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- Title
Synthesis of N-Substituted (3S,4S)- and (3R,4R)-Pyrrolidine-3,4-diols: Search for New Glycosidase Inhibitors.
- Authors
Robert Lysek; Pierre Vogel
- Abstract
N-Substituted (3S,4S)- and (3R,4R)-pyrrolidine-3,4-diols 9 and 10, respectively, were derived from (+)-L- and (-)-D-tartaric acid, respectively. Compounds 9k, 9l, and 9m with the N-substituents, BnNH(CH2)2, 4-PhC6H4CH2NH(CH2)2 and 4-ClC6H4CH2NH(CH2)2, respectively, showed modest inhibitory activities toward a-D-amyloglucosidases from Aspergillus niger and from Rhizopus mold (Table 4;1). Unexpectedly, several (3R,4R)-pyrrolidine-3,4-diols 10 showed inhibitory activities toward a-D-mannosidases from almonds and from jack bean (Table 4;3). N-Substitution by the NH2(CH2)2 group, i.e., 10g, led to the highest potency.
- Subjects
PYRROLIDINE; DOMOIC acid; MONILIACEAE; PRUNUS
- Publication
Helvetica Chimica Acta, 2004, Vol 87, Issue 12, p3167
- ISSN
0018-019X
- Publication type
Article