Anticoagulant Properties of Compounds Derived from Fennel (Foeniculum vulgare Gaertner) Fruits

  • Lee, Hoi-Seon (Faculty of Biotechnology and Center for Agricultural Science and Technology, College of Agriculture and Life Science, Chonbuk National University)
  • Published : 2006.10.30

Abstract

The anticoagulant properties of compounds derived from fennel (Foeniculum vulgare Gaertner) fruits were evaluated using a platelet aggregometer and compared with aspirin. The active constituents of fennel fruits were isolated and identified as (+)-fenchone and extragole by various spectral analysis techniques. With regard to the 50% inhibitory concentration ($IC_{50}$), (+)-fenchone effectively inhibited platelet aggregation induced by treatment with collagen ($IC_{50}$, $3.9\;{\mu}M$) and arachidonic acid (AA) ($IC_{50}$, $27.1\;{\mu}M$), and estragole inhibited collagen-induced platelet aggregation ($IC_{50}$, $4.7\;{\mu}M$). By way of comparison, (+)-fenchone and estragole proved to be significantly more potent than aspirin at inhibiting platelet aggregation induced by collagen. The inhibitory activity of (+)-fenchone toward platelet aggregation induced by AA was 1.3 times stronger than that of aspirin. These results indicate that (+)- fenchone and estragole may be useful as lead compounds for inhibiting platelet aggregation induced by arachidonic acid and collagen.

Keywords

References

  1. Siess W. Molecular mechanisms of platelet activation. Physiol. Rev. 69: 58-178 (1989) https://doi.org/10.1152/physrev.1989.69.1.58
  2. Dinerman JL, Mehta JL. Endothelial, platelet, and leukocyte interactions in ischemic heart disease: insights into potential mechanisms and their clinical relevance. J. Am. Coll. Cardiol. 16: 207-222 (1990) https://doi.org/10.1016/0735-1097(90)90481-4
  3. Hirsh J. Hyperactive platelets and complications of coronary artery disease. New Engl. J. Med. 316: 1543-1544 (1987) https://doi.org/10.1056/NEJM198706113162410
  4. Ross R. The pathogenesis of atherosclerosis: An update. New Engl. J. Med. 314: 488-500 (1986) https://doi.org/10.1056/NEJM198602203140806
  5. Packham MA. Role of platelets in thrombosis and hemostasis. Can. J. Physiol. Pharm. 72: 278-284 (1994) https://doi.org/10.1139/y94-043
  6. Kim HG, Jeon JR, Kim MK, Lee HS. Pharmacological effects of asaronaldehyde isolated from Acorus gramineus rhizome. Food Sci. Biotechnol. 14: 685-688 (2005)
  7. Lim MY, Park YH, Son DJ, Kim MK, Lee HS. Antiplatelet activity of gallic acid and methyl gallate. Food Sci. Biotechnol. 13: 806-809 (2004)
  8. Cho JR, Lee CH, Son DJ, Park YH, Lee HS. Antiplatelet activity of phenylpropanoids isolated from Eugenia caryophyllata leaf oil. Food Sci. Biotechnol. 13: 315-317 (2004)
  9. Kim MY, Kim YM, Lee HS. Growth-inhibiting effects of Juniperus virginiana leaf-extracted components toward human intestinal bacteria. Food Sci. Biotechnol. 14: 164-167 (2005)
  10. Lin CN, Lu CM. Novel antiplatelet constituents from Formosan Moraceous plants. J. Nat. Prod. 59: 834-838 (1996) https://doi.org/10.1021/np960376j
  11. Tsai IL, Lin WY, Teng CM, Ishikawa T, Doong SL, Huang MW, Chen YC, Chen IS. Coumarins and antip1atelet constituents from the root bark of Zanthoxylum schinifolium. Planta Med. 66: 618-623 (2000) https://doi.org/10.1055/s-2000-8648
  12. Kim DH, Ahn YJ. Contact and fumigant activities of constituents of Foeniculum vulgare fruit against three coleopteran stored-product insects. Pest Manag. Sci. 57: 301-306 (2001) https://doi.org/10.1002/ps.274
  13. Lee HS. Acaricidal activity of constituents identified in Foeniculum vulgare fruit oil against Dermatophagoides spp. (Acari: Pyroglyphidae). J. Agr. Food Chem. 52: 2887-2889 (2004) https://doi.org/10.1021/jf049631t
  14. Choi EM, Hwang JK. Antiinflammatory, analgesic, and antioxidant activities of the fruit of Foeniculum vulgare. Fitoterapia 75: 557-565 (2004) https://doi.org/10.1016/j.fitote.2004.05.005
  15. Ozbek H, Ugras S, Dulger H, Bayram I, Tuncer I, Ozturk G, Ozturk A. Hepatoprotective effect of Foeniculum vulgare essential oil. Fitoterapia 74: 317-319 (2003) https://doi.org/10.1016/S0367-326X(03)00028-5
  16. Pietro loC, Nicola SI, Adriana de M, Francesco C, Felice S. Antibacterial activity of Coriandrum sativum L. and Foeniculum vulgare Miller var. vulgare (Miller) essential oils. J. Agr. Food Chem. 52: 7862-7866 (2004) https://doi.org/10.1021/jf0493122
  17. Shin S, Kang CA. Antifungal activity of the essential oil of Agastache rugosa Kuntze and its synergism with ketoconazole. Lett. Appl. Microbiol. 36: 111-115 (2003) https://doi.org/10.1046/j.1472-765X.2003.01271.x
  18. Gurdip S, Sumitra M, Lampasona MP, Catalan C. Chemical constituents, antifungal, and antioxidative potential of Foeniculum vulgare volatile oil and its acetone extract. Food Control 17: 745-752 (2006) https://doi.org/10.1016/j.foodcont.2005.03.010
  19. Mimica-Dukic N, Kujundzic S, Sokovic M, Couladis M. Essential oil composition and antifungal activity of Foeniculum vulgare Mill. obtained by different distillation conditions. Phytother. Res. 17: 368-371 (2003) https://doi.org/10.1002/ptr.1159
  20. Kim DH, Kim SI, Chang KS, Ahn YJ. Repellent activity of constituents identified in Foeniculum vulgare fruit against Aedes aegypti (Diptera: Culicidae). J. Agr. Food Chem. 50: 6993-6996 (2002) https://doi.org/10.1021/jf020504b
  21. Tania MOM, Mohsin A, Shah AH, Ageel AM, Qureshi S. Pharmacological and toxicological investigations on Foeniculum vulgare dried fruit extract in experimental animals. Phytother. Res. 10: 33-36 (1996) https://doi.org/10.1002/(SICI)1099-1573(199602)10:1<33::AID-PTR769>3.0.CO;2-L
  22. Olden K. NTP chemistry health and safety information. H&S: Estragole 144-62-7. In: National Toxicology Program. U.S. Department of Health and Human Services, Public Health Service, Washington, DC, USA (2002)