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Science 16 December 1983:
Vol. 222. no. 4629, pp. 1242 - 1244
DOI: 10.1126/science.6316505
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Articles

Science, Vol 222, Issue 4629, 1242-1244
Copyright © 1983 by American Association for the Advancement of Science

articles

Bromine residue at hydrophilic region influences biological activity of aplysiatoxin, a tumor promoter

K Shimomura, MG Mullinix, T Kakunaga, H Fujiki, and T Sugimura

Aplysiatoxin and debromoaplysiatoxin, which are isolated from the seaweed, Lyngbya gracilis, differ in their chemical structure only by the presence or absence of a bromine residue in the hydrophilic region. The function and the structure-activity relation of the hydrophilic region are not known. Aplysiatoxin increased malignant transformation, stimulated DNA synthesis, and inhibited the binding of phorbol-12,13-dibutyrate and epidermal growth factor to cell receptors. Debromoaplysiatoxin inhibited the binding of these two substances as strongly as aplysiatoxin but did not increase malignant transformation or stimulate DNA synthesis. These results indicate that a slight change in the chemical structure of the hydrophilic region of aplysiatoxin affects its abilities to increase cell transformation and stimulate DNA synthesis and that the abilities of the tumor promoters to inhibit the binding of phorbol-12,13-dibutyrate and epidermal growth factor are dissociable from their abilities to increase cell transformation and stimulate DNA synthesis under some circumstances.


THIS ARTICLE HAS BEEN CITED BY OTHER ARTICLES:
Enhancement of Transformed Foci and Induction of Prostaglandins in Balb/c 3T3 Cells by Palytoxin: In Vitro Model Reproduces Carcinogenic Responses in Animal Models Regarding the Inhibitory Effect of Indomethacin and Reversal of Indomethacin's Effect by Exogenous Prostaglandins.
D. Miura, M. Kobayashi, S. Kakiuchi, Y. Kasahara, and S. Kondo (2006)
Toxicol. Sci. 89, 154-163
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