Polyhydroxypyrrolidine glycosidase inhibitors related to (+)-lentiginosine
2000
Abstract
(+)-Lentiginosine (14) and (7R)-7-hydroxylentiginosine (26), powerful inhibitors of amyloglucosidases, and their enantiomers were obtained in high overall yields by a multistep synthesis involving 1,3-dipolar cycloaddition of enantiopure tartaric acid derived pyrroline N-oxides. Structurally related (S,S)-3,4-dihydroxypyrrolidines 29-33 were synthesized as simpler models and tested towards 24 glycosidases.
Details
Title
Polyhydroxypyrrolidine glycosidase inhibitors related to (+)-lentiginosine
Author(s)
Cardona, F. ; Goti, A. ; Picasso, S. ; Vogel, P. ; Brandi, A.
Published in
Journal of Carbohydrate Chemistry
Volume
19
Issue
4-5
Pages
585-601
Date
2000
ISSN
0732-8303
Keywords
Note
Univ Florence, CNR, Ctr Studio Chim & Strutt Composti Eterociclici &, Dipartimento Chim Organ Ugo Schiff, I-50121 Florence, Italy. Univ Lausanne, BCH, Inst Chim Organ, CH-1015 Lausanne, Switzerland.
Laboratories
LGSA
Record Appears in
Scientific production and competences > SB - School of Basic Sciences > SB Archives > LGSA - Laboratory of Glycochemistry and Asymmetric Synthesis
Peer-reviewed publications
Work produced at EPFL
Journal Articles
Published
Peer-reviewed publications
Work produced at EPFL
Journal Articles
Published
Record creation date
2005-11-09