Planta Med 2004; 70(1): 34-38
DOI: 10.1055/s-2004-815452
Original Paper
Pharmacology
© Georg Thieme Verlag Stuttgart · New York

Flavonoids and a Sesquiterpene Lactone from Tanacetum microphyllum Inhibit Anti-Inflammatory Mediators in LPS-Stimulated Mouse Peritoneal Macrophages

María José Abad1 , Paulina Bermejo1 , María Alvarez1 , José Antonio Guerra1 , Ana María Silván1 , Angel Maria Villar1
  • 1Department of Pharmacology, Faculty of Pharmacy, University Complutense, Madrid, Spain
Further Information

Publication History

Received: June 5, 2003

Accepted: October 3, 2003

Publication Date:
06 February 2004 (online)

Abstract

In our ongoing research into anti-inflammatory compounds from Tanacetum microphyllum, four naturally occurring flavonoids (santin, ermanin, centaureidin and 5,3′-dihydroxy-4′-methoxy-7-methoxycarbonylflavonol) and one sesquiterpene lactone (hydroxyachillin) isolated from this plant, were evaluated as potential inhibitors of some macrophage functions involved in the inflammatory process. These five compounds significantly inhibited lipopolysaccharide (LPS)-induced nitric oxide (NO) and prostaglandin E2 (PGE2) in a concentration-dependent manner. In the tumour necrosis factor-α (TNF-α) assay, only centaureidin and hydroxyachillin significantly inhibited the accumulation of TNF-α. These results indicate that these compounds may contribute to the anti-inflammatory properties of T. microphyllum.

References

  • 1 Abad M J, Bermejo P, Villar A. An approach to the genus Tanacetum L. (Compositae): phytochemical and pharmacological review.  Phytother Res. 1995;  9 79-92
  • 2 Schinella G R, Giner R M, Recio M C, De Buschiazo P M, Rios J L, Mañez S. Anti-inflammatory effects of South American Tanacetum vulgare .  J Pharm Pharmacol. 1998;  50 1069-74
  • 3 Williams C A, Harborne J B, Geiger H, Robin J, Hoult S. The flavonoids of Tanacetum parthenium and T. vulgare and their anti-inflammatory properties.  Phytochemistry. 1999;  51 417-23
  • 4 Fukuda K, Hibiya Y, Mutoh M, Ohno Y, Yamashita K, Akao S. et al . Inhibition by parthenolide of phorbol ester-induced transcriptional activation of inducible nitric oxide synthase gene in a human monocyte cell line THP-1.  Biochem Pharmacol. 2000;  60 595-600
  • 5 Kwok B HB, Koh B, Ndubuisi M I, Elofsson M, Crews C M. The anti-inflammatory natural product parthenolide from the medicinal herb feverfew directly binds to and inhibits IkappaB kinase.  Chem Biol. 2001;  8 759-66
  • 6 Abad M J, Bermejo P, Villar A. Anti-inflammatory and anti-ulcerogenic activities of the organic extracts of Tanacetum micropyllum DC in rats.  Phytother Res. 1991;  5 179-81
  • 7 Abad M J, Bermejo P, Villar A. Valverde S Anti-inflammatory activity of two flavonoids from Tanacetum microphyllum .  J Nat Prod. 1993;  56 1164-7
  • 8 Abad M J, Bermejo P, Valverde S, Villar A. Anti-inflammatory activity of hydroxyachillin, a sesquiterpene lactone from Tanacetum microphyllum .  Planta Med. 1994;  60 228-31
  • 9 Silván A M, Abad M J, Bermejo P, Villar A. Inhibition by hydroxyachillin, sesquiterpene lactone from Tanacetum microphyllum, of PMA-induced mouse ear oedema.  Inflamm Res. 1996;  45 289-92
  • 10 Martínez J, Silván A M, Abad M J, Bermejo P, Villar A, Söllhuber M. Isolation of two flavonoids from Tanacetum microphyllum as PMA-induced ear edema inhibitors.  J Nat Prod. 1997;  60 142-4
  • 11 Silván A M, Abad M J, Bermejo P, Villar A. Effects of compounds extracted from Tanacetum microphyllum on arachidonic acid metabolism in cellular systems.  Planta Med. 1998;  64 200-3
  • 12 Pradelles P, Antoine C, Lellouche J P, Maclouf J. Enzyme immunoassays for leukotriene C4 and E4 using acetylcholinesterase.  Meth Enzymol. 1990;  187 82-9
  • 13 Green L C, Wagner D A, Glogowski J, Skipper P L, Wishnok J J, Tannenbaun S R. Analysis of nitrate, nitrite and [15N] nitrate in biological fluids.  Anal Biochem. 1982;  126 131-8
  • 14 Appleton I, Tomlinson A, Willoughby D A. Induction of cyclo-oxygenase and nitric oxide synthase in inflammation. In: August JT, Anders MW, Murad F, Coyle JT editors Advances in Pharmacology. New York; Academic Press 1996: pp 26-78
  • 15 Vane J R, Bakle Y S, Botting R M. Cyclooxygenases 1 and 2.  Ann Rev Pharmacol Toxicol. 1998;  38 97-120
  • 16 Xie Q, Nathan C. The high-output nitric oxide pathway: role and regulation.  J Leukocyte Biol. 1994;  56 576-82
  • 17 Lee H J, Kim N Y, Jang M K, Son H J, Kim K M, Sohn D H. et al . A sesquiterpene, dehydrocostus lactone, inhibits the expression of inducible nitric oxide synthase and TNF-α in LPS-activated macrophages.  Planta Med. 1999;  65 104-8
  • 18 Koo T H, Lee J H, Park Y J, Hong Y S, Kim H S, Kim K W. et al . A sesquiterpene lactone, costunolide from Magnolia grandiflora, inhibits NF-KB by targeting IKB phosphorylation.  Planta Med. 2001;  67 103-7

Dr. María José Abad Martínez

Department of Pharmacology

Faculty of Pharmacy

University Complutense

28040 Madrid

Spain

Fax: +34-1-3941726

Email: mjabad@farm.ucm.es

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