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Incensole Acetate, a Novel Anti-Inflammatory Compound Isolated from Boswellia Resin, Inhibits Nuclear Factor-κB Activation

Moussaieff, Arieh, Shohami, Esther, Kashman, Yoel, Fride, Ester, Schmitz, M. Lienhard, Renner, Florian, Fiebich, Bernd L., Munoz, Eduardo, Ben-Neriah, Yinon, Mechoulam, Raphael·2007·Molecular Pharmacology
DOI 10.1124/mol.107.038810
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Abstract

Boswellia resin is a major anti-inflammatory agent in herbal medical tradition, as well as a common food supplement. Its anti-inflammatory activity has been attributed to boswellic acid and its derivatives. Here, we re-examined the anti-inflammatory effect of the resin, using inhibitor of nuclear factor-kappaB alpha (IkappaB alpha) degradation in tumor necrosis factor (TNF) alpha-stimulated HeLa cells for a bioassay-guided fractionation. We thus isolated two novel nuclear factor-kappaB (NF-kappaB) inhibitors from the resin, their structures elucidated as incensole acetate (IA) and its nonacetylated form, incensole (IN). IA inhibited TAK/TAB-mediated IkappaB kinase (IKK) activation loop phosphorylation, resulting in the inhibition of cytokine and lipopolysaccharide-mediated NF-kappaB activation. It had no effect on IKK activity in vitro, and it did not suppress IkappaB alpha phosphorylation in costimulated T-cells, indicating that the kinase inhibition is neither direct nor does it affect all NF-kappaB activation pathways. The inhibitory effect seems specific; IA did not interfere with TNFalpha-induced activation of c-Jun N-terminal kinase (JNK) and p38 mitogen-activated protein kinase. IA treatment had a robust anti-inflammatory effect in a mouse inflamed paw model. Cembrenoid diterpenoids, specifically IA and its derivatives, may thus constitute a potential novel group of NF-kappaB inhibitors, originating from an ancient anti-inflammatory herbal remedy.

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Metadata

Authors
Moussaieff, A., Shohami, E., Kashman, Y., Fride, E., Schmitz, M. L., Renner, F., Fiebich, B. L., Munoz, E., Ben-Neriah, Y., & Mechoulam, R.
Venue
Molecular Pharmacology
Publisher
Elsevier BV
Published
2007-12
Volume
72
Issue
6
Pages
1657-1664
ISSN
0026-895X
DOI
10.1124/mol.107.038810
Cited by
75
References
1
Language
en
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