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비타민나무 잎으로부터 항산화활성 관련 Flavonol Glycoside 분리

Isolation of Flavonol Glycoside Related to Antioxidant Activity from Hippophae rhamnoides Leaves

  • 이지원 (삼성생약(주)부설 바이오생명공학연구소) ;
  • 박주희 (삼성생약(주)부설 바이오생명공학연구소) ;
  • 김주성 (제주대학교 생명자원과학대학 생물산업학부) ;
  • 최은영 (삼성생약(주)부설 바이오생명공학연구소) ;
  • 한상노 (삼성생약(주)부설 바이오생명공학연구소) ;
  • 성은수 (강원대학교 농업생명과학대학 식물자원응용공학과) ;
  • 유창연 (강원대학교 한방Bio연구소) ;
  • 권용수 (강원대학교 약학대학 약학과) ;
  • 김명조 (강원대학교 한방Bio연구소)
  • Lee, Ji-Won (Institute of Samsung Herb Medicine Co., Ltd.) ;
  • Park, Ju-Hee (Institute of Samsung Herb Medicine Co., Ltd.) ;
  • Kim, Ju-Sung (College of Applied Life Science, Jeju National University) ;
  • Choi, Eun-Young (Institute of Samsung Herb Medicine Co., Ltd.) ;
  • Han, Sang-No (Institute of Samsung Herb Medicine Co., Ltd.) ;
  • Seong, Eun-Soo (Department of Applied Plant Sciences, Kangwon National University) ;
  • Yu, Chang-Yoen (Oriental Bio-herb Research Institute, Kangwon National University) ;
  • Kwon, Yong-Soo (Department of Pharmacy, Kangwon National University) ;
  • Kim, Myong-Jo (Oriental Bio-herb Research Institute, Kangwon National University)
  • 투고 : 2011.07.27
  • 심사 : 2011.08.16
  • 발행 : 2011.08.30

초록

The leaves of Hippophae rhamnoides were extracted with methanol and then further fractioned with hexane, ethyl acetate, butanol and water in order to investigate biological activity. Two flavonol glycosides were isolated and identified from ethyl acetate soluble fraction, which showed the strongest antioxidant activity ($RC_{50}$ = 4.33 ${\mu}g/ml$). Isolated two compounds have shown strong free radical scavenging activity. Especially, quercetin 3-O-glucoside ($RC_{50}$ = 2.60 ${\mu}g/ml$) was more active than ${\alpha}$-tocopherol ($RC_{50}$ = 4.67 ${\mu}g/ml$). Total phenol and flavonoid contents were the highest to 4.17 and 1.14 mg/ml in the ethyl acetate soluble fraction. In addition, ethyl acetate soluble fraction was shown to the strongest ${\alpha}$-glucosidase inhibitory activity ($IC_{50}$ = 137.88 ${\mu}g/ml$) among the fractions. The results suggest that leaves of H. rhamnoides could be a potential source of natural antioxidant.

키워드

참고문헌

  1. Caspary W. (1978). Sucrose malabsorption in man after ingestion of $\alpha$-glucosidehydrolase inhibitor. Lancet. 311:1231-1233. https://doi.org/10.1016/S0140-6736(78)92466-2
  2. Cha MR, Park JH, Choi YH, Choi CW, Hong KS, Choi SU, Kim YS, Kim YK, Kim YH and Ryu SY. (2009). Alphaglucosidase inhibitors from the branches extract of Cotinus coggygria. Korean Journal of Pharmacognosy. 40:229-232.
  3. Chen H and Zuo Y. (2007). Identification of flavonol glycosides in American cranberry fruit. Food Chemistry. 101:1357-1364. https://doi.org/10.1016/j.foodchem.2006.03.041
  4. Cho JY, Ji SH, Moon JH, Lee KH, Jung JH and Park KH. (2008). A novel benzoyl glucoside and phenoic compounds from the leaves of Camellia japonica. Food Science and Biotechnology. 17:1060-1065.
  5. Choi SR, You DH, Kim JY, Park CB, Kim DH and Ryu J. (2009). Antioxidant activity of methanol extracts from Cudrania tricuspidata Bureau according to harvesting parts and time. Korean Journal of Medicinal Crop science. 17:115-120.
  6. Deshner EE, Ruperto J, Wong G and Newmark HL. (1991). Quercetin and rutin as inhibitors of azoxymethaol-induced olonic eoplasia. Carcinogenisis. 7:1193-1196.
  7. Ganju L, Padwad Y, Singh R, Karan D, Chanda S, Chopra KM, Bhatnagar P, Kashyap R and Sawhney RC. (2005). Anti-inflammatory activity of sea buckthorn (Hippophae rhamnoides) leaves. International Immunopharmacology. 5:1675-1684. https://doi.org/10.1016/j.intimp.2005.03.017
  8. Ge XY, Shi GF, Zhang YM and Wang TB. (1985). Medical application of seabuckthorn. Shanxi Medical Research. 2:9-14.
  9. Geetha S, SaiRam M, Singh V, Ilavazhagan G and Sawhney RC. (2002). Antioxidant and immunomodulatory properties of seabuckthorn an in-vitro study. Journal of Ethnopharmacology. 79:373-378. https://doi.org/10.1016/S0378-8741(01)00406-8
  10. Hermann K. (1989). Occurrence and content of hydroxycinnamic and hydroxylbenzoic acid compounds in foods. Critical Reviews in Food Science and Nutrition. 28:315-347. https://doi.org/10.1080/10408398909527504
  11. Hollman PC, Vries JH, Jeeuwen SD, Mengelers MJ and Katan MB. (1995). Absorption of dietary quercetin glycosides and quercetin in healthy ileostomy volunteers. American Journal of Clinical Nutrition. 62:1276-1282.
  12. Hollman PT and Buysma M. (1996). Fluorescence detection of flavonols in HPLC by postcolumn chelation with aluminum. Analytical Chemistry. 68:3511-3515. https://doi.org/10.1021/ac960461w
  13. Hong BK, Eom SH, Lee CO, Lee JW, Jeong JH, Kim JK, Cho DH, Yu CY, Kwon YS and Kim MJ. (2007). Biological activities and bioactive compounds in the extract of Acer tegmentosum Maxim. stem. Korean Journal of Medicinal Crop Science. 15:296-303.
  14. Hwang EK. (2009). Effect of quercetin supplement on major biochemical parameters in sera of rats fed high fat and high cholesterol diet. Journal of Veterinary Clinics. 26:413-418.
  15. Jeong JH, Lee JW, Kim KS, Kim JS, Han SN, Yu CY, Lee JK, Kwon YS and Kim MJ. (2010). Antioxidant and antimicrobial activities of extracts from a medicinal plant, sea bucthorn. Journal of the Korean Society for Applied Biological Chemistry. 53:33-38.
  16. Jun BS, Cha JY and Cho YS. (2001). Antioxidative activities of fruit extracts of Paulownia tomentosa stued. Korean Journal of Food Preservation Sciences Technology. 8:231-238.
  17. Kim KM, Park MH, Kim HK, Im SH and Kim YN. (2009). Analysis of chemical composition and in vitro anti-oxidant properities of extracts from seabuckthorn (Hippophae rhamnoides). Journal of Applied Biological Chemistry. 52:58-64. https://doi.org/10.3839/jabc.2009.011
  18. Kim SS, Jeong MH, Seo YC, Kim JS, Kim NS, Woon WB, Ahn JH, Hwang B, Park DS, Park SJ and Lee HY. (2010). Comparison of antioxidant activities by high pressure extraction of Codonopsis lanceolata from different production areas. Korean Journal of Medicinal Crop science. 18:248-254.
  19. Lee CH, Krueger CG, Reed JD and Richards MP. (2006). Inhibition of hemoglobin-mediated lipid oxidation in washed fish muscle by cranberry components. Food Chemistry. 99:591-599. https://doi.org/10.1016/j.foodchem.2005.08.027
  20. Margreet RO, Peter CHH, Tom BV and Martijn BK. (2000). Bioavailabilities of quercetin-3-glucoside and quercetin-4'- glucoside do not differ in humans. The American Society for Nutritional Sciences. 130:1200-1203.
  21. Moreno MIN, Isla MI, Sampietro AR and Vattuone MA. (2000). Comparison of the free radical-scavenging activity of propolis from several regions of Argntina. Journal of Ethopharmacology. 71:109-114. https://doi.org/10.1016/S0378-8741(99)00189-0
  22. Moon JH, Tsushida T, Nakahra K and Terao J. (2001). Identification of quercetin 3-O-$\beta-_{D}$-glucuronide as an antioxidative metabolite in rat plasma after oral admistration of quercetin. Free Radical Biology and Medicine. 30: 1274-1285. https://doi.org/10.1016/S0891-5849(01)00522-6
  23. Oh YJ, Seo HR, Choi YM and Jung DS. (2010). Evaluation of antioxidant activity of the extracts from the aerial parts of Cnidium officinale Makino. Korean Journal of Medicinal Crop Science. 18:373-378.
  24. Rosch D, Bergmann M, Knorr D and Kroh LW. (2003). Structure-antioxidant efficiency relationships of phenoic compounds and their contribution to the antioxidant activity of seabuckthorn juice. Journal of Agricultural and Food Chemistry. 51:4233-4239. https://doi.org/10.1021/jf0300339
  25. Sato M, Ramarathnam N, Suzuki Y, Ohkubo T, Takeuchi M and Ochi H. (1996). Varietal differences in the phenolic content and superoxide radical scavenging potential of wines from different sources. Journal of Agricultural and Food Chemistry. 44:37-41. https://doi.org/10.1021/jf950190a
  26. Shim JS, Kim SD, Kim TS and Kim KN. (2005). Biological activity of flavonoid glycosides isolated from Angelica keiskei. Korean Journal of Food Science and Technology. 37:78-83.
  27. Tsybikova DTs, Rasputina DB, Zalykeeva DN, Darzhapova GZh and Khundanova LL. (1983). A study of leaves and the oil cake of seabuckthorn; biology, chemistry and pharmacology of Sea buckthorn. Nauka Publishers, Novosibirsk. p. 107-109 (in Russia).
  28. Xing JF, Yang BR, Dong YL, Wang BW, Wang JX and Kallio HP. (2002). Effects of sea buckthorn (Hippophaea rhamnoides L.) seed and pulp oils on experimental models of gastric ulcer in rats. Fitoterapia 73:644-650. https://doi.org/10.1016/S0367-326X(02)00221-6
  29. Xiong Q, Kadota S, Tani T and Namba T. (1996). Antioxidative effects of phenylethanoids from Cistanche deserticola. Biological Pharmaceutical Bulletin. 19:1580-1585. https://doi.org/10.1248/bpb.19.1580
  30. Xu MY, Sun XX and Tong WX. (1994). Medical research and development on seabuckthorn. Hippophae. 7:32-39.
  31. Yang B, Kalimo KO, Tahvonen RL, Mattila LM, Katajisto JK and Kallio HP. (2000). Effect of dietary supplementation with sea buckthorn (Hippophae rhamnoides) seed and pulp oils on the fatty acid composition of skin glycerophospholipids of patients with atopic dermatitis. The Journal of Nutritional Biochemistry. 11:338-340. https://doi.org/10.1016/S0955-2863(00)00088-7
  32. Yusof S, Chazali HM and King GS. (1990). Naringin content in local citrus fruits. Food Chemistry. 37:113-121. https://doi.org/10.1016/0308-8146(90)90085-I

피인용 문헌

  1. Inhibition of Adipogenesis in 3T3-L1 Adipocytes with Ethanol Extracts of Saururus chinensis vol.27, pp.6, 2012, https://doi.org/10.7841/ksbbj.2012.27.6.381