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Chemical Compound Review

AC1NSWN0     (3S,6aR,8aR,14bS)- 4,4,6a,6b,8a,11,11,14b...

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Disease relevance of beta-Amyrin


High impact information on beta-Amyrin


Biological context of beta-Amyrin


Anatomical context of beta-Amyrin


Associations of beta-Amyrin with other chemical compounds


Gene context of beta-Amyrin

  • Lupeol synthase is a multifunctional enzyme that forms other triterpene alcohols, including beta-amyrin, as minor products [19].
  • 2,3-Oxidosqualene cyclases (OSC) are enzymes which convert 2,3-oxidosqualene (OS) into polycyclic triterpenoids such as lanosterol, cycloartenol, and alpha- and beta-amyrin [20].
  • These results suggest that the triterpene mixture, alpha- and beta-amyrin has an analgesia inducing effect, possibly involving vanilloid receptor (TRPV1) and an opioid mechanism [18].
  • To elucidate the regulation of triterpenoid biosynthesis in G. glabra, the cDNA of lupeol synthase, an oxidosqualene cyclase (OSC) responsible for betulinic acid biosynthesis, was cloned, and expression patterns of lupeol synthase and two additional OSCs, beta-amyrin synthase and cycloartenol synthase, were compared [21].
  • Protective effect of alpha- and beta-amyrin, a triterpene mixture from Protium heptaphyllum (Aubl.) March. trunk wood resin, against acetaminophen-induced liver injury in mice [10].

Analytical, diagnostic and therapeutic context of beta-Amyrin


  1. 18 Beta-glycyrrhetinic acid triggers curative Th1 response and nitric oxide up-regulation in experimental visceral leishmaniasis associated with the activation of NF-kappa B. Ukil, A., Biswas, A., Das, T., Das, P.K. J. Immunol. (2005) [Pubmed]
  2. Pharmacological properties of beta-amyrin palmitate, a novel centrally acting compound, isolated from Lobelia inflata leaves. Subarnas, A., Tadano, T., Oshima, Y., Kisara, K., Ohizumi, Y. J. Pharm. Pharmacol. (1993) [Pubmed]
  3. Mechanism and stereochemistry of enzymatic cyclization of 24,30-Bisnor-2,3-oxidosqualene by recombinant beta-amyrin synthase. Abe, I., Sakano, Y., Sodeyama, M., Tanaka, H., Noguchi, H., Shibuya, M., Ebizuka, Y. J. Am. Chem. Soc. (2004) [Pubmed]
  4. Arabidopsis thaliana LUP1 converts oxidosqualene to multiple triterpene alcohols and a triterpene diol. Segura, M.J., Meyer, M.M., Matsuda, S.P. Org. Lett. (2000) [Pubmed]
  5. Molecular cloning and characterization of isomultiflorenol synthase, a new triterpene synthase from Luffa cylindrica, involved in biosynthesis of bryonolic acid. Hayashi, H., Huang, P., Inoue, K., Hiraoka, N., Ikeshiro, Y., Yazaki, K., Tanaka, S., Kushiro, T., Shibuya, M., Ebizuka, Y. Eur. J. Biochem. (2001) [Pubmed]
  6. Molecular cloning and functional expression of triterpene synthases from pea (Pisum sativum) new alpha-amyrin-producing enzyme is a multifunctional triterpene synthase. Morita, M., Shibuya, M., Kushiro, T., Masuda, K., Ebizuka, Y. Eur. J. Biochem. (2000) [Pubmed]
  7. Beta-amyrin synthase--cloning of oxidosqualene cyclase that catalyzes the formation of the most popular triterpene among higher plants. Kushiro, T., Shibuya, M., Ebizuka, Y. Eur. J. Biochem. (1998) [Pubmed]
  8. Cloning of a cDNA probably encoding oxidosqualene cyclase associated with asiaticoside biosynthesis from Centella asiatica (L.) Urban. Kim, O.T., Kim, M.Y., Huh, S.M., Bai, D.G., Ahn, J.C., Hwang, B. Plant Cell Rep. (2005) [Pubmed]
  9. Molecular cloning and functional expression of a multifunctional triterpene synthase cDNA from a mangrove species Kandelia candel (L.) Druce. Basyuni, M., Oku, H., Inafuku, M., Baba, S., Iwasaki, H., Oshiro, K., Okabe, T., Shibuya, M., Ebizuka, Y. Phytochemistry (2006) [Pubmed]
  10. Protective effect of alpha- and beta-amyrin, a triterpene mixture from Protium heptaphyllum (Aubl.) March. trunk wood resin, against acetaminophen-induced liver injury in mice. Oliveira, F.A., Chaves, M.H., Almeida, F.R., Lima, R.C., Silva, R.M., Maia, J.L., Brito, G.A., Santos, F.A., Rao, V.S. Journal of ethnopharmacology. (2005) [Pubmed]
  11. N-[(1,5,9)-trimethyl-decyl]-4 alpha,10-dimethyl-8-aza-trans-decal-3 beta-ol a novel potent inhibitor of 2,3-oxidosqualene cycloartenol and lanosterol cyclases. Taton, M., Benveniste, P., Rahier, A. Biochem. Biophys. Res. Commun. (1986) [Pubmed]
  12. A possible mechanism of antidepressant activity of beta-amyrin palmitate isolated from Lobelia inflata leaves in the forced swimming test. Subarnas, A., Tadano, T., Nakahata, N., Arai, Y., Kinemuchi, H., Oshima, Y., Kisara, K., Ohizumi, Y. Life Sci. (1993) [Pubmed]
  13. Studies on the labelling of terpenoids in shoots and cells or protoplasts from Calendula officinalis leaves. Auguścińska, E., Kasprzyk, Z. Acta Biochim. Pol. (1982) [Pubmed]
  14. Antilipoxygenase activity of amyrin triterpenes. Kweifio-Okai, G., Macrides, T.A. Res. Commun. Chem. Pathol. Pharmacol. (1992) [Pubmed]
  15. Eudesmanolides and Other Constituents from Artemisia argyi. Tan, R., Jia, Z. Planta Med. (1992) [Pubmed]
  16. Formation of Triterpenoids throughout Olea europaea Fruit Ontogeny. Stiti, N., Triki, S., Hartmann, M.A. Lipids (2007) [Pubmed]
  17. Two new diterpenoids from Ballota limbata. Ahmad, V.U., Farooq, U., Hussain, J., Ullah, F., Nawaz, S.A., Choudhary, M.I. Chem. Pharm. Bull. (2004) [Pubmed]
  18. Attenuation of capsaicin-induced acute and visceral nociceptive pain by alpha- and beta-amyrin, a triterpene mixture isolated from Protium heptaphyllum resin in mice. Oliveira, F.A., Costa, C.L., Chaves, M.H., Almeida, F.R., Cavalcante, I.J., Lima, A.F., Lima, R.C., Silva, R.M., Campos, A.R., Santos, F.A., Rao, V.S. Life Sci. (2005) [Pubmed]
  19. Cloning and characterization of the Arabidopsis thaliana lupeol synthase gene. Herrera, J.B., Bartel, B., Wilson, W.K., Matsuda, S.P. Phytochemistry (1998) [Pubmed]
  20. 2,3-Oxidosqualene cyclase: from azasqualenes to new site-directed inhibitors. Cattel, L., Ceruti, M., Balliano, G., Viola, F., Grosa, G., Rocco, F., Brusa, P. Lipids (1995) [Pubmed]
  21. Differential expression of three oxidosqualene cyclase mRNAs in Glycyrrhiza glabra. Hayashi, H., Huang, P., Takada, S., Obinata, M., Inoue, K., Shibuya, M., Ebizuka, Y. Biol. Pharm. Bull. (2004) [Pubmed]
  22. Cloning and characterization of a cDNA encoding beta-amyrin synthase from petroleum plant Euphorbia tirucalli L. Kajikawa, M., Yamato, K.T., Fukuzawa, H., Sakai, Y., Uchida, H., Ohyama, K. Phytochemistry (2005) [Pubmed]
  23. Isolation of beta-amyrin from the fungus Aspergillus nidulans. Gealt, M.A. J. Gen. Microbiol. (1983) [Pubmed]
  24. Evaluation of the analgesic activity of extracts of Miconia rubiginosa (Melastomataceae). Spessoto, M.A., Ferreira, D.S., Crotti, A.E., Silva, M.L., Cunha, W.R. Phytomedicine (2003) [Pubmed]
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