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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
 

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Chemical Compound Review: 

Amyrin     (3S,4aR,6aR,6bS,8aR,12aR,14aR, 14bS)-4,4,6a...

Synonyms: B-Amyrin, b-amyrenol, beta-Amyrin, beta-Amyrenol, beta.-Amyrenol, ...
 
 
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High impact information on beta-Amyrenol

  • To investigate a possible effect of AKBA on leukemic cell growth, proliferation of HL-60 and CCRF-CEM cells was assayed in the presence of AKBA and a structural analog without effect on 5-lipoxygenase, amyrin [1].
  • Cell counts and [3H]thymidine incorporation were significantly reduced in a dose-dependent manner in the presence of AKBA (IC50 = 30 microM) but not amyrin [1].
  • The labeling of 5-lipoxygenase by azido-125I-KBA strictly depended on the presence of calcium ([Ca2+]free > 500 nM) and was abolished by heat denaturation or by prior incubation with a series of pentacyclic triterpenes (e.g., amyrin, beta-boswellic acid, AKBA and 18a-glycyrrhetinic acid) [2].
  • Fractionation of the xanthine oxidase inhibitory methanol extract of Conyza bonariensis afforded three glycosides, in addition to nine known compounds including amyrin, beta-sitostero1 daucosterol, syringic acid 3-hydroxy-5-methoxybenzoic acid, eugenol 4-O-glucopyranoside, and luteolin, apigenin and takakin 8-O-glucuronide [3].
 

Gene context of beta-Amyrenol

  • 5. beta-BA only partially prevented the AKBA-induced 5-LOX inhibition, whereas the non-inhibitory compounds, amyrin and acetyl-11-keto-amyrin, almost totally antagonized the AKBA effect and shifted the concentration-inhibition curve for the incomplete inhibitor beta-BA to the right [4].

References

  1. Acetyl-11-keto-beta-boswellic acid induces apoptosis in HL-60 and CCRF-CEM cells and inhibits topoisomerase I. Hoernlein, R.F., Orlikowsky, T., Zehrer, C., Niethammer, D., Sailer, E.R., Simmet, T., Dannecker, G.E., Ammon, H.P. J. Pharmacol. Exp. Ther. (1999) [Pubmed]
  2. Characterization of an acetyl-11-keto-beta-boswellic acid and arachidonate-binding regulatory site of 5-lipoxygenase using photoaffinity labeling. Sailer, E.R., Schweizer, S., Boden, S.E., Ammon, H.P., Safayhi, H. Eur. J. Biochem. (1998) [Pubmed]
  3. Glycosides and xanthine oxidase inhibitors from Conyza bonariensis. Kong, L.D., Abliz, Z., Zhou, C.X., Li, L.J., Cheng, C.H., Tan, R.X. Phytochemistry (2001) [Pubmed]
  4. Acetyl-11-keto-beta-boswellic acid (AKBA): structure requirements for binding and 5-lipoxygenase inhibitory activity. Sailer, E.R., Subramanian, L.R., Rall, B., Hoernlein, R.F., Ammon, H.P., Safayhi, H. Br. J. Pharmacol. (1996) [Pubmed]
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