Total Synthesis of the Marine Natural Product 7-Deoxy-okadaic Acid: A Potent Inhibitor of Serine/Threonine-Specific Protein Phosphatases.
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.
Dounay
AB
Department of Chemistry, University of Minnesota, Minneapolis, MN 55455 (USA).
Urbanek
RA
Sabes
SF
Forsyth
CJ