Przeciwnowotworowe działanie roślinnych triterpenoidów: kwasu oleanolowego i ursolowego oraz ich pochodnych

• Authors: Izabela Chojnicka , Wirginia Janiszowska

Title variants

EN

Antitumor activity of plant triterpenoids: oleanolic aicd, ursolic acid and their derivatives

• Languages of publication: PL EN

Abstracts

EN

Oleanolic acid and ursolic acid occur widely in species of the /Magnoliopsydia/ class. They are classified as pentacyclic triterpenoids, which belong to a large group of compounds known as secondary metabolites. Glycoside derivatives of oleanolic and ursolic acids are saponins, so-called because of their ability to form in water a stable soapy foam. Oleanolic acid and ursolic acid as well as their derivatives reveal antioxidant, antimutagenic and cytotoxic activity. They prevent formation of cancer, inhibit tumor promotion, differentiation of cancer cells and angiogenesis. Therefore potentially they can be used in chemoprevention as well as in cancer therapy.

• Journal: Kosmos
• Year: 2007
• Volume: 56
• Issue: 3-4
• Pages: 335-341

Dates

published

2007

Contributors

author

Izabela Chojnicka

• Zakład Biochemii Roślin, Instytut Biochemii, Uniwersytet Warszawski, Miecznikowa 1, 02-096 Warszawa, Polska

author

Wirginia Janiszowska

• Zakład Biochemii Roślin, Instytut Biochemii, Uniwersytet Warszawski, Miecznikowa 1, 02-096 Warszawa, Polska

References

• Alberts B., 2002. Molecular Biology of The Cell. Garland Science, New York.
• Choi C. Y., You H. J., Jeong H. G., 2001. Nitric Oxide and Tumor Necrosis Factor-α Production by Oleanolic Acid via Nuclear Factor-ĸB Activation in Macrophages. Biochem. Biophys. Res. Comm. 288, 49-55.
• Chołuj A., Janiszowska W., 2005. Pochodne kwasu oleanolowego i ich działanie farmakologiczne. Herba Polonica 51, 66-75.
• Degowska M., RydzewskA G., 2005. Chemoprewencja raka jelita grubego. Przewodnik Lekarski 10, 46-51.
• Dinkova-kostova A. T., Liby K. T., Stephenson K. K., Holtzclaw W. D., Gao X., Suh N., Williams C., Risingsong R., Honda T., Gribble G. W., Sporn M. B., Talalay P., 2005. Extremely potent triterpenoid inducers of the phase 2 response: Correlations of protection against oxidant and inflammatory stress. Proc. Natl. Acad. Sci. 22, 4584-4589.
• Elias R., Meo M. D., Vidal-ollivier E., Laget M., Balansard G., Dumenil G., 1990. Antimutagenic activity of some saponins isolated from Calendulla officinalis L., C. arvensis and Hedera helix L. Mutagenesis 5, 327-331.
• Gołąb J., Jakóbisiak M., Lasek W., 2002. Immunologia. PWN, Warszawa.
• Harmand P. O., Duval R., Liagre B., Jayat-vignoles C., Beneytout J. L., Delage C., Simon A., 2003. Ursolic acid induces apoptosis through caspase-3 activation and cell cycle arrest in HaCat cells. Int. J. Oncol. 23, 105-112.
• Honda T., Finlay H. J., Gribble G. W., Suh N., Sporn M. B., 1997. New enone derivatives of oleanolic acid and ursolic acid as inhibitors of nitric oxide production in mouse macrophages. Bioorg. Med. Chem. Lett. 7, 1623-1628.
• Honda T., Rounds B. V., Bore L., Favaloro F. G., Gribble G. W., Suh N., Wang Y., Sporn M. B., 1999. Novel syntetic oleanane triterpenoids: a series of highly active inhibitors of nitric oxide production in mouse macrophages. Bioorg. Med. Chem. Lett. 9, 3429-3434.
• Honda T., Rounds B. V., Gribble G. W., Suh N., Wang Y., Sporn M. B., 1998. Design and synthesis of 2-cyano-3,12-dioxoolean-1,9-dien-28-oic acid, a novel and highly active inhibitor of nitric oxide production in mouse macrophages. Bioorg. Med. Chem. Lett. 8, 2711-2714.
• Jaźwa A., 2005. Leukotrieny cysteinylowe - mediatory zapalenia astmatycznego. http://bioinfo.mol.uj.edu.pl/articles/Jazwa04.
• Kim D. K., Baek J. H., Kang C. M., Yoo M. A., Sung J. W., Chung H. Y., Kim N. D., Choi Y. H., Lee S. h., Kim K. W., 2000. Apoptotic activity of ursolic acid may correlate with the inhibition of initiation of DNA replication. Int. J. Cancer 87, 629-36.
• Kohlmünzer S., 1998. Farmakognozja. Wydawnictwo Lekarskie PZWL, Warszawa.
• Lodish H., 1999. Molecular Cell Biology. WH Freeman & Company, New York.
• Malepszy S., 2004. Biotechnologia roślin. PWN, Warszawa.
• Mizushina Y., Ikuta A., Endoh K., Oshige M., Kasai N., Kamiya K., Satake T., Takazawa H., Morita H., Tomiyasu H., Yoshida H., Sugawara F., Sakaguchi K., 2003. Inhibition of DNA polymerases and DNA topoisomerase II by triterpenes produced by plant callus. Biochem. Biophys. Res. Comm. 305, 365-373.
• Najid A., Simonb A., Cook J., Chable-rabinovitch E. L., Delageb C., Chulia A. J., Rigaud M., 1992. Characterization of ursolic acid as a lipoxygenase and cyclooxygenase inhibitor using macrophages, platelets and differentiated HL60 leukemic cells. FEBS Lett. 299, 213-217.
• Paech K., Tracey M. V., 1955. Moderne Methoden Der Pflanzenanalyse. Springer-Verlag, Berlin-Göttingen-Heidelberg.
• Read A. P., 1997. Human Molecular Genetics. John Wiley & Sons, New York.
• Simon A., Najid A., Chulia A. J., Delage C., Rigaud M., 1992. Inhibition of lipooxygenase activity on HL60 leukemic cell proliferation by ursolic acid isolated from heater flowers (Calluna vulgaris). Biochim. Biophys. Acta 1125, 68-72.
• Sohn K. H., Lee H. Y., Chung H. Y., Young H. S., Yi S. Y., Kim K. W., 1995. Anti-angiogenic activity of triterepene acids. Cancer Lett. 94, 213-218.
• Subbaramaiah K., Michalluart P., Sporn M. B. Dannernberg A. J., 2000. Ursolic acid inhibits cyklooxygenase-2 transcription in human mammary epithelial cells. Cancer Res. 60, 2399-2404.
• Węgleński P., 2002. Genetyka molekularna. PWN, Warszawa.
• You H. J., Choi C. Y., Kim J. Y., Park S. J., Hahm K. S., Jeong H. G., 2001, Ursolic acid enhances nitric oxide and tumor necrosis factor-alpha production via nuclear factor-kappaB activation in the resting macrophages, FEBS Lett. 509, 156-60.