title: Efficient synthetic access to a new family of highly potent bryostatin analogues via a Prins-driven macrocyclization strategy.
abstract: The step-economical synthesis of a new class of bryostatin analogues that contain the complete oxycarbocyclic core ring system of the bryostatin natural products is reported. These agents are convergently assembled via a highly efficient, functional-group-tolerant, and stereoselective Prins-driven macrocyclization. These tetrahydropyranyl B-ring analogues are among our most potent and efficacious analogues to date, exhibiting nanomolar and picomolar activities in protein kinase C affinity assays as well as in cellular antiproliferation assays.
authors.affiliation: Departments of Chemistry and Chemical and Systems Biology, Stanford University, Stanford, California 94305-5080, USA. wenderp@stanford.edu
authors.forename: Paul A
authors.initials: PA
authors.lastname: Wender
authors.forename: Brian A
authors.initials: BA
authors.lastname: Dechristopher
authors.forename: Adam J
authors.initials: AJ
authors.lastname: Schrier
mesh_terms: D054713:Bryostatins / Q000138:chemical synthesis*; D047028:Macrocyclic Compounds / Q000138:chemical synthesis*; D011493:Protein Kinase C / Q000737:chemistry
chemical_list: D054713:Bryostatins; D047028:Macrocyclic Compounds; D011493:Protein Kinase C