Korean Journal of Pharmacognosy (생약학회지)

The Korean Society of Pharmacognosy (한국생약학회)
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Isolation of Compounds having Inhibitory Activity toward Tyrosinase from Receptaculum Nelumbinis

연방(蓮房)의 티로시나제 저해 활성을 보이는 성분분리

  • Cho, Hyun Woo (Jeollanamdo Development Institute for Korean Traditional Medicines) ;
  • Jung, Won Seok (Jeollanamdo Development Institute for Korean Traditional Medicines) ;
  • An, Byeong Gwan (Jeollanamdo Development Institute for Korean Traditional Medicines) ;
  • Cho, Jung Hee (Jeollanamdo Development Institute for Korean Traditional Medicines) ;
  • Jung, Su Young (Jeollanamdo Development Institute for Korean Traditional Medicines)
  • 조현우 (전라남도생물산업진흥재단 한방산업진흥원) ;
  • 정원석 (전라남도생물산업진흥재단 한방산업진흥원) ;
  • 안병관 (전라남도생물산업진흥재단 한방산업진흥원) ;
  • 조정희 (전라남도생물산업진흥재단 한방산업진흥원) ;
  • 정수영 (전라남도생물산업진흥재단 한방산업진흥원)
  • Received : 2012.10.11
  • Accepted : 2013.01.11
  • Published : 2013.03.31
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Abstract

Nelnumbo nucifera Gaerth. (Nymphaeaceae) has been used in a korean traditional medicine to treat fever, sunstroke and dizziness. The receptaculums of this plant were refluxed with MeOH, and then fractionated with organic solvents ($CH_2Cl_2$, EtOAc and n-BuOH) to screen whitening activity using tyrosinase inhibitory activity. EtOAc ($IC_{50}$, 45.23 ${\mu}g/ml$) fractions showed a good tyrosinase inhibitory activity. Column chromatographic separation of $CH_2Cl_2$ and EtOAc fractions of Receptaculum nelumbinis led to the isolation 3 compounds. Their chemical structures were characterized as ${\beta}$-sitosterol (1), quercetin 3-O-${\beta}$-D-galactopyranoside (2) and kaempferol 3-O-${\beta}$-D-glucopyranoside (3) by comparison NMR spectral data and with those in references, respectively. Isolated compounds 1 and 3 were firstly isolated from Receptaculums nelumbinis. Compounds 2 and 3 showed potent whitening activities.

Keywords

References

  1. Mayer A. M. (1987) Polyphenol oxidases in plants recent progress. Phytochemistry 26: 11-20.
  2. 박상기, 박선주, 진태언, 김경란, 장미엽 (2009) 화장품학, 65, 도서출판 대경, 서울.
  3. 김창민 (1997) 중약대사전, 2943-2944, 정담, 서울.
  4. 박삼균 (2010) 농어촌활력증진 연구개발사업 결과보고서, 25, 무안군농업기술센터.
  5. 허준 (2004) 원본동의보감, 710, 남산당, 서울.
  6. Park, C. H. (2008) Isolation of bioactive compounds from Nelumbo nucifera leaves and their radical scavenging and tyrosinase inhibitory effects. Sunchon Univ. Master's Thesis. p. 11.
  7. Furukawa, H. (1966) On the alkaloids of Nelumbo nucifera Gaertn. XII. alkaloids of Loti Embryo. Yakugaku Zasshi 86: 75-77.
  8. Kashiwada, Y., Aoshima, A., Ikeshiro, Y., Chen, Y. P., Furukawa, H., Itoigawa, M., Fujioka, T., Mihashi, K., Cosentino, L. M., Morris-Natschke, S. L. and Lee K. H. (2005) Anti-HIV benzylisoquinoline alkaloids and flavonoids from the leaves of Nelumbo nucifera and structure activity cor-relations with related alkaloids. Bioorg. Med. Chem. 13: 443-448 https://doi.org/10.1016/j.bmc.2004.10.020
  9. Seo, J. H., Choi, Y. H., Yoo, M. Y., Hong, K. S., Lee, B. H., Yon, G. H., Kim, Y. S., Kim, Y. K. and Ryu, S. Y. (2006) Isolation of dihydrophaseic acid from seed extract of Nelumbo nucifera. Kor. J. Pharmacogn. 37: 290-293.
  10. Kim, S. B., Rho, S. B., Rhyu, D. Y. and Kim, D. W. (2005) Effect of Nelumbo nucifera leaves on hyperlipidemic and atherosclerotic Bio F1B Hamster. Kor. J. Pharmacogn. 36: 229-234
  11. Ono, Y., Hattori, E., Fukaya, Y., Imai, S. and Ohizumi, Y. (2006) Anti-obesity effect of Nelumbo Nucifera leaves extract in mice and rats. J. Ethnopharmacol. 106: 238-244. https://doi.org/10.1016/j.jep.2005.12.036
  12. Ko, B. S., Jun, D. W., Jang, J. S., Kim, J. H. and Park, S. M. (2006) Effect of Sasa borealis and white lotus root and leaves on insulin action and secretion in vitro. Korean J. Food Sci. Technol. 38: 144-120.
  13. Moon, J. H., Tsushida, T., Nakahara, K. and Terao, J.(2001) Identification of quercetin 3-O-$\beta$-D-glucuronide as an antioxidative metabolite in rat plasm after oral administration of quercetin. Free Radic. Biol. Med. 30: 1274-1285. https://doi.org/10.1016/S0891-5849(01)00522-6
  14. Akbay, P., Basaran, A. A., Undeger, U. and Basaran, N. (2003) In vitro immunomodulatory activity of flavonoid glycosides from Urtica dioica L. Phytother. Res. 17: 34-37. https://doi.org/10.1002/ptr.1068
  15. Ahmed, M. S., El Tanbouly, N. D., Islam, W. T., Sleem, A. A. and El Senousy, A. S. (2005) Antiinflammatory flavonoids from Opuntia dillenii (Ker-Gawl) Haw. flowers growing in Egypt. Phytother. Res. 19: 807-808. https://doi.org/10.1002/ptr.1708
  16. Jung, S. W., Lee, N. K., Kim, S. J. and Han, D. S.(1995) Screening of tyrosinase inhibitor from plants. Kor. J. Food Sci. Technol. 27(6): 891-896.
  17. 이승호, 손건호, 배기환, 이정준, 박영인, 최재수, 김영중, 강삼식, 신승원, 김진웅 (2006) 한약재성분 분광분석자료집, 21, 192, 288, 도서출판 우림, 서울.
  18. Jo, H. W., Park, J. C. (2008) Phenolic Compounds Isolated from the Leaves of Angelica keiskei Showing DPPH Radical Scavenging Effect. Kor. J. Pharmacogn. 39: 146-149.
  19. Zahida, P., Yulin, D., Muhammad, S., Rongji, D., Waqar, A. and Yu, H. Y. (2007) Antiinflammatory and Analgesic Activities of Thesium chinense Turcz Extracts and its Major Flavonoids, Kaempferol-3-o-glucoside. Yakugaku zasshi. 127: 1275-1279. https://doi.org/10.1248/yakushi.127.1275
  20. Choi, H. G., Jiang, Y. B., Roh, E. M. R., Kim, Y. S., Her, G. H., Na, M. K., Lee, S. H. (2010) Constituents of Cynanchum auriculatum and their inhibitory effect on melanogenesis in B16 mouse melanoma cell lines. Kor. J. Pharmacogn. 41: 238-244.
  21. Lee, J. Y., Lee, E. J., Kim, J. S., Lee, J. H. and Kang, S. S. (2011) Phytochemical studies on Rehmanniae Radix Preparata, Kor. J. Pharmacogn. 42: 117-126.
  22. Park, Y. H., Lim, S. H., Ham, H. J., Kim, H. Y., Jeong, H. N., Kim, K. H. and Kim, S. M. (2010) Isolation of anti-inflammatory active substance $\beta$-sitosterol from seabuckthorn (Hippophae rhamnoides L.) stem. J Korean Soc. Food Sci. Nutr. 39: 980-985. https://doi.org/10.3746/jkfn.2010.39.7.980
  23. Lee, T. S., Cho, J. H. and Hwang, B. H. (2005) Extractives from Epimedium koreanum Nakai. J. Kor. For. En. 24: 16-23.
  24. Park, H. J., Nugroho, A., Jung, B. R., Won, Y. H., Jung, Y. J., Kim, W. B. and Choi, J. S. (2010) Isolation and quantitative analysis of flavonoids with peroxynitrite scavenging effect from the young leaves of Heracleum moellendorffii. Korean J. Plant Res. 23: 393-398.
  25. Lee, D. H., Lee, S. H., Chung, S. R., Ro, J. S. and Lee, K. S. (1995) Phenolic components from the leaves of Cornus controversa H(1). Kor. J. Pharmacogn. 26: 327-336.
  26. Lee, H. J., Lee, S. K., Choi, Y. J., Jo, H. J., Kang, H. Y., Lee, S. S. and Choi, D. H. (2007) Extractives from the Allium victorialis. Jour. Korean For. Soc. 96: 620-624.
  27. Park, J. C. and Kim, S. H. (1995) Flavonoid analysis from the leaves of Eucommia ulmoides. J. Korean Soc. Food Nutr. 24: 901-905.
  28. Choi, D. Y., Choi, E. J., Jin, Q., Shin, J. E. and Woo, E. R. (2009) Biological activity of flavonoids isolated from Aster tataricus L. Kor. J. Pharmacogn. 40: 123-127.
  29. Won, H. M., Hwon, Y. S., Lee, J. H. and Kim, C. M. (2004) Chemical constituents of the leaves of Weigela subsesillis. Kor. J. Pharmacogn. 35: 1-5.