Inhibitory Effect of Some Natural Polyphenols Isolated from Euphorbiaceae Plants on Melanogenesis

대극과 식물로부터 분리한 천연폴리페놀의 멜라닌 생성 억제효과

  • Published : 2004.06.30

Abstract

Twenty two polyphenols containing ten gallotannins, seven ellagitannins, two phenylpropanoids and three stilbenes isolated from the higher plants were tested inhibitory effects on melanogenesis in cultured B-16 mouse melanoma cell lines. Among the tested samples, 1-desgalloyleugeniin exhibited the most potent inhibitory effect on melanogenesis in cultured cell lines.

Keywords

References

  1. J. C. Willis (1966) 'A dictionary of the flowering plants (7th ed.),' cambridge Univ. Press. p. 651
  2. 甘偉松 (1985) 臺潛藥用植物誌 上, 阈立中醫藥騈究所,臺.北 p. 417
  3. Mishima, Y, Hatta, S. and Ohyama, Y (1988) Induction of melanogenesis suppression : Cellular pharmacology and mode of differential action. Pigment cell Res. 1: 367 https://doi.org/10.1111/j.1600-0749.1988.tb00136.x
  4. Hearing, V. J. and Jimenez, M. (1987) Mammalian tyro-sinase-the critical regulatory control point in melanocyte pigment. Int. J. Biochem. 19(12): 1141 https://doi.org/10.1016/0020-711X(87)90095-4
  5. Kreiner, P W., Gold, C. J., Keirns, J. J., Brock, W. A., and Bitensky, M. W (1973) Hormonal control of melanocytes : MSH-sensitive adenyl cyclase in the Cloudman melanoma. Yale J. Biol. Med. 46: 583
  6. Giacomini, P. L., Imberti, L., Aguzzi, A., Fisher, P B., Trinchieri, G., and Ferrone, S. (1985) Immunochernical analysis of the modulation of human melanoma-associated antigens by DNA recombinant immune inteIferon. Immunol. 135 : 288
  7. Sawyer, T K., Hruby, V. J., Hadley, M. E., and Engel, M. H. (1983) Melanocyte stimulating hormone. Amer. Zool. 23:529 https://doi.org/10.1093/icb/23.3.529
  8. Pilar, A., Urabe K., Kobayashi T., Tsukamoto K., and Vincent J. H. (1993) Melanin biosynthesis patterns following hormonal stimulation. J. Biol. Chem. 34: 25650
  9. Fukushima, T. M. and Tagarni, H. (1986) Stimulation of melanogenesis by cholecalciferol in cultured human melanocytes. Tohoku J. Exp. Med.: 451
  10. Ando, S., Ando, O., Suemoto, Y., and Mishima, Y (1993) Tyrosinase gene transcription and its control by melanogenic inhibitors. J. Invest. Dennatol. 100: 150s https://doi.org/10.1111/1523-1747.ep12465056
  11. Laskin, J. D. and Piccinini L. A. (1986) Tyrosinase isozyme heterogeneity in differentiating B-16/ $C_3$melanoma. J. Biol. Chem. 61(35): 16626
  12. Gordon, P R., Naeyaert J. M., Eller M., Park H. Y., and Gil-chrest B. A .(1991) Pigment content of cultured human mel-anocyte does not correlate with tyrosinase message level. J. Invest. Dermatol. 125: 297
  13. Kusano, G. and Shibano, M. (1994) Food & Food Ingredients J. Jpn 161: 73
  14. Kawaguchi, Y., Goh, K., Kawa, Y., Kashima, M., and Mizoguchi, M. (1992) Jpn J. Dennatol. 102: 689
  15. Chakraborty, A K., Funasaka, Y., Komoto, M., and Ichi-hashi, M. (1998) Effect of arbutin on melanogenic proteins in human melanocytes. Pigment Cell Res. 11: 206-212 https://doi.org/10.1111/j.1600-0749.1998.tb00731.x
  16. Nam-Ho Shin et al. (1998) Oxyresveratrol as the Potent Inhibitor on Dopa Oxidase Activity of Mushroom Tyrosinase. Biochemical and Biophysical Research Communica-tions 243: 801-803 https://doi.org/10.1006/bbrc.1998.8169
  17. Lee S.H., Tanaka T., Nonaka G., Nishioka I. (1990) Tannins, and related compound. XCV. Isolation and characterization of helioscopinins and helioscopins, four new hydrolysable tannins from Euphorbia helioscopia, Chem. Pharm. Bull.,38: 1518 https://doi.org/10.1248/cpb.38.1518
  18. Lee S.H., Tanaka T., Nonaka G., Nishioka I. (1991) Tannins, and related compounds. CV. Monomeric and dimeric hydrolysable tannins having a dehydrohexahydroxydiphenoyl group, supinanin, euphorscopin, euphorhelin and jolkianin, from Euphorbia species, Chem. Pharm Bull., 39(3): 630 https://doi.org/10.1248/cpb.39.630
  19. Lee S.H., Tanaka T., Nonaka G., and Nishioka I. (1990) Hydrolysable tannins from Euphorbia thymifolia, Phytochemistry, 29(11): 3621 https://doi.org/10.1016/0031-9422(90)85288-Q
  20. 林大禎(1991)-シクンシ科植物のタンイン及び關聯化合物に關する化學的硏究,專 土學位論支, 福岡, 日本
  21. 李承浩(1991)7種のEuphorbia屬植物のタンニン及び關聯化合物に關する化學的 硏究,博士學泣論文,福岡,曰本
  22. 李承浩(1990) 田中 隆,野中 源一郎, 西岡 五夫, 日本藥學會第110年冋講要旨 集II, 166
  23. Lin J. H., Tanaka T., Nonaka G., Nishioka I., Chen I. S. (1990) Tannins, and related compound. XCVIII. Structures of three new dimeric ellagitannins A and B. Isolated from the leaves of Excoecaria kawakami, Chem Pharm. Bull., 38: 2162 https://doi.org/10.1248/cpb.38.2162
  24. Lee S. H., Tanaka T., Nonaka G., Nishioka I., Zhang B. (1991) Allose gallate from Euphorbia fisheriana, Phytochemistry, 30(4): 1251 https://doi.org/10.1016/S0031-9422(00)95211-7
  25. Sashida Y. (1998) New phenylpropanoid glycerol glycosides from the bulbs of Lilium species, Chem. Pharm. Bull., 36: 12
  26. Fomum T. (1990) A new prenylated isoflavon and long chain esters from two Erythrina species, J. Nat. Prods, 53: 6
  27. Khanna R N., Singh K P., Yadav S. K., Srinivas S. (1989) Iodine catalized alkoxylation of naphthoquinones, Syn. Commun.,19: 3151 https://doi.org/10.1080/00397918908052714
  28. Kang B. S., Shin N. H., Lee S. H., Min K R., Kim Y. (1998) Inhibitory effects of $\alpha$-viniferin and resveratrol on the L-dopa oxidase activity of tyrosinase, Medical Science Research, 26:235