro by the phosphoric amide herbicide amiprophos-methyl. Science 224:874-876.
25. Morejohn, L. C., T. E. Bureau, J. Mole-Bajer, A. S. Bajer, and D. E. Fosket. 1987. Oryzalin, a dinitroaniline herbicide, binds to plant tubulin and inhibits microtubule polymerization in vitro. Planta 172:252-264.
26. Nath, J., and I. Schneider. 1992. Anti-malarial effects of the anti-tubulin herbicide trifluralin: studies in Plasmodium falciparum. Clin. Res. 40:331 A.
27. Ouellette, M., and B. Papadopoulou. 1993. Mechanisms of drug resistance in Leishmania. Parasitol. Today 9:150-153.
28. Parka, S. J., and O. F. Soper. 1977. The physiology and mode of action of the dinitroanilinc herbicides Weed Sci. 25:79-87.
29. Sacks, D., R. Kenney, R. Kreutzer, C. Jaffe, A. Gupta, M. Sharma, S. Sinha, F, Neva, and R. Saran. 1995. Indian kala-azar caused by Leishmania tropica. Lancet 345:959-961.
30. Soper, Q. F. 1966. U.S. patent 3,257,190
31. Strachan, S., and F. Hess. 1983. The biochemical mechanism of action of the dinitroaniline herbicide oryzalin. Pestic. Biochem. Physiol. 20:141-150.
32. Thakur, C., G. Sinha, A. Pandey, D. Barat, and P. Sinha. 1993. Amphotericin B in resistant kala-azar in Bihar Natl. Med. J. India 6:57-60.
33. U.S. Environmental Protection Agency. 1989. Trifluralin, p. 803-819. In Drinking water health advisory. pesticides. Lewis Publishers, Chelsea, Mich.
34. Vaughn, K., and M. Vaughan. 1990 Structural and biochemical characterization of dinitroaniline-resistant Elcusine. ACS Symp. Ser. 421:364-375.
35. Vaughn, K. C. 1986. Cytological studies of dinitroaniline-resistant Eleusine Pestic. Biochem. Physiol 26:66-74.
36. Vaughn, K. C., and L. P. Lehnen, Jr. 1991. Mitotic disrupter herbicides. Weed Sci. 39:450-457.
37. Vaughn, K. C., M. D. Marks, and D. P. Weeks. 1987. A dinitroaniline-resistant mutant of Eleusine mdica exhibits cross-resistance and supersensitivity to antimicrotubule herbicides and drugs. Plant Physiol 83:956-964.
38. World Health Organization. 1991. Kala-azar surges on two fronts: the "killing disease" soars in south Sudan. TDR News 37:1-2.
39. World Health Organization. 1991. Occupational exposures in insecticide application, and some pesticides. IARC Monogr. Eval. Carcinog. Risks Hum 53:515-535.
40. World Health Organization. 1991. Tropical diseases, progress in research 1989-1990, p. 79-87. In Tenth programme report of the UNDP/World Bank/ W.H.O. Special Programme for Research and Training in Tropical Diseases. World Health Organization, Geneva.