Angewandte Chemie International Edition · 1999 · 38 citations · 0 references
Life SciencesBiochemistryPharmacologyEnzymologyStructural BiochemistryStructure-activity RelationshipsEnzyme FunctionEnzyme InhibitionMarine Natural Product BiosynthesisStructural EnzymologyEnzyme Inhibitors From Marine SourcesMarine-derived Enzyme InhibitorsNatural Product Total SynthesisSerine Protein PhosphatasesThreonine Protein PhosphatasesTotal Synthesis-derived Analogues
A small change to the structure of okadaic acid (1), the omission of the single hydroxy group at C7, facilitated substantially the first total synthesis of the derivative 7-deoxyokadaic acid (2). The conformation of 2 is in agreement with that of 1 and this minimal structural variation has been reported previously to have little effect on the inhibitory activity towards the serine/threonine-specific protein phosphatases PP-1 and PP-2A.