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Barradas, J.S.; Errea, M.I.; D'Accorso, N.B.; Sepúlveda, C.S.; Talarico, L.B.; Damonte, E.B. "Synthesis and antiviral activity of azoles obtained from carbohydrates" (2008) Carbohydrate Research. 343(14):2468-2474
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Abstract:

Herein we describe the synthesis of 1,2,4-triazolyl-3-thione;1,3,4-oxadiazole, and imidazo[2,1-b]thiazole derivatives from carbohydrates. The antiviral activity of these compounds was tested against Dengue and Junin virus (the etiological agent of Argentine hemorrhagic fever). The 3-(p-bromobenzoyl)-5-(1,2-O-isopropylidene-3-O-methyl-α-d-xylofuranos-5-ulos-5-yl)imidazo[2,1-b]thiazole was able to inhibit the replication of both viruses in Vero cells at concentration significantly lower than the CC50. © 2008 Elsevier Ltd. All rights reserved.

Registro:

Documento: Artículo
Título:Synthesis and antiviral activity of azoles obtained from carbohydrates
Autor:Barradas, J.S.; Errea, M.I.; D'Accorso, N.B.; Sepúlveda, C.S.; Talarico, L.B.; Damonte, E.B.
Filiación:CIHIDECAR-CONICET, Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Pabellon 2, Ciudad Universitaria, 1428 Buenos Aires, Argentina
Laboratorio de Virología, Departamento de Biológica, Facultad de Ciencias Exactas y Naturales, Pabellon 2, Ciudad Universitaria, 1428 Buenos Aires, Argentina
Palabras clave:1,2,4-Triazolyl-3-thione; 1,3,4-Oxadiazole; Antiviral activity; Carbohydrates; Imidazo[2,1-b]thiazole; Arsenic compounds; Biomolecules; Carbohydrates; Chlorine compounds; Concentration (process); Organic compounds; Viruses; 1,2,4-Triazolyl-3-thione; 1,3,4-Oxadiazole; Antiviral activities; Antiviral activity; Etiological agents; Imidazo[2,1-b]thiazole; Isopropylidene; Junin virus; Thiazole derivatives; Vero cells; Complexation; 1,2 o isopropylidene alpha dextro xylopentadialdo 1,4 furanose(2 bromobenzoyl)hydrazone; 1,2 o isopropylidene alpha dextro xylopentadialdo 1,4 furanose(2 chlorobenzoyl)hydrazone; 1,2 o isopropylidene alpha dextro xylopentadialdo 1,4 furanose(3 bromobenzoyl)hydrazone; 1,2 o isopropylidene alpha dextro xylopentadialdo 1,4 furanose(3 chlorobenzoyl)hydrazone; 1,2 o isopropylidene alpha dextro xylopentadialdo 1,4 furanose(4 bromobenzoyl)hydrazone; 1,2 o isopropylidene alpha dextro xylopentadialdo 1,4 furanose(4 chlorobenzoyl)hydrazone; 1,2,4 triazolyl 3 thione; 1,3,4 oxadiazole derivative; 2 (1,2 o isopropylidene alpha dextro xylo tetrafuranos 4 yl) 5 (2 bromophenyl) 1,3,4 oxadiazole; 2 (1,2 o isopropylidene alpha dextro xylo tetrafuranos 4 yl) 5 (2 chlorophenyl) 1,3,4 oxadiazole; 2 (1,2 o isopropylidene alpha dextro xylo tetrafuranos 4 yl) 5 (3 bromophenyl) 1,3,4 oxadiazole; 2 (1,2 o isopropylidene alpha dextro xylo tetrafuranos 4 yl) 5 (3 chlorophenyl) 1,3,4 oxadiazole; 2 (1,2 o isopropylidene alpha dextro xylo tetrafuranos 4 yl) 5 (4 bromophenyl) 1,3,4 oxadiazole; 2 (1,2 o isopropylidene alpha dextro xylo tetrafuranos 4 yl) 5 (4 chlorophenyl) 1,3,4 oxadiazole; 3 (4 bromobenzoyl) 5 (1,2 o isopropylidene 3 o methyl alpha dextro xylofuranos 5 ulo 5 yl)imidazo[2,1 b]thiazole; 3 (4 bromobenzoyl) 5 (1,2 o isopropylidene 3 o methyl alpha dextro xylofuranos 5 ulos 5 yl)imidazo[2,1 b]thiazole; 3 benzoyl 5 (1,2 o isopropylidene 3 o methyl alpha dextro xylofuranos 5 ulo 5 yl)imidazo[2,1-b]thiazole; 3,5 di o acetyl 6 deoxy 1,2 isopropylidene 6 [(4 bromobenzohydrazinecarbothionyl)amino]alpha dextro glucofuranose; 5 (4 clorophenyl) 4 (1,2 o isopropylidene alpha dextro glucofuranos 6 yl) 1,2,4 triazoline 3 thione; 6 bromo 5 deoxy 1,2 o isopropylidene 3 o methyl alpha dextro xylo hexofuranos 5 ulose; 6 bromo 6 deoxy 1,2 o isopropylidene 3 o methyl alpha dextro glucofuranose; antivirus agent; imidazo[2,1 b]thiazole derivative; n (5 benzoylthiazol 2 yl) n,n dimethylformamidine; n' (5 4 bromobenzoylthiazol 2 yl) n,n dimethylformamidine; unclassified drug; animal cell; antiviral activity; article; carbon nuclear magnetic resonance; Dengue virus; drug structure; drug synthesis; Junin virus; nonhuman; priority journal; proton nuclear magnetic resonance; structure activity relation; Vero cell; Animals; Antiviral Agents; Azoles; Carbohydrates; Cercopithecus aethiops; Dengue Virus; Inhibitory Concentration 50; Junin virus; Toxicity Tests; Vero Cells; Junin virus
Año:2008
Volumen:343
Número:14
Página de inicio:2468
Página de fin:2474
DOI: http://dx.doi.org/10.1016/j.carres.2008.06.028
Título revista:Carbohydrate Research
Título revista abreviado:Carbohydr. Res.
ISSN:00086215
CODEN:CRBRA
CAS:Antiviral Agents; Azoles; Carbohydrates
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v343_n14_p2468_Barradas

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Citas:

---------- APA ----------
Barradas, J.S., Errea, M.I., D'Accorso, N.B., Sepúlveda, C.S., Talarico, L.B. & Damonte, E.B. (2008) . Synthesis and antiviral activity of azoles obtained from carbohydrates. Carbohydrate Research, 343(14), 2468-2474.
http://dx.doi.org/10.1016/j.carres.2008.06.028
---------- CHICAGO ----------
Barradas, J.S., Errea, M.I., D'Accorso, N.B., Sepúlveda, C.S., Talarico, L.B., Damonte, E.B. "Synthesis and antiviral activity of azoles obtained from carbohydrates" . Carbohydrate Research 343, no. 14 (2008) : 2468-2474.
http://dx.doi.org/10.1016/j.carres.2008.06.028
---------- MLA ----------
Barradas, J.S., Errea, M.I., D'Accorso, N.B., Sepúlveda, C.S., Talarico, L.B., Damonte, E.B. "Synthesis and antiviral activity of azoles obtained from carbohydrates" . Carbohydrate Research, vol. 343, no. 14, 2008, pp. 2468-2474.
http://dx.doi.org/10.1016/j.carres.2008.06.028
---------- VANCOUVER ----------
Barradas, J.S., Errea, M.I., D'Accorso, N.B., Sepúlveda, C.S., Talarico, L.B., Damonte, E.B. Synthesis and antiviral activity of azoles obtained from carbohydrates. Carbohydr. Res. 2008;343(14):2468-2474.
http://dx.doi.org/10.1016/j.carres.2008.06.028