Gallotannins and Tannic Acid: First Chemical Syntheses and In Vitro Inhibitory Activity on Alzheimer’s Amyloid β‐Peptide Aggregation |
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| Authors: | Dr Tahiri Sylla Prof Laurent Pouységu Dr Grégory Da Costa Dr Denis Deffieux Prof Jean‐Pierre Monti Prof Stéphane Quideau |
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| Affiliation: | 1. Univ. Bordeaux, ISM (CNRS‐UMR 5255) and IECB, 2 rue Robert Escarpit, 33607 Pessac Cedex (France);2. Current address: Univ. Jean Lorougnon Guédé, Daloa (Ivory Coast);3. Univ. Bordeaux, GESVAB (EA 3675), ISVV Bordeaux‐Aquitaine, 33883 Villenave d'Ornon Cedex (France) |
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| Abstract: | The screening of natural products in the search for new lead compounds against Alzheimer’s disease has unveiled several plant polyphenols that are capable of inhibiting the formation of toxic β‐amyloid fibrils. Gallic acid based gallotannins are among these polyphenols, but their antifibrillogenic activity has thus far been examined using “tannic acid”, a commercial mixture of gallotannins and other galloylated glucopyranoses. The first total syntheses of two true gallotannins, a hexagalloylglucopyranose and a decagalloylated compound whose structure is commonly used to depict “tannic acid”, are now described. These depsidic gallotannins and simpler galloylated glucose derivatives all inhibit amyloid β‐peptide (Aβ) aggregation in vitro, and monogalloylated α‐glucogallin and a natural β‐hexagalloylglucose are shown to be the strongest inhibitors. |
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| Keywords: | Alzheimer’ s disease amyloid β ‐peptides glucogallin polyphenols tannic acid |
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