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This volume is devoted to compounds in which the spiro centre is part of a pyranoid or furanoid or an iminosugar ring. The chapters contributed deal with methodological peculiarities of syntheses of natural and artificial sugar derived spirocycles as well as their biological applications and other utilities including marketed drugs. Carbohydrates are ubiquitous molecules in nature and participate in a vast number of biological interactions. Especially their conjugates with practically all kinds of primary and secondary metabolic small molecules (and also biomacromolecules) representing valuable tools for glycobiology research and also lead compounds for drug discovery. While monosaccharides per se appear as heterocycles, their natural conjugates frequently exhibit spiro(hetero)cyclic derivatives, in many cases of high therapeutical relevance. As a consequence, the field of carbohydrate-spiro-heterocycles attracts intense interest from both chemical and biomedical aspects therefore this volume will be of interest for synthetic and medicinal chemists and (glyco)biologists, as well as researchers involved in various biomedical fields.
Sommario
Anomeric Spiro-Annulated Glycopyranosides: An Overview of Synthetic Methodologies and Biological Applications.- Cycloaddition Reactions of Sugar-Based Olefins, Nitrones and Nitrile Oxides: En Route to Saccharidic Spiroisoxazoli(di)nes.- Carbohydrate Spiro-heterocycles via Radical Chemistry.- Carbohydrate-Derived Spiroketals and Spirocyclic Lactones.- Cyanohydrins and Aminocyanides as Key Intermediates to Various Spiroheterocyclic Sugars.- Recent Advances in the Chemistry and Biology of Spirocyclic Nucleosides.- Spiroketal Phthalane C-Glycosides: Synthesis of Papulacandins and SGLT2 Inhibitors.- Spiro Iminosugars: Structural Diversity and Synthetic Strategies.
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László Somsák is a full Professor and Head of the Department of Organic Chemistry at the University of Debrecen, Hungary. He serves as an editorial board member for Carbohydrate Research, and as guest editor for special issues of Carbohydrate Research, Mini-Reviews in Medicinal Chemistry, Molecules. His research interests include synthetic carbohydrate chemistry directed to C-glycosyl compounds, anomeric-spirocycles, glycals, exo-glycals and their derivatives; development of synthetic methodology involving radicals and carbenes; synthesis of glycosidase and glycogen phosphorylase inhibitors as potential antidiabetics, study of their structure-activity relationships; synthesis of glycomimetics and glycopeptidomimetics.
