title: The first two cantharidin analogues displaying PP1 selectivity.
abstract: High pressure Diels-Alder reactions of furan and dimethylmaleate, and thiophene and maleimide resulted in two cantharidin analogues, 3 and 6 possessing PP1 selectivity (>40- and >30-fold selectivity) over PP2A. Both compounds exhibited moderate PP1 activity, 3 IC(50) 50 microM and 6 IC(50) 12.5 microM. Interestingly, the corresponding mono-ester derivatives of 3 showed no such selectivity.
authors.affiliation: Medicinal Chemistry Group, School of Biological and Chemical Sciences, The University of Newcastle, University Drive, Callaghan, Newcastle, NSW 2308, Australia. amcclusk@mail.newcastle.edu.au
authors.forename: Adam
authors.initials: A
authors.lastname: McCluskey
authors.forename: Mirella A
authors.initials: MA
authors.lastname: Keane
authors.forename: Cecilia C
authors.initials: CC
authors.lastname: Walkom
authors.forename: Michael C
authors.initials: MC
authors.lastname: Bowyer
authors.forename: Alistair T R
authors.initials: AT
authors.lastname: Sim
authors.forename: David J
authors.initials: DJ
authors.lastname: Young
authors.forename: Jennette A
authors.initials: JA
authors.lastname: Sakoff
mesh_terms: D002193:Cantharidin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology*; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology*; D007202:Indicators and Reagents; D010749:Phosphoprotein Phosphatases / Q000037:antagonists & inhibitors*; D013329:Structure-Activity Relationship; D013379:Substrate Specificity
chemical_list: D004791:Enzyme Inhibitors; D007202:Indicators and Reagents; D010749:Phosphoprotein Phosphatases; D002193:Cantharidin