4.8 Article

The Bryostatin 1 A-Ring Acetate is Not the Critical Determinant for Antagonism of Phorbol Ester-Induced Biological Responses

Journal

ORGANIC LETTERS
Volume 11, Issue 11, Pages 2277-2280

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol900585t

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Funding

  1. National Institutes of Health [GM28961]
  2. Intramural Research Program
  3. Center for Cancer Research
  4. National Cancer Institute

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The contribution of the A-ring C(7) acetate to the function of bryostatin 1 has been investigated through synthesis and biological evaluation of an analogue incorporating this feature into the bryopyran core structure. No enhanced binding affinity for protein kinase C (PKC) was observed, relative to previously characterized analogues lacking the C(7) acetate. Functional assays showed biological responses characteristic of those induced by the phorbol ester PMA and distinctly different from those observed with bryostatin 1.

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