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Chemical Compound Review:

AG-D-67133 octadeca-9,11,13-trienoic acid

Synonyms: AG-E-70816, AG-F-70307, AG-F-89160, AC1L3PGD, CTK0H6913, ...

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Disease relevance of C08315

In this study we have compared the suppressive effect on tumor growth of alpha-eleostearic acid (alpha-ESA, 9Z11E13E-18:3) with those of the CLA isomers 9Z11E-CLA and 10E12Z-CLA, using nude mice into which DLD-1 human colon cancer cells were transplanted [1].

High impact information on C08315

Expression of the cDNAs encoding these enzymes in yeast (Saccharomyces cerevisiae) revealed that FAD2 converted oleic acid (18:1delta(9cis)) into linoleic acid (18:2delta(9cis,12cis)) and that FADX converted linoleic acid into alpha-eleostearic acid [2].
Tumor growth suppression by alpha-eleostearic acid, a linolenic acid isomer with a conjugated triene system, via lipid peroxidation [1].
The 3-D structure of the active site of both DNA polymerases and topoisomerases must have had a pocket to join alpha-eleostearic acid, and this pocket was 12.03 A long and 9.24 A wide [3].
Lack of chemopreventive effects of alpha-eleostearic acid on 7,12-dimethylbenz[a]anthracene (DMBA) and 1,2-dimethylhydrazine (DMH)-induced mammary and colon carcinogenesis in female Sprague-Dawley rats [4].
Down-regulation of bcl-2 and up-regulation of bax mRNA by beta-eleostearic acid were also greater than by alpha-eleostearic acid [5].

Anatomical context of C08315

The influence of dietary tung oil, containing a high level of alpha-eleostearic acid (cis-9, trans-11, trans-13-octadecatrienoic acid, EA) on growth, egg production, and lipid and fatty acid compositions in tissues and egg yolks of laying hens was studied in White Leghorn hens [6].

References

Tumor growth suppression by alpha-eleostearic acid, a linolenic acid isomer with a conjugated triene system, via lipid peroxidation. Tsuzuki, T., Tokuyama, Y., Igarashi, M., Miyazawa, T. Carcinogenesis (2004) [Pubmed]
Molecular analysis of a bifunctional fatty acid conjugase/desaturase from tung. Implications for the evolution of plant fatty acid diversity. Dyer, J.M., Chapital, D.C., Kuan, J.C., Mullen, R.T., Turner, C., McKeon, T.A., Pepperman, A.B. Plant Physiol. (2002) [Pubmed]
Inhibitory action of conjugated C18-fatty acids on DNA polymerases and DNA topoisomerases. Mizushina, Y., Tsuzuki, T., Eitsuka, T., Miyazawa, T., Kobayashi, K., Ikawa, H., Kuriyama, I., Yonezawa, Y., Takemura, M., Yoshida, H., Sakaguchi, K. Lipids (2004) [Pubmed]
Lack of chemopreventive effects of alpha-eleostearic acid on 7,12-dimethylbenz[a]anthracene (DMBA) and 1,2-dimethylhydrazine (DMH)-induced mammary and colon carcinogenesis in female Sprague-Dawley rats. Kitamura, Y., Yamagishi, M., Okazaki, K., Umemura, T., Imazawa, T., Nishikawa, A., Matsumoto, W., Hirose, M. Food Chem. Toxicol. (2006) [Pubmed]
Growth inhibition and apoptosis induction by all-trans-conjugated linolenic acids on human colon cancer cells. Yasui, Y., Hosokawa, M., Kohno, H., Tanaka, T., Miyashita, K. Anticancer Res. (2006) [Pubmed]
Effect of dietary tung oil on the growth and lipid metabolism of laying hens. Lee, J.S., Takai, J., Takahasi, K., Endo, Y., Fujimoto, K., Koike, S., Matsumoto, W. J. Nutr. Sci. Vitaminol. (2002) [Pubmed]

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