Premium
Recent Advances in the Total Synthesis of Piperidine Azasugars
Author(s) -
Pearson Morwenna S. M.,
MathéAllainmat Monique,
Fargeas Valérie,
Lebreton Jacques
Publication year - 2005
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200400823
Subject(s) - chemistry , piperidine , human immunodeficiency virus (hiv) , iminosugar , glycoside hydrolase , drug discovery , combinatorial chemistry , stereochemistry , computational biology , biochemistry , enzyme , virology , biology
Since the discovery of nojirimycin, a glycosidase inhibitor, polyhydroxylated piperidines (also called azasugars: the ring O ‐atom of a carbohydrate is replaced by nitrogen) have attracted considerable attention and have been the target of numerous synthetic strategies during the last decade. The efficient synthesis of naturally occurring azasugars and their analogs is of considerable importance due to their potential glycosidase inhibitor properties. Some of them have been widely investigated as candidates for drugs to treat a variety of carbohydrate‐mediated diseases such as diabetes, viral infections, including HIV, cancer metastasis, hepatitis, and Gaucher’s disease. This microreview focuses on recent syntheses of azasugars. In addition, the biology of these compounds is briefly considered. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)