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Abstract:

Trypanosoma cruzi, the agent of Chagas disease, expresses a unique enzyme, the trans-sialidase (TcTS) involved in the transfer of sialic acid from host glycoconjugates to mucins of the parasite. Crystallographic studies showed two sites in the catalytic region of TcTS, one binding the sialic acid donor and the other involved in binding terminal β-D-galactopyranosyl-containing compounds. We have previously described that lactose derivatives effectively inhibited the transfer of sialic acid to N-acetyllactosamine. On the other hand, oseltamivir is a sialic acid mimetic effective against some types of influenza virus. In this paper we report covalent conjugation of oseltamivir with lactose and lactobionolactone with the aim to obtain a bi-substrate potential inhibitor. The behavior of the new compounds in the TcTS reaction was studied. © ARKAT-USA, Inc.

Registro:

Documento: Artículo
Título:Synthesis of oseltamivir conjugates with lactose analogs for inhibition studies on Trypanosoma cruzi trans-sialidase
Autor:Giorgi, M.E.; Piuselli, D.; Agusti, R.; De Lederkremer, R.M.
Filiación:CIHIDECAR, Departamento de Química Orgánica, Ciudad Universitaria, Pabellón II, 1428 Buenos Aires, Argentina
Palabras clave:Inhibitors; Lactose derivatives; Oseltamivir; Trans-sialidase; Trypanosoma cruzi
Año:2011
Volumen:2011
Número:7
Página de inicio:260
Página de fin:271
DOI: http://dx.doi.org/10.3998/ark.5550190.0012.722
Título revista:Arkivoc
Título revista abreviado:Arkivoc
ISSN:1551-701
CODEN:AGFUA
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_1551-701_v2011_n7_p260_Giorgi

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Citas:

---------- APA ----------
Giorgi, M.E., Piuselli, D., Agusti, R. & De Lederkremer, R.M. (2011) . Synthesis of oseltamivir conjugates with lactose analogs for inhibition studies on Trypanosoma cruzi trans-sialidase. Arkivoc, 2011(7), 260-271.
http://dx.doi.org/10.3998/ark.5550190.0012.722
---------- CHICAGO ----------
Giorgi, M.E., Piuselli, D., Agusti, R., De Lederkremer, R.M. "Synthesis of oseltamivir conjugates with lactose analogs for inhibition studies on Trypanosoma cruzi trans-sialidase" . Arkivoc 2011, no. 7 (2011) : 260-271.
http://dx.doi.org/10.3998/ark.5550190.0012.722
---------- MLA ----------
Giorgi, M.E., Piuselli, D., Agusti, R., De Lederkremer, R.M. "Synthesis of oseltamivir conjugates with lactose analogs for inhibition studies on Trypanosoma cruzi trans-sialidase" . Arkivoc, vol. 2011, no. 7, 2011, pp. 260-271.
http://dx.doi.org/10.3998/ark.5550190.0012.722
---------- VANCOUVER ----------
Giorgi, M.E., Piuselli, D., Agusti, R., De Lederkremer, R.M. Synthesis of oseltamivir conjugates with lactose analogs for inhibition studies on Trypanosoma cruzi trans-sialidase. Arkivoc. 2011;2011(7):260-271.
http://dx.doi.org/10.3998/ark.5550190.0012.722