Artículo

Contin, M.; Sepúlveda, C.; Fascio, M.; Stortz, C.A.; Damonte, E.B.; D'Accorso, N.B."Modified ribavirin analogues as antiviral agents against Junín virus" (2019) Bioorganic and Medicinal Chemistry Letters. 29(4):556-559
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Abstract:

In this work, several ribavirin analogues were synthesized and incorporated into a multivalent arrangement. Both were subsequently modified by the addition of polyhydroxylated residues. Their antiviral activity was tested against Junín virus, etiological agent responsible of Argentine hemorrhagic fever. Some compounds inhibited Junín virus in the range of 13.2–389.1 µM. Two modified ribavirin analogues presented an effective concentration comparable to ribavirin but with a higher selectivity index. © 2019 Elsevier Ltd

Registro:

Documento: Artículo
Título:Modified ribavirin analogues as antiviral agents against Junín virus
Autor:Contin, M.; Sepúlveda, C.; Fascio, M.; Stortz, C.A.; Damonte, E.B.; D'Accorso, N.B.
Filiación:CONICET – Universidad de Buenos Aires, Centro de Investigaciones en Hidratos de Carbono (CIHIDECAR), Intendente Güiraldes 2160, Buenos Aires, PC:1428, Argentina
CONICET – Universidad de Buenos Aires, Instituto de Química Biológica de la Facultad de Ciencias Exactas y Naturales (IQUIBICEN), Intendente Güiraldes 2160, Buenos Aires, PC:1428, Argentina
Universidad de Buenos Aires, Facultad de Ciencias Exactas y Naturales, Departamento de Química Orgánica, Intendente Güiraldes 2160, Buenos Aires, PC:1428, Argentina
Universidad de Buenos Aires, Facultad de Ciencias Exactas y Naturales, Departamento de Química Biológica, Intendente Güiraldes 2160, Buenos Aires, PC:1428, Argentina
Palabras clave:1,2,3-Triazole ribose conjugates; Antiviral; Click chemistry; Junín virus; ribavirin; antiviral activity; Argentine hemorrhagic fever; Article; cell viability; drug conformation; drug determination; drug efficacy; drug selectivity; drug structure; EC50; Junin virus; nonhuman
Año:2019
Volumen:29
Número:4
Página de inicio:556
Página de fin:559
DOI: http://dx.doi.org/10.1016/j.bmcl.2018.12.063
Handle:http://hdl.handle.net/20.500.12110/paper_0960894X_v29_n4_p556_Contin
Título revista:Bioorganic and Medicinal Chemistry Letters
Título revista abreviado:Bioorg. Med. Chem. Lett.
ISSN:0960894X
CODEN:BMCLE
CAS:ribavirin, 36791-04-5
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0960894X_v29_n4_p556_Contin

Referencias:

  • McCormick, J.B., Fisher-Hoch, J.P., Lassa fever (2002) Curr Top Microbiol Immunol, 262, pp. 75-109
  • Enría, D.A., Briggiler, A.M., Sánchez, Z., Treatment of Argentine hemorrhagic fever (2008) Antiviral Res, 78, pp. 132-139
  • He, X.P., Zeng, Y.L., Zang, Y., Li, J., Field, R.A., Chen, G.R., Carbohydrate CuAAC click chemistry for therapy and diagnosis (2016) Carbohydr Res, 429, pp. 1-22
  • Chabre, Y.M., Roy, R., Design and creativity in synthesis of multivalent neoglycoconjugates (2010) Advances in carbohydrate chemistry and biochemistry, pp. 165-393. , D. Horton Elsevier Amsterdam
  • Al-Mughaid, H., Al-Zoubi, R.M., Paul, N.K., Grindley, T.B., Unique tetrameric and hexameric mannoside clusters prepared by click chemistry (2015) Carbohydr Res, 417, pp. 27-33
  • Tyagi, M., Taxak, N., Bharatam, P.V., Nandanwar, H., Ravindranathan Kartha, K.P., Mechanochemical click reaction as a tool for making carbohydrate-based triazole-linked self-assembling materials (CTSAMs) (2015) Carbohydr Res, 407
  • Gueron, G., Avanzo, R., Shuster, F., Differential effect of heterocyclic D-ribofuranoside derivatives on human prostate cancer cell viability and cell cycle progression (2014) Biomed Pharmacother, 68, pp. 847-854
  • Hayes, W., Osborn, H.M.I., Osborne, S.D., Rastall, R.A., Romagnoli, B., One-pot synthesis of multivalent arrays of mannose mono- and disaccharides (2003) Tetrahedron, 59, pp. 7983-7996
  • Xu, L.Q., Yao, F., Fu, G.D., Kang, E.T., Interpenetrating network hydrogels via simultaneous “Click Chemistry” and atom transfer radical polymerization (2010) Biomacromolecules, 11, pp. 1810-1817
  • Logue, M.W., Han, B.H., A direct conversion of 1-O-acyl-2,3-O-isopropylidene-D-ribofuranose into D-ribofuranosylazides (1983) Carbohydr Res, 121, pp. 287-297
  • Novakova, V., Uslukobak, R.Z., Kučera, R., The effect of the number of carbohydrate moieties on the azaphthalocyanine properties (2012) Dalton Trans, 41, pp. 10596-10604
  • Chaveriat, L., Gosselin, L.I., Machut, C., Martin, P., Synthesis, surface tension properties and antibacterial activities of amphiphilic D-galactopyranose derivatives (2013) Eur J Med Chem, 62, pp. 177-186
  • Fujii, M., Sudo, S., Kitagawa, Y., Kato, K.J., Efficient synthesis of a water-soluble glucoamide inhibitor against human aldose reductase by Click Chemistry (2013) J Carbohydr Chem, 32, pp. 424-437. , https://www.tandfonline.com/doi/abs/10.1080/07328303.2013.816852
  • Camarasa, M.J., Alonso, R., De las Heras, F.G., 2,3,5-Tri-O-acety-β-D-ribofuranosylazide and 2,3-O-isopropylidene-5-O-trityl-α-D-ribofuranosylazide (1980) Carbohydr Res, 83, pp. 152-156
  • Pujol, C.A., Sepúlveda, C.S., Richmond, V., Maier, M.S., Damonte, E.B., Polyhydroxylated sulfated steroids derived from 5α-cholestanes as antiviral agents against herpes simplex virus (2016) Arch Virol, 161, pp. 1993-1999

Citas:

---------- APA ----------
Contin, M., Sepúlveda, C., Fascio, M., Stortz, C.A., Damonte, E.B. & D'Accorso, N.B. (2019) . Modified ribavirin analogues as antiviral agents against Junín virus. Bioorganic and Medicinal Chemistry Letters, 29(4), 556-559.
http://dx.doi.org/10.1016/j.bmcl.2018.12.063
---------- CHICAGO ----------
Contin, M., Sepúlveda, C., Fascio, M., Stortz, C.A., Damonte, E.B., D'Accorso, N.B. "Modified ribavirin analogues as antiviral agents against Junín virus" . Bioorganic and Medicinal Chemistry Letters 29, no. 4 (2019) : 556-559.
http://dx.doi.org/10.1016/j.bmcl.2018.12.063
---------- MLA ----------
Contin, M., Sepúlveda, C., Fascio, M., Stortz, C.A., Damonte, E.B., D'Accorso, N.B. "Modified ribavirin analogues as antiviral agents against Junín virus" . Bioorganic and Medicinal Chemistry Letters, vol. 29, no. 4, 2019, pp. 556-559.
http://dx.doi.org/10.1016/j.bmcl.2018.12.063
---------- VANCOUVER ----------
Contin, M., Sepúlveda, C., Fascio, M., Stortz, C.A., Damonte, E.B., D'Accorso, N.B. Modified ribavirin analogues as antiviral agents against Junín virus. Bioorg. Med. Chem. Lett. 2019;29(4):556-559.
http://dx.doi.org/10.1016/j.bmcl.2018.12.063