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Relationship between ornithine decarboxylase inducing activity and configuration at carbon 4 in phorbol ester derivatives


, : Relationship between ornithine decarboxylase inducing activity and configuration at carbon 4 in phorbol ester derivatives. Journal of Cancer Research & Clinical Oncology 98(1): 9-14

Measurements were made of induction of ornithine decarboxylase activity after painting mouse skin with [the tumor promoter], 12-O-hexadecanoyl-16-hydroxyphorbol-13-acetate [HHPA] and its 2 epimeric 4-deoxy-analogs, 12-O-hexadecanoyl-4-deoxy-16-hydroxyphorbol-13-acetate and 12-O-hexadecanoyl-4-deoxy-4.alpha.-16-hydroxyphorbol-13-acetate. The inductive activities of HHPA and 4-deoxy-HHPA were similar, but 4-deoxy-4.alpha.-HHPA had no inductive activity. The 4.beta.-hydrogen and the 4.beta.-hydroxyl in phorbol esters are essential for ODC-inducing activity. The interactions of 4-deoxy-HHPA and 4-deoxy-4.alpha.-HHPA with a possible receptor are discussed.

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