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  4. Polyhydroxypyrrolidine glycosidase inhibitors related to (+)-lentiginosine
 
research article

Polyhydroxypyrrolidine glycosidase inhibitors related to (+)-lentiginosine

Cardona, F.
•
Goti, A.
•
Picasso, S.
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2000
Journal of Carbohydrate Chemistry

(+)-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.

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Type
research article
DOI
10.1080/07328300008544101
Author(s)
Cardona, F.
Goti, A.
Picasso, S.
Vogel, P.  
Brandi, A.
Date Issued

2000

Published in
Journal of Carbohydrate Chemistry
Volume

19

Issue

4-5

Start page

585

End page

601

Subjects

Aza-c-disaccharides

•

alpha-glucosidase inhibitors

•

pyrroline n-oxides

•

cyclic nitrones

•

syncytium formation

•

beta-glycosidases

•

castanospermine

•

cycloaddition

•

lentiginosine

•

swainsonine

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.

Editorial or Peer reviewed

REVIEWED

Written at

EPFL

EPFL units
LGSA  
Available on Infoscience
November 9, 2005
Use this identifier to reference this record
https://infoscience.epfl.ch/handle/20.500.14299/219761
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