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 Rodriguez 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 | 2022-03-04 |
Publicado en |
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Resumen | Through the reductive amination of N-[(tert-butoxy)carbonyl]-2,5-dideoxy-2,5-imino-3,4-Oisopropylidene-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-Oisopropylidene-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 αmannosidase 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. |
Agencias financiadoras | Swiss National Science Foundation (SNFS) European Cooperation in Science and Technology (COST) Office Fédéral de l'Education et de la Science (Bern) Dirección General de Investigación Científica y Técnica (DGICYT). España SOCRATES (EPFL/Sevilla) program |
Identificador del proyecto | 20-63667.00
2100-063567.00/1 D13/0001/99 BQU-2001-3779 |
Cita | Gerber-Lemaire, S., Popowycz, F., Rodriguez 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, XII, 23-37. |
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