28224-74-0Relevant academic research and scientific papers
Synthesis of new analogues of salacinol containing a pendant hydroxymethyl group as potential glycosidase inhibitors
Nasi, Ravindranath,Pinto, B. Mario
, p. 2305 - 2311 (2007/10/03)
The synthesis of new analogues of the naturally occurring glycosidase inhibitor, salacinol, and its ammonium analogue, ghavamiol is described. These analogues contain an additional hydroxymethyl group at C-1, which was intended to form additional polar co
Synthesis of C2-symmetric guanidino-sugars as potent inhibitors of glycosidases
Le Merrer, Yves,Gauzy, Laurence,Gravier-Pelletier, Christine,Depezay, Jean-Claude
, p. 307 - 320 (2007/10/03)
A series of enantiomerically pure C2-Symmetric guanidino-sugars was synthesized from D-mannitol. The first method described involves direct opening of a bis-epoxide by guanidine, whereas the second one deals with a mercury-catalyzed transformation of a cyclic thiourea into a N,N',N'- trisubstituted guanidine as a key step. The biological activity of these compounds towards several glycosidases has been evaluated. One of them (5) was found to selectively inhibit α-L-fucosidase of bovin kidney (2.8 μM). (C) 2000 Elsevier Science Ltd.
Synthesis of amphiphilic polyhydroxylated pyrrolidines as potential glycosidase inhibitors
Esposito, Annamaria,Falorni, Massimo,Taddei, Maurizio
, p. 6543 - 6546 (2007/10/03)
Several polyhydroxylated pyrrolidines with an aliphatic long chain on the ring nitrogen were prepared starting from D-mannitol. An amphiphilic bis- azasugar scaffold has been also prepared. These products behave as cationic surfactants and show a promising anti HIV-1 activity.
Short-step synthesis of chiral C2-symmetric 2,3,4,5-tetrasubstituted pyrrolidines from D-mannitol and their use as chiral ligands in the reaction of diethylzinc and benzaldehyde
Masaki,Oda,Kazuta,Usui,Itoh,Xu
, p. 5089 - 5092 (2007/10/02)
(3R,4R)-bis(hydroxy)-(2S,5S)-bis(hydroxymethyl)-pyrrolidine and related chiral C2-symmetric pyrrolidines including D2-symmetric 1,2-bis(1-pyrrolidino)-ethanes and N-hydroxyethylpyrrolidines were synthesized highly practically from D-
