RCB20, an experimental benzimidazole derivative, affects tubulin expression and induces gross anatomical changes in Taenia crassiceps cysticerci
详细信息    查看全文
  • 作者:Adrián Márquez-Navarro (1)
    América Pérez-Reyes (1)
    Armando Zepeda-Rodríguez (2)
    Olivia Reynoso-Ducoing (1)
    Alicia Hernández-Campos (3)
    Francisco Hernández-Luis (3)
    Rafael Castillo (3)
    Lilian Yépez-Mulia (4)
    Javier R. Ambrosio (1)
  • 刊名:Parasitology Research
  • 出版年:2013
  • 出版时间:June 2013
  • 年:2013
  • 卷:112
  • 期:6
  • 页码:2215-2226
  • 全文大小:755KB
  • 参考文献:1. Alvarez LI, Mottier ML, Lanusse CE (2007) Drug transfer into target helminth parasites. Trends Parasitol 23:97-04 CrossRef
    2. Ambrosio J, Landa A, Merchant MT, Laclette JP (1994) Protein uptake by cysticerci of / Taenia crassiceps. Arch Med Res 25:325-30
    3. Ambrosio J, Cruz-Rivera M, Allan J, Morán E, Ersfeld K, Flisser A (1997) Identification and partial characterization of a myosin-like protein from cysticerci and adults of / Taenia solium using a monoclonal antibody. Parasitology 114:545-53
    4. Ambrosio JR, Reynoso-Ducoing O, Hernández-Sanchez H, Correa-Pi?a D, González-Malerva L, Cruz-Rivera M, Flisser A (2003) Actin expression in / Taenia solium cysticerci (Cestoda): tisular distribution and detection of isoforms. Cell Biol Int 27:727-33 CrossRef
    5. Ambrosio JR (2007) Cytoskeletal proteins of parasites as therapeutic agents. In: Terrazas LI (ed) Advances in the immunobiology of parasitic diseases. Research Signpost, Kerala, pp 73-0. ISBN 81-308-0166-3
    6. Bantscheff M, Drewes G (2012) Chemoproteomic approaches to drug target identification and drug profiling. Bioorg Med Chem 20:1973-978 CrossRef
    7. Brusca RC, Brusca GJ (2003) Invertebrates, 2nd edn. McGraw-Hill-Interamericana, Madrid
    8. Bryan J, Wilson L (1971) Are cytoplasmic microtubules heteropolymers? Proc Natl Acad Sci U SA 68:1762-766 CrossRef
    9. Chambers E, Ryan LA, Hoey EM, Trudgett A, McFerran NV, Fairweather I, Timson DJ (2010) Liver fluke β-tubulin isotype 2 binds albendazole and is thus a probable target of this drug. Parasitol Res 107:1257-264 CrossRef
    10. Dayan AD (2003) Albendazole, mebendazole, and praziquantel. Review of non-clinical toxicity and pharmacokinetics. Acta Trop 86:141-59 CrossRef
    11. de Forges H, Bouissou A, Perez F (2012) Interplay between microtubule dynamics and intracellular organization. Int J Biochem Cell Biol 44:266-74
    12. Freedman H, Luchko T, Luduena RF, Tuszynski JA (2011) Molecular dynamics modeling of tubulin C-terminal tail interactions with the microtubule surface. Proteins 79:2968-982 CrossRef
    13. Garnham C, Roll-Mecak A (2012) The chemical complexity of cellular microtubules: Tubulin post-translational modification enzymes and their roles in tuning microtubule functions. Cytoskeleton 69:442-63
    14. Hammond J, Cai D, Verhey KJ (2008) Tubulin modifications and their cellular functions. Curr Opin Cell Biol 20:71-6 CrossRef
    15. Harris G, Schaefer KL (2009) The microtubule-targeting agent T0070907 induces proteasomal degradation of tubulin. Biochem Biophys Res Commun 388:345-49 CrossRef
    16. Hernández-Campos A, Ibarra-Velarde F, Vera-Montenegro Y, Rivera-Fernández N, Castillo R (2002) Synthesis and fasciolicidal activity of 5-chloro-2-methylthio-6-(1-naphthyloxy)-1H-benzimidazole. Chem Pharm Bull 50:649-52 CrossRef
    17. Hernández-Luis F, Hernández-Campos A, Castillo R, Navarrete-Vázquez G, Soria-Arteche O, Hernández-Hernández M, Yépez-Mulia L (2010) Synthesis and biological activity of 2-(trifluoromethyl)-1H-benzimidazole derivatives against some protozoa and / Trichinella spiralis. Eur J Med Chem 45:3135-141 CrossRef
    18. Janke C, Bulinsky JC (2011) Post-translational regulation of the microtubule cytoskeleton: mechanisms and functions. Nat Rev Mol Cell Biol 12:773-86 CrossRef
    19. Kumar D, McGeown JG, Reynoso-Ducoing O, Ambrosio JR, Fairweather I (2003) Observations on the musculature and isolated muscle fibres of the liver fluke, / Fasciola hepatica. Parasitology 127:457-73 CrossRef
    20. Lacey E (1988) The role of the cytoskeletal protein, tubulin, in the mode of action and mechanism of drug resistance to benzimidazoles. Int J Parasitol 18:885-36 CrossRef
    21. Lacey E (1990) Mode of action of benzimidazoles. Parasitol Today 6:112-15 CrossRef
    22. Libusová L, Dráber P (2006) Multiple tubulin forms in ciliated protozoan / Tetrahymena and / Paramecium species. Protoplasma 227:65-6 CrossRef
    23. Lodish H, Berk A, Kaiser CA, Krieger M, Scott MP, Bretscher A, Ploegh H, Matsudaria P (2008) Molecular cell biology, 6th edn. WH Freeman, New York, pp 796-00
    24. Luchko T, Huzil JT, Stepanova M, Tuszynski J (2008) Conformational analysis of the carboxy-terminal tails of human beta-tubulin isotypes. Biophys J 94:1971-982 CrossRef
    25. MacDonald LM (2003) Characterization of the benzimidazole-binding site on the cytoskeletal protein tubulin. / PhD thesis. Murdoch University, Perth, Western Australia
    26. MacRae TH (1997) Tubulin post-translational modifications. Enzymes and their mechanisms of action. Eur J Biochem 244:265-78 CrossRef
    27. Martin RJ (1997) Modes of action of anthelmintic drugs. Vet J 154:11-34 CrossRef
    28. Márquez-Navarro A, Nogueda-Torres B, Hernández-Campos A, Soria-Arteche O, Castillo R, Rodríguez-Morales S, Yépez-Mulia L, Hernández-Luis F (2009) Anthelmintic activity of benzimidazole derivatives against / Toxocara canis second-stage larvae and / Hymenolepis nana adults. Acta Trop 109:232-35 CrossRef
    29. McConville M, Brennan GP, Flanagan A, Edgar HWJ, McCoy M, Castillo R, Hernández-Campos A, Fairweather I (2008) Surface and internal tegumental changes in juvenile / Fasciola hepatica following treatment in vivo with the experimental fasciolicide, compound alpha. Vet Parasitol 153:52-4 CrossRef
    30. McConville M, Brennan GP, Flanagan A, Edgar HWJ, Hanna REB, McCoy M, Gordon AW, Castillo R, Hernández-Campos A, Fairweather I (2009a) An evaluation of the efficacy of compound alpha and triclabendazole against two isolates of / Fasciola hepatica. Vet Parasitol 162:75-8 CrossRef
    31. McConville M, Brennan GP, Flanagan A, Hanna REB, Edgar HWJ, Castillo R, Hernández-Campos A, Fairweather I (2009b) Surface changes in adult / Fasciola hepatica following treatment in vivo with experimental fasciolicide, compound alpha. Parasitol Res 105:757-67 CrossRef
    32. Moore J (2006) An introduction to the invertebrates, 2nd edn. Cambridge University Press, Cambridge CrossRef
    33. Mottier ML, Alvarez LI, Pis MA, Lanusse CE (2003) Transtegumental diffusion of benzimidazoles anthelmintics into / Moniezia benedeni: correlation with their octanol-water partition coefficients. Exp Parasitol 103:1- CrossRef
    34. Nogales E (2000) Structural insights into microtubule function. Annu Rev Biochem 69:277-02 CrossRef
    35. Pisano C, Battistoni A, Antoccia A, Degrassi F, Tanzarella C (2000) Changes in microtubule organization after exposure to a benzimidazole derivative in Chinese hamster cells. Mutagenesis 15:507-15 CrossRef
    36. Rivera N, Ibarra F, Zepeda A, Fortoul T, Cantó G, Hernández A, Castillo R (2005) The effect of the 5-chloro-2-methylthio-6-(1-naphtyloxy)-1H-benzimidazole on the tegument of immature / Fasciola hepatica in their natural host. Parasitol Res 95:379-82 CrossRef
    37. Robinson MW, McFerran N, Trudgett A, Hoey L, Fairweather I (2004) A possible model of benzimidazole binding to β-tubulin disclosed by invoking an inter-domain movement. J Mol Graph Model 23:275-84 CrossRef
    38. Rojas-Aguirre Y, Yépez-Mulia L, Castillo I, López-Vallejo F, Soria-Arteche O, Hernández-Campos A, Castillo R, Hernández-Luis F (2011) Studies on 6-chloro-5-(1-naphthyloxy)-2-(trifluoromethyl)-1H-benzimidazole/ 2-hydroxypropyl-β-cyclodextrin association: Characterization, molecular modeling studies, and in vivo anthelminthic activity. Bioorg Med Chem 19:789-97 CrossRef
    39. Schaefer KL, Takahashi H, Morales VM, Harris G, Barton S, Osawa E, Nakajima A, Saubermann LJ (2007) PPARgamma inhibitors reduce tubulin protein levels by a PPARgamma, PPARdelta and proteasome-independent mechanism, resulting in cell cycle arrest, apoptosis and reduced metastasis of colorectal carcinoma cells. Int J Cancer 120:702-13 CrossRef
    40. Smith JD, McManus DP (1989) The physiology and biochemistry of cestodes. Cambridge University Press, New York CrossRef
    41. Tuszynski JA, Carpenter EJ, Huzil JT, Malinski W, Luchko T, Luduena RF (2006) The evolution of the structure of tubulin and its potential consequences for the role and function of microtubules in cells and embryos. Int J Dev Biol 50:341-58 CrossRef
    42. Valverde-Islas L, Arrangoiz E, Vega E, Robert L, Villanueva R, Reynoso-Ducoing O, Willms K, Zepeda-Rodríguez A, Fortoul T, Ambrosio JR (2011) Visualization and 3D reconstruction of flame cells of / Taenia solium (Cestoda). PLoS One 6:e14754 CrossRef
    43. Vaughan S, Dawe HR (2011) Common themes in centriole and centrosome movements. Trends Cell Biol 21:57-6 CrossRef
    44. Westermann S, Weber K (2003) Post-translational modifications regulate microtubule function. Nat Rev Mol Cell Biol 4:938-47 CrossRef
    45. Willms K, Zurabian R (2010) / Taenia crassiceps: in vivo and in vitro models. Parasitology 137:335-46 CrossRef
    46. Wloga D, Gaertig J (2010) Post-translational modifications of microtubules. J Cell Sci 123:3447-455 CrossRef
  • 作者单位:Adrián Márquez-Navarro (1)
    América Pérez-Reyes (1)
    Armando Zepeda-Rodríguez (2)
    Olivia Reynoso-Ducoing (1)
    Alicia Hernández-Campos (3)
    Francisco Hernández-Luis (3)
    Rafael Castillo (3)
    Lilian Yépez-Mulia (4)
    Javier R. Ambrosio (1)

    1. Facultad de Medicina, Departamento de Microbiología y Parasitología, Universidad Nacional Autónoma de México, 04510, México, DF, Mexico
    2. Facultad de Medicina, Departamento de Biología Celular y Tisular, Universidad Nacional Autónoma de México, 04510, México, DF, Mexico
    3. Facultad de Química, Departamento de Farmacia, Universidad Nacional Autónoma de México, México, DF, 04510, Mexico
    4. Unidad de Investigación Médica en Enfermedades Infecciosas y Parasitarias, Instituto Mexicano del Seguro Social, 06720, México, DF, Mexico
  • ISSN:1432-1955
文摘
Helminth β-tubulins are the targets of benzimidazole (BZM) carbamate compounds. The specificity of the interactions between such compounds and their in vivo targets depends on the presence of specific amino acid residues in the target molecules. To discover new and effective anthelmintic drugs, we used a medicinal chemistry approach to synthesize a series of BZM derivatives that exploited the BZM moiety as a template. We have previously found that one compound, 2-(trifluoromethyl)-1H-benzimidazole (RCB20), has better in vitro and in vivo activity than albendazole sulfoxide (ABZSO). In the present study, the effect of RCB20 and ABZSO treatment on expression of Taenia crassiceps cysticerci cytoskeletal proteins such as actin, myosin II, and tubulin isoforms was examined. The effects of RCB20 and ABZSO after 11?days treatment of the parasites was evaluated by light, confocal, and electron microscopy, and by immunochemistry and immunohistochemistry. The RCB20-induced effects were more rapid than the ABZSO-induced effects on the parasites. In the RCB20-treated parasites, we observed gross-structural damage at the whole parasite level, particularly in the inner tissues and flame cells. Changes in the expression patterns of the cytoskeletal proteins, as assessed by immunohistochemistry and immunoblotting, revealed that the most important drug-induced effect on the parasites was a reduction in the expression level of tyrosinated α-tubulins. Our research findings suggest that RCB20 treatment affected posttranslational modification of parasite α-tubulin molecules, which involved removal of the α-tubulin carboxy-terminal tyrosine.

© 2004-2018 中国地质图书馆版权所有 京ICP备05064691号 京公网安备11010802017129号

地址:北京市海淀区学院路29号 邮编:100083

电话:办公室:(+86 10)66554848;文献借阅、咨询服务、科技查新:66554700