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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

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

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.


Accession: 006297933



Related references

Fujiki, H.; Mori, M.; Sugimura, T.; Hirota, M.; Ohigashi, H.; Koshimizu, K., 1980: Relationship between ornithine decarboxylase-inducing activity and configuration at C-4 in phorbol ester derivatives. 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...

Byus, C.V.; Weiner, R.A., 1982: Tumor promoting phorbol-ester derivatives increase ornithine decarboxylase activity and polyamine biosynthesis in the liver of the rat and mouse. The ability of the phorbol-ester tumor promoters to alter ornithine decarboxylase (ODC) activity in the liver of the rat and mouse was determined. The injection of 12-O-tetra-decanoyl phorbol-13-acetate (TPA, 100 microgram, i.p.) led to a 250-fold...

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