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Chemical Compound Review

Perillic acid     4-prop-1-en-2-ylcyclohexene- 1-carboxylic acid

Synonyms: SureCN465998, CHEBI:36999, HMDB04586, CCG-205081, NSC-641067, ...
 
 
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Disease relevance of C11924

 

High impact information on C11924

 

Biological context of C11924

 

Anatomical context of C11924

 

Associations of C11924 with other chemical compounds

 

Gene context of C11924

  • In perillic acid-treated cells, the levels of phosphorylated but not total MAPK were also decreased in a dose-dependent manner [1].
  • The effects of perillic acid on cytokine secretion were selective: IL-6 and transforming growth factor-beta 1 (TGF-beta 1) generation were unchanged [1].
  • Unlike hydroxymethyl-glutaryl-CoA reductase or protein farnesyltransferase inhibitors, perillic acid did not induce a shift of membrane-bound into cytosolic p21ras but depleted total cellular Ras proteins [1].
 

Analytical, diagnostic and therapeutic context of C11924

References

  1. Perillic acid inhibits Ras/MAP kinase-driven IL-2 production in human T lymphocytes. Schulz, S., Reinhold, D., Schmidt, H., Ansorge, S., Höllt, V. Biochem. Biophys. Res. Commun. (1997) [Pubmed]
  2. Bioconversion of limonene to increased concentrations of perillic acid by Pseudomonas putida GS1 in a fed-batch reactor. Mars, A.E., Gorissen, J.P., van den Beld, I., Eggink, G. Appl. Microbiol. Biotechnol. (2001) [Pubmed]
  3. Monoterpenes inhibit proliferation of human colon cancer cells by modulating cell cycle-related protein expression. Bardon, S., Foussard, V., Fournel, S., Loubat, A. Cancer Lett. (2002) [Pubmed]
  4. Effect of naturally occurring monoterpenes carvone, limonene and perillic acid in the inhibition of experimental lung metastasis induced by B16F-10 melanoma cells. Raphael, T.J., Kuttan, G. J. Exp. Clin. Cancer Res. (2003) [Pubmed]
  5. 3-Hydroxy-3-methylglutaryl coenzyme a reductase and isoprenylation inhibitors induce apoptosis of vascular smooth muscle cells in culture. Guijarro, C., Blanco-Colio, L.M., Ortego, M., Alonso, C., Ortiz, A., Plaza, J.J., Díaz, C., Hernández, G., Egido, J. Circ. Res. (1998) [Pubmed]
  6. HMG-CoA reductase inhibitors induce apoptosis in mouse proximal tubular cells in primary culture. Iimura, O., Vrtovsnik, F., Terzi, F., Friedlander, G. Kidney Int. (1997) [Pubmed]
  7. Prenylated proteins and lymphocyte proliferation: inhibition by d-limonene related monoterpenes. Schulz, S., Bühling, F., Ansorge, S. Eur. J. Immunol. (1994) [Pubmed]
  8. Growth inhibition of rat liver epithelial tumor cells by monoterpenes does not involve Ras plasma membrane association. Ruch, R.J., Sigler, K. Carcinogenesis (1994) [Pubmed]
  9. A phase I trial of perillyl alcohol administered four times daily for 14 days out of 28 days. Bailey, H.H., Wilding, G., Tutsch, K.D., Arzoomanian, R.Z., Alberti, D., Feierabend, C., Simon, K., Marnocha, R., Holstein, S.A., Stewart, J., Lewis, K.A., Hohl, R.J. Cancer Chemother. Pharmacol. (2004) [Pubmed]
  10. Identification of metabolites of the antitumor agent d-limonene capable of inhibiting protein isoprenylation and cell growth. Crowell, P.L., Lin, S., Vedejs, E., Gould, M.N. Cancer Chemother. Pharmacol. (1992) [Pubmed]
  11. Monoterpenes inhibit cell growth, cell cycle progression, and cyclin D1 gene expression in human breast cancer cell lines. Bardon, S., Picard, K., Martel, P. Nutrition and cancer. (1998) [Pubmed]
  12. Analysis of perillic acid in plasma by reversed-phase high-performance liquid chromatography with ultraviolet detection. Ikechukwu Ezennia, E., Phillips, L.R., Wolfe, T.L., Esmail Tabibi, S. J. Chromatogr. B Biomed. Sci. Appl. (1997) [Pubmed]
  13. A novel psychrotrophic fungus, Mortierella minutissima, for D-limonene biotransformation. Trytek, M., Fiedurek, J. Biotechnol. Lett. (2005) [Pubmed]
  14. Effect of S(-) perillic acid on protein prenylation and arterial smooth muscle cell proliferation. Ferri, N., Arnaboldi, L., Orlandi, A., Yokoyama, K., Gree, R., Granata, A., Hachem, A., Paoletti, R., Gelb, M.H., Corsini, A. Biochem. Pharmacol. (2001) [Pubmed]
  15. Immunomodulatory activity of naturally occurring monoterpenes carvone, limonene, and perillic acid. Raphael, T.J., Kuttan, G. Immunopharmacology and immunotoxicology. (2003) [Pubmed]
  16. Effect of perillic acid, a putative isoprenylation inhibitor, on the cultured rat lens. Cheng, Q.F., Rao, P.V., Zigler, J.S. Exp. Eye Res. (2001) [Pubmed]
 
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