Rapid Synthesis of Matrix Metalloproteinase Inhibitors via Ugi Four-Component Condensation

Christopher D. Floyd; Laura A. Harnett; Andrew Miller; Sanjay Patel; Lydia Saroglou; Mark Whittaker

doi:10.1055/s-1998-1729

Synlett 1998; 1998(6): 637-639
DOI: 10.1055/s-1998-1729

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Rapid Synthesis of Matrix Metalloproteinase Inhibitors via Ugi Four-Component Condensation

Christopher D. Floyd^* , Laura A. Harnett, Andrew Miller, Sanjay Patel, Lydia Saroglou, Mark Whittaker

^*British Biotech Pharmaceuticals Ltd, Watlington Rd, Oxford, OX4 5LY; Fax +(0)18 65-78 08 14; E-mail: whittaker@britbio.co.uk

Abstract

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By employing ammonia, together with a mono succinate ester, an aldehyde and an isonitrile in the Ugi four-component condensation the basic structure of pseudopeptide succinyl matrix metalloproteinase inhibitors is constructed in a single step. Deprotection of the ester provides the carboxylic acid zinc(II) binding group required for biological activity.

Ugi - combinatorial - matrix metalloproteinase - MMP - ammonia - isonitrile

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