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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ABSTRACT: We describe a convergent synthesis of a bryostatin analogue in which the natural A- and B-ring pyrans have been replaced by phenyl rings.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'.

SUBMITTER: Petersen ME

PROVIDER: S-EPMC5047013 | biostudies-literature | 2016 Oct

REPOSITORIES: biostudies-literature

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Replacement of the Bryostatin A- and B-Pyran Rings With Phenyl Rings Leads to Loss of High Affinity Binding With PKC.

Petersen Mark E ME Kedei Noemi N Lewin Nancy E NE Blumberg Peter M PM Keck Gary E GE

Tetrahedron letters 20161001 42

We describe a convergent synthesis of a bryostatin analogue in which the natural A- and B-ring pyrans have been replaced by phenyl rings.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'. ...[more]

PMID: 27713589

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