Artículo
Synthesis of tri- and tetramines containing two 2,3-dihydroxypyrrolidine moieties and their inhibitory activity toward α-mannosidases
Autor/es | Gerber-Lemaire, S.
Popowycz, Florence Rodríguez García, Eliazar Schütz, Catherine Carmona Asenjo, Ana Teresa Robina Ramírez, Inmaculada Vogel, Pierre |
Departamento | Universidad de Sevilla. Departamento de Química orgánica |
Fecha de publicación | 2002 |
Fecha de depósito | 2020-06-05 |
Publicado en |
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Resumen | Through the reductive amination of N-[(tert-butoxy)carbonyl]-2,5-dideoxy-2, 5-imino-3,4-O-isopropylidene-L-ribose with tetramethylenediamine, hexamethylenediamine, 2,7-diaminofluorene, 4,4′-diaminodiphenylmethane and ... Through the reductive amination of N-[(tert-butoxy)carbonyl]-2,5-dideoxy-2, 5-imino-3,4-O-isopropylidene-L-ribose with tetramethylenediamine, hexamethylenediamine, 2,7-diaminofluorene, 4,4′-diaminodiphenylmethane and 1,4-(diaminomethyl)benzene, five tetramines containing two (2R,3R,4S)-2- aminomethylpyrrolidine-3,4-diol moieties have been prepared and assayed for their inhibitory activities toward 24 glycosidases. Tetramines containing the tetramethylene or benzene-1,4-dimethylene linkers are more potent α-mannosidase inhibitors than simple (2R,3R,4S)-2-aminomethylpyrrolidine- 3,4-diols. Triamines such as (2S,3R,4S)-bis(3,4-dihydroxy-pyrrolidin-2-ethyl) amine were also prepared and shown to be better α-mannosidase inhibitors than (2S,3R,4S)-2-(2-aminoethyl)pyrrolidin-3,4-diol. |
Cita | Gerber-Lemaire, S., Popowycz, F., Rodríguez García, E., Schütz, C., Carmona Asenjo, A.T., Robina Ramírez, I. y Vogel, P. (2002). Synthesis of tri- and tetramines containing two 2,3-dihydroxypyrrolidine moieties and their inhibitory activity toward α-mannosidases. Arkivoc, 12, 23-37. |
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