Publication

Synthesis and glycosidase inhibitory activity of new penta-substituted C8-glycomimetics

Pierre Vogel
2005
Journal Articles

Abstract

The syntheses of new C8-carbasugars and -aminocyclitols related to miglitol and voglibose are described. The key step involves the ring closing metathesis of 1,9-dienes derived from D-mannitol. Chemical transformations of the newly created double bond of the resulting cyclooctenes involved notably hydroboration and reductive amination. The inhibitory activity of the glycomimetics so-obtained has been evaluated towards 24 commercially available glycosidases. (c) 2005 Elsevier Ltd. All rights reserved.

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https://infoscience.epfl.ch/entities/publication/34f82430-d114-4475-ad6b-f58f71c5faa5

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Pierre Vogel
2005
Journal Articles

Abstract

Official source

https://infoscience.epfl.ch/entities/publication/34f82430-d114-4475-ad6b-f58f71c5faa5

About this result

Related concepts (11)

Diene

In organic chemistry, a diene (ˈdaɪiːn ); also diolefin, daɪˈoʊləfᵻn ) or alkadiene) is a covalent compound that contains two double bonds, usually among carbon atoms. They thus contain two alkene units, with the standard prefix di of systematic nomenclature. As a subunit of more complex molecules, dienes occur in naturally occurring and synthetic chemicals and are used in organic synthesis. Conjugated dienes are widely used as monomers in the polymer industry. Polyunsaturated fats are of interest to nutrition.

Butadiene

1,3-Butadiene (ˌbjuːtəˈdaɪiːn) is the organic compound with the formula CH2=CH-CH=CH2. It is a colorless gas that is easily condensed to a liquid. It is important industrially as a precursor to synthetic rubber. The molecule can be viewed as the union of two vinyl groups. It is the simplest conjugated diene. Although butadiene breaks down quickly in the atmosphere, it is nevertheless found in ambient air in urban and suburban areas as a consequence of its constant emission from motor vehicles.

Cyclic compound

A cyclic compound (or ring compound) is a term for a compound in the field of chemistry in which one or more series of atoms in the compound is connected to form a ring. Rings may vary in size from three to many atoms, and include examples where all the atoms are carbon (i.e., are carbocycles), none of the atoms are carbon (inorganic cyclic compounds), or where both carbon and non-carbon atoms are present (heterocyclic compounds with rings containing both carbon and non-carbon).

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