title: Replacement of the Bryostatin A- and B-Pyran Rings With Phenyl Rings Leads to Loss of High Affinity Binding With PKC.
abstract: We describe a convergent synthesis of a bryostatin analogue in which the natural A- and B-ring pyrans have been replaced by phenyl rings. The new analogue exhibited PMA like behavior in cell assays, but failed to maintain high affinity binding for PKC, despite retaining an unaltered C-ring 'binding domain'.
authors.affiliation: University of Utah, Department of Chemistry, Salt Lake City, UT, 84112, USA.
authors.forename: Mark E
authors.initials: ME
authors.lastname: Petersen
authors.affiliation: Laboratory of Cancer Biology and Genetics, NCI, National Institutes of Health, Bethesda, MD 20892-4255, USA.
authors.forename: Noemi
authors.initials: N
authors.lastname: Kedei
authors.affiliation: Laboratory of Cancer Biology and Genetics, NCI, National Institutes of Health, Bethesda, MD 20892-4255, USA.
authors.forename: Nancy E
authors.initials: NE
authors.lastname: Lewin
authors.affiliation: Laboratory of Cancer Biology and Genetics, NCI, National Institutes of Health, Bethesda, MD 20892-4255, USA.
authors.forename: Peter M
authors.initials: PM
authors.lastname: Blumberg
authors.affiliation: University of Utah, Department of Chemistry, Salt Lake City, UT, 84112, USA.
authors.forename: Gary E
authors.initials: GE
authors.lastname: Keck
keywords: Bryostatin; Cross coupling; Heck reaction; PKC; SAR; analogues