Summary
Measurements were made of induction of ornithine decarboxylase activity after painting mouse skin with 12-O-hexadecanoyl-16-hydroxyphorbol-13-acetate and its two epimeric 4-deoxy-analogs, 12-O-hexadecanoyl-4-deoxy-16-hydroxyphorbol-13-acetate and 12-O-hexadecanoyl-4-deoxy-4α-16-hydroxyphorbol-13-acetate. The inductive activities of HHPA and 4-deoxy-HHPA were similar, but 4-deoxy-4α-HHPA had no inductive activity. These findings on natural phorbol esters confirm that both the 4β-hydrogen and the 4β-hydroxyl in phorbol esters are essential for ODC-inducing activity. The interactions of 4-deoxy-HHPA and 4-deoxy-4α-HHPA with a possible receptor are discussed.
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Abbreviations
- ODC:
-
ornithine decarboxylase
- TPA:
-
12-O-tetradecanoylphorbol-13-acetate
- PDD:
-
phorbol-12,13-didecanoate
- HHPA:
-
12-O-hexandecanoyl-16-hydroxyphorbol-13-acetate
- 4-deoxy-HHPA:
-
12-O-hexadecanoyl-4-deoxy-16-hydroxyphorbol-13-acetate
- 4-deoxy-4α-HHPA:
-
12-O-hexadecanoyl-4-deoxy-4α-16-hydroxyphorbol-13-acetate
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This work was supported by Grants-in-Aid for Cancer Research from the Ministry of Health and Welfare and the Ministry of Education, Science, and Culture of Japan
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Fujiki, H., Mori, M., Sugimura, T. et al. Relationship between ornithine decarboxylase-inducing activity and configuration at C-4 in phorbol ester derivatives. J Cancer Res Clin Oncol 98, 9–13 (1980). https://doi.org/10.1007/BF00413172
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DOI: https://doi.org/10.1007/BF00413172