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Amentoflavone, a plant biflavone: A new potential anti-inflammatory agent

  • Hee Kee Kim
  • Kun Ho Son
  • Hyeun Wook Chang
  • Sam Sik Kang
  • Hyun Pyo Kim
Research Articles

Abstract

Biflavonoid is one of unique classes of naturally-occurring bioflavonoids. Certain biflavonoids including amentoflavone were previously reported to have inhibitory effect on the group II phospholipase A2 activity. Amentoflavone was also found to inhibit cyclooxygenase from guinea-pig epidermis without affecting lipoxygenase. In this study, anti-inflammatory and analgesic activities of amentoflavone were evaluated. When amentoflavone was administered intraperitoneally, it showed a potent anti-inflammatory activity as determined by amelioration of croton-oil induced mouse ear edema. It also showed a potent anti-inflammatory activity in the rat carrageenan paw edema model (ED50=42 mg/kg) compared to the activity of prednisolone (35 mg/kg) and indomethacin (10 mg/kg). However, amentoflavone did not show a significant inhibitory activity against rat adjuvant-induced arthritis, a chronic inflammatory model. In addition, amentoflavone was found to possess a potent analgesic activity in the acetic acid writhing test (ED50=9.6 mg/kg) compared to the activity of indomethacin (3.8 mg/kg). These results suggest that amentoflavone may be a potential lead for a new type of anti-inflammatory agents having dual inhibitory activity of group II phospholipase A2 and cyclooxygenase.

Keywords

Amentoflavone Flavonoid Biflavonoid Anti-inflammatory activity analgesic activity Phospholipase A2 Cyclooxygenase 

References Cited

  1. Amella, M., Bronner, F., Haag, M., Anton, R. and Landry, Y., Inhibition of mast cell histamins release by flavonoids and biflavonoids.Planta Med., 16–20 (1985).Google Scholar
  2. Bentley, G. A., Newton, S. H. and Star, J. Studies on the antinociceptive action of α-agonist drugs.Brit. J. Pharmacol. 79, 125–137 (1983).Google Scholar
  3. Chang, H. W., Baek, S. H., Chung, K. W., Son, K. H., Kim, H. P. and Kang, S. S., Inactivation of phospholipase A2 by naturally occurring biflavonoid, ochnaflavone.Biochem. Biophys. Res. Comm., 205, 843–849 (1994).PubMedCrossRefGoogle Scholar
  4. Della Loggia, R., Sosa, S., Tubaro, A., Morazzoni, P., Bombardelli, E. and Criffini, A., Anti-inflammatory activity of someGinkgo biloba constituents and their phospholipid-complexes.Fitoterapia, 67, 257–263 (1996).Google Scholar
  5. Felicio, J. D., Goncalez, E., Braggio, M. M., Costantino, L., Albasini, A. and Lins, A. P., Inhibition of lens aldose reductase by biflavones fromOuratea spectabilis.Planta Med., 61, 217–220 (1995).PubMedCrossRefGoogle Scholar
  6. Gabor, M., Anti-inflammatory and anti-allergic properties of flavonoids in.Plant flavonoids in biology and medicine: Biochemical, pharmacological, and structure-activity relationships, Cody et al. (eds), 1986, Alan R. Liss, New York, pp 471–480.Google Scholar
  7. Gil, B., Sanz, M. J., Terencio, M. C., Ferrandiz, M. L., Paya, M., Gunasegaran, R. and Alcaraz, M. J., Effects of flavonoids onNaja naja and human recombinant synovial phospholipase A2 and inflammatory responses in mice.Life Sci., 54, PL333–338 (1994).PubMedCrossRefGoogle Scholar
  8. Gil, B., Sanz, M. J., Terencio, M. C., Gunasegaran, R., Paya, M. and Alcaraz, M. J., Morelloflavone, a novel biflavonoid inhibitor of human secretary phospholipase A2 with anti-inflammatory activity.Biochem. Pharmacol., 53, 733–740 (1997).PubMedCrossRefGoogle Scholar
  9. Havsteen, B., Flavonoids, A class of natural products of high pharmacological potency.Biochem. Pharmacol., 32, 1141–1148 (1982).CrossRefGoogle Scholar
  10. Iwu, M. M., Igboko, O. A., Okunji, C. O. and Tempesta, M. S., Antidiabetic and aldose reductase activities of biflavanones ofGarcinia kola.J. Pharm. Pharmacol., 42, 290–292 (1990).PubMedGoogle Scholar
  11. Kang, S. S., Kim, J. S., Kawk, W. J. and Kim, K. H., Flavonoids fromGingko biloba leaves.Kor. J. Pharmacogn., 21, 111–120 (1990).Google Scholar
  12. Kim, H. K., Namgoong, S. Y. and Kim, H. P., Anti-inflammatory activity of flavonoids: Mouse ear edema inhibition.Arch. Pharm. Res., 16, 18–24 (1993).CrossRefGoogle Scholar
  13. Kim, S. Y., Son, K. H., Chang, H. W., Kang, S. S. and Kim, H. P., Inhibitory effects of twenty seven plant extracts on adjuvant-induced arthritis.Arch. Pharm. Res., 20, 313–317 (1997).PubMedCrossRefGoogle Scholar
  14. Kim, H. P., Indu, M., Iversen, L. and Ziboh, V. A., Effects of naturally-occurring flavonoids and biflavonoids on epidermal cyclooxygenase and lipoxygenase from guinea-pigs.Prostag. Leukot. Essent. Fatty Acids, 58, 17–24 (1998).CrossRefGoogle Scholar
  15. Lee, S. J., Choi, S. H., Son, K. H., Chang, H. W., Kang, S. S. and Kim, H. P., Suppression of mouse lymphocyte proliferationin vitro by naturally-occurring biflavonoids.Life Sci., 57, 551–558 (1995).PubMedCrossRefGoogle Scholar
  16. Lee, S. J., Son, K.H., Chang, H. W., Do, J. C., Jung, K. Y., Kang, S. S. and Kim, H. P., Anti-inflammatory activity of naturally occurring flavone and flavonol glycosides.Arch. Pharm. Res., 16, 25–28 (1993).CrossRefGoogle Scholar
  17. Lewis, D. A., Flavonoids. Agents and Actions, suppl. 27, Lewis (ed), 1989, Berhauser Verlag, Basel, pp 137–165.Google Scholar
  18. Panthong, A., Kanjanapothi, D., Tuntiwachwuttkul, P., Pancharoen, O. and Reutrakul, V., Antiinflammatory activity of flavonoids.Phytomedicine, 1, 141–144 (1994).Google Scholar
  19. Ruckstuhl, M., Berez, A., Anton, R. and Landry, Y., Flavonoids are selective cyclic phosphodiesterase inhibitors.Biochem. Pharmacol., 28, 535–538 (1979).PubMedCrossRefGoogle Scholar
  20. Shin, D. I. And Kim, J., Flavonoid constituents ofSelaginella tamariscina.Kor. J. Pharmacogn., 22, 207–210 (1991).Google Scholar
  21. Winter, C. A., Risley, E. A. and Nuss, G. W., Carrageenan-induced edema in the hindpaw of the rat as an assay for anti-inflammatory drugs.Proc. Soc. Exp. Biol. Med., 111, 544–547 (1962).PubMedGoogle Scholar

Copyright information

© The Pharmaceutical Society of Korea 1998

Authors and Affiliations

  • Hee Kee Kim
    • 1
  • Kun Ho Son
    • 2
  • Hyeun Wook Chang
    • 3
  • Sam Sik Kang
    • 4
  • Hyun Pyo Kim
    • 1
  1. 1.College of PharmacyKangwon National Univ.ChunchonKorea
  2. 2.Dept. Food Nutr.Andong National Univ.AndongKorea
  3. 3.College of PharmacyYeungnam Univ.GyongsanKorea
  4. 4.Natural Products Res. Inst.Seoul National Univ.SeoulKorea

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