Iminosugars: From synthesis to therapeutic applications by Philippe Compain, Olivier R. Martin

By Philippe Compain, Olivier R. Martin

Iminosugars shape unquestionably the main appealing of carbohydrate mimics said to this point. In those constructions, the substitution of the endocyclic oxygen of sugars by means of a uncomplicated nitrogen atom ends up in notable organic houses and increases many demanding situations in natural synthesis. because the discovery in their organic job as glycosidase inhibitors within the 1970's, those polyvalent molecules have gradually made their manner from the laboratory to the clinic.The remarkable sequence of discoveries within the box over the last ten years exhibits basically that it really is "a growth time" for iminosugar chemistry and biology. The scope in their profile as inhibitors has been prolonged to a couple of enzymes equivalent to phosphorylases, glycosyltransferases or metalloproteinases, and iminosugars now represent lead compounds for the advance of latest healing brokers for a variety of ailments together with diabetes, viral infections, lysosomal garage issues and tumor metastasis.Latest advancements, from iminosugar synthesis to their use in scientific stories, are offered during this booklet, which incorporates contributions from over fifteen of the key chemists, biochemists and drug builders during this quickly increasing box. an intensive desk correlating the constructions of greater than six hundred iminosugars of healing curiosity with their organic actions is additionally incorporated within the ebook and may end up rather invaluable to assist with the layout and the invention of novel bioactive components.

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1997 J. Biol. , 272, 7946–7951. 127. Marcus, N. Y. and Perlmutter, D. , 2000 J. Biol. , 275, 1987–1992. 128. , Moremen, K. W. and Howell, P. , 2000 J. Biol. , 275, 41287–41298. 129. , Koide, T. , 2000 J. Biol. , 275, 40757–40764. 1 Introduction The numerous potential therapeutic applications of iminosugars, reviewed in other chapters of this book, have greatly contributed to keeping a high level of interest among synthetic chemists for these compounds. This has stimulated the search for more efficient approaches for the preparation of compounds of already proven activity and, at the same time, it has contributed to the research of novel structures and to the exploration of new and original synthetic strategies.

Have assessed the efficacy of pharmacological chaperoning activity on calystegines A3 , B1 , B2 , C1 , on IFG and on DIX [70]. Among them, IFG was the most effective pharmacological chaperone capable of increasing residual GCase activity in N370S Gaucher fibroblasts. Intracellular GCase activity increased approximately twofold when cells were incubated with IFG. The effective concentration for IFG was determined to be 10–50 M, whereas those of calystegines and DIX were 100–200 M. This two-fold increase in the residual enzyme activity is expected to have a significant impact in the disease development among the patients with the N370S mutation because this mutation results in mild clinical symptoms and some of the patients having the homozygous N370S mutations are even asymptomatic [82].

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