Iminosugars as Glycosidase Inhibitors. Nojirimycin and Beyond
A. E. Stütz (ed.) Wiley-VCH, Weinheim-New
York-Chichester-Brisbane-Singapore-Toronto, 1999, 397 p., $220.00
This book summarizes recent advances in the synthesis and application of
iminosugars; the book includes 11 chapters written by an international
team of scientists. H. Paulsen in chapter 1 briefly reviews the
development of imunosugar studies. In chapter 2, M. Simmonds et al.
present data on the distribution of iminosugars in plants and on their
biological activity. Various iminosugar derivatives are considered
including piperidines, pyrrolidines, indolizidines, pyrrolizidines, and
others. Antiviral and antitumor activities of certain iminosugars are
characterized as well as their application for suppression of a number
of lysosomal glycosidases and modeling of lysosomal accumulation
disorders. G. Legler in chapter 3 explains the theory of
iminosugar-dependent inhibition of glycosidase-catalyzed hydrolysis. In
chapter 4, B. La Ferla and F. Nicotra describe methods of iminosugar
synthesis. I. Lundt and R. Madsen in chapter 5 describe iminosugar
synthesis using aldonolactones. In chapter 6, the same authors
characterize iminosugars with nitrogen atoms located not in the
pyranose cycle but in the anomeric position. These compounds are potent
inhibitors of glycosidases. In chapter 7, P. C. Tyler and B. Winchester
present data on synthesis and biological activity of castanospermine
and its analogs. In chapter 8, A. Stütz discusses the influence of
the structure of iminosugars and iminoalditols on their inhibitory
activity. Data on the inhibitors of D-galactosidase, D-mannosidase,
D-glucosidase, and
alpha-L-fucosidase are given. Kinetic aspects
of iminosugars as glycosidase inhibitors are discussed in chapter 9 by
S. G. Withers et al. Various approaches to iminoalditol application for
affinity purification of glycosidases are considered in chapter 10.
This method was efficiently used for purification of certain
glycosidases including glucosylceramidase, cytosolic form of
beta-glucosidase, mannosidase,
N-acetyl-
beta-D-hexosaminidase, and
alpha-L-fucosidase.
In chapter 11, A. D. Elbein and R. J. Molyneux characterize iminosugars
as inhibitors of glycoprotein processing. A large section of the book
comprises the summary table of glycosidase inhibitors containing a data
on the structure of iminosugars and groups of glycosidases inhibited by
these compounds. The book is concluded with a subject index, which
facilitates the search for information sought by the reader.
G. Ya. Wiederschain
