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Ursolic Acid from Plantagomajor, a Selective Inhibitor of Cyclooxygenase-2 Catalyzed Prostaglandin Biosynthesis
Open accessAbstract
A hexane extract of Plantago major was investigated by bioactivity-directed fractionation, using an in vitro cyclooxygenase-2 (COX-2) catalyzed prostaglandin biosynthesis inhibition assay, and resulted in the isolation of ursolic acid (1). This triterpenoid showed a significant COX-2 inhibitory effect, directly on the enzyme activity, with an IC50 value of 130 microM and a COX-2/COX-1 selectivity ratio of 0.6. The structural isomer oleanolic acid (2) was found to be less active than 1, with an IC50 value of 295 microM, but showed a similar selectivity ratio (0.8). Furthermore, no significant inhibition on COX-2 or COX-1 was observed by the triterpenoid, 18beta-glycyrrhetinic acid (3). The direct inhibitory effect of 1 and 2 on COX-2 catalyzed prostaglandin biosynthesis increased with preincubation, indicating a time-dependent inhibition, while the effect on COX-1 was found to be independent of preincubation time.
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Cites
Cancer chemopreventive activity of resveratrol, a natural product derived from grapes
Jang, M., Cai, L., Udeani, G. O., Slowing, K. V., Thomas, C. F., Beecher, C. W. W., Fong, H. H. S., Farnsworth, N. R., Kinghorn, A. D., Mehta, R. G., et al. (1997) · Science · doi:10.1126/science.275.5297.218 · Cited by 4,935
Cited by
Pharmacological activities of natural triterpenoids and their therapeutic implications
Dzubak, P., Hajduch, M., Vydra, D., Hustova, A., Kvasnica, M., Biedermann, D., Markova, L., Urban, M., & Sarek, J. (2006) · Natural Product Reports · doi:10.1039/b515312n · Cited by 708
Lantana camara L. (Verbenaceae)
Ghisalberti, E. L. (2000) · Fitoterapia · doi:10.1016/s0367-326x(00)00202-1 · Cited by 379
The role of virgin olive oil components in the modulation of endothelial function
Perona, J. S., Cabello-Moruno, R., & Ruiz-Gutierrez, V. (2006) · The Journal of Nutritional Biochemistry · doi:10.1016/j.jnutbio.2005.11.007 · Cited by 274
Potential of Spice-Derived Phytochemicals for Cancer Prevention
Aggarwal, B., Kunnumakkara, A., Harikumar, K., Tharakan, S., Sung, B., & Anand, P. (2008) · Planta Medica · doi:10.1055/s-2008-1074578 · Cited by 269
Metadata
- Authors
- Ringbom, T., Segura, L., Noreen, Y., Perera, P., & Bohlin, L.
- Venue
- Journal of Natural Products
- Publisher
- American Chemical Society (ACS)
- Published
- 1998-08-21
- Volume
- 61
- Issue
- 10
- Pages
- 1212-1215
- ISSN
- 0163-3864 (ISSN-L)
- 1520-6025
- OpenAlex
- W2079852516
- Cited by
- 162
- References
- 1
- FWCI
- 0.79
- Type
- journal article
- Language
- en
- Open access
- green
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