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Anticoagulation and Anticancer Constituents fromEugenia caryophyllata Thunb

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초록

From the EtOAc fraction of Eugenia caryophyllata, four compounds were isolated through activity-guided silica gel column chromatography. From the result of spectroscopic data including NMR, MS and IR, the chemical structures of the compounds were determined as 1-allyl-4-hydroxy-3-methoxybezene acetate (eugenol acetate, 1), 1-allyl-4-hydroxy-3-methoxybezene (eugenol, 2), 3β-hydroxyolean-12-en-28-oic acid (oleanolic acid, 3) and 2α,3β-dihydroxyolean-12-en-28-oic acid (maslinic acid, 4). Compounds 3 and 4 were isolated for the first time from this plant. Also, compounds 1, 2 and 3 exhibited relatively high platelet aggregation inhibitory activity with the IC50 values of 0.24, 0.09 and 0.07 mM, respectively. Compound 2 significantly prolonged activated partial thromboplastin time (aPTT) with the value of 124 ± 11.2 seconds as compared to the control with the value of 37.5 ± 2.2 seconds at the concentration of 50㎍/㎖. Compounds 1 and 3 revealed inhibitory activity on farnesyl protein transferase (FPTase) with the IC50 values of 0.49 and 0.24 mM and compounds 1 and 2 highly inhibited the growth of rat-H-ras cells with the GI50 values of 6.63 and 5.70 μM, respectively.

Abstract

From the EtOAc fraction of Eugenia caryophyllata, four compounds were isolated through activity-guided silica gel column chromatography. From the result of spectroscopic data including NMR, MS and IR, the chemical structures of the compounds were determined as 1-allyl-4-hydroxy-3-methoxybezene acetate (eugenol acetate, 1), 1-allyl-4-hydroxy-3-methoxybezene (eugenol, 2), 3β-hydroxyolean-12-en-28-oic acid (oleanolic acid, 3) and 2α,3β-dihydroxyolean-12-en-28-oic acid (maslinic acid, 4). Compounds 3 and 4 were isolated for the first time from this plant. Also, compounds 1, 2 and 3 exhibited relatively high platelet aggregation inhibitory activity with the IC50 values of 0.24, 0.09 and 0.07 mM, respectively. Compound 2 significantly prolonged activated partial thromboplastin time (aPTT) with the value of 124 ± 11.2 seconds as compared to the control with the value of 37.5 ± 2.2 seconds at the concentration of 50㎍/㎖. Compounds 1 and 3 revealed inhibitory activity on farnesyl protein transferase (FPTase) with the IC50 values of 0.49 and 0.24 mM and compounds 1 and 2 highly inhibited the growth of rat-H-ras cells with the GI50 values of 6.63 and 5.70 μM, respectively.

참고문헌 (30)

  1. "Design and in vivo analysis of potent non-thiol inhibitors of farnesyl protein transferase", 42, pp.3356~3368 (1999)
  2. "Reactive oxygen species generation and photo-cytotoxicity of eugenol in solutions of various pH", 22, pp.1459~1466 (2001)
  3. "Ras oncogenes in human cancer. Cancer Research49", pp.4682~4689 (1989)
  4. "Essential role for oncogenic Ras in tumour maintenance", 400, pp.468~472 (1999)
  5. "Antiplatelet activity of phenylpropanoids isolated from Eugenia caryophyllata leaf oil", 13, pp.315~317 (2004)
  6. "Quantitationof Harvey ras p21-enhanced expression in humanbreast and colon carcinoma. J. Natl. Cancer Inst. 79", pp.59~65 (1987)
  7. "Phytochemical Dictionary", washington dc, pp.1765~ (1993)
  8. "A saponin from callustissue stauntonia hexaphylla. Phytochemistry 30", pp.2425~2427 (1991)
  9. "Inhibitory activity of diarylheptanoids on farnesyl protein transferase", 18, pp.295~299 (2004)
  10. "Dehydrotrametenolic acid selectively inhibits the growth of H-ras transformed rat2 cells and induces apoptosis through caspase-3 pathway", 78, pp.607~613 (2006)
  11. "The efficacy of clove oil as an anesthetic for rainbow trout, Oncorhynchus mykiss (Walbaum)", 29, pp.89~101 (1998)
  12. "2’-Hydroxycinnamaldehyde from stem bark of Cinnamomum cassia", 62, pp.183~184 (1996)
  13. "Phytochemical constituents of Artemisia japonica ssp", 24, pp.194~197 (2001)
  14. "Chemical constituents of pericarps of Rosa davuricaPall.", pp.2232~2233 (1989)
  15. "Ras family genes: An interesting link between cell cycle and cancer", 192, pp.125~130 (2002)
  16. "Ras target proteins in eukaryotic cells", 9, pp.1311~1318 (1995)
  17. "Microcirculatory stasis induced by hemorheological disorders: further evidence", 6, pp.97~106 (1999)
  18. "Photochemical reactions ofeugenol and related compounds synthesis of new flavorchemicals. J. Agric. Food Chem. 30", pp.1215~1218 (1982)
  19. "Suppression of chemical mutagen induced SOS response by alkylphenols from clove (Syzygium aromaticum) in salmonella typhymurium TA 1535", pSK 1002 umu test, 2001, pp.49, 4019~4025
  20. "Pharmacology", pp.193~ (1997), Raven, New York
  21. "Antioxidant activity of eugenol and related monomeric and dimeric compounds", 48, pp.1467~1469 (2000)
  22. "Insecticidal and fugiment activities of cinnamomum cassia barkderived materials against Mechoris ursulus (Coleoptera: AtteKyung labidae)", 48, pp.2528~2531 (2000)
  23. "A Comparisonto Methods in Enzymology 1", pp.241~245 (1990)
  24. "Antimicrobial effects of spices. J. Food Saf. 6", pp.29~44 (1983)
  25. "Clove oil as a fish anesthetic for measuring length and weight of rabbitfish (Siganus lineatus)", 136, pp.149~152 (1995)
  26. "Antiplatelet principles from a food spiceclove", pp.885~894 (1993)
  27. "N-arylpiperazinone inhibitors of farnesyltransferase: Discovery and biological activity", 42, pp.3779~3784 (1999)
  28. -amino-1,4-naphthoquinone (NQ12), a newly synthesized 1,4-naphthoquinone derivative, , 2000, 1001~1008
  29. "Isobiflorin, a chromone C-glucoside from cloves (Eugenia caryophyllata)", 45, pp.401~403 (1997)
  30. "Experimental study on microthrombi and myocardial injuries", 51, pp.99~107 (1996)

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