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Tyrosinase Inhibitors Isolated from the Edible Brown Alga Ecklonia stolonifera

Kang, Hye-Sook    (Faculty of Food Science and Biotechnology   ); Kim, Hyung-Rak    (Faculty of Food Science and Biotechnology   ); Byun, Dae-Seok    (Faculty of Food Science and Biotechnology   ); Son, Byeng-Wha    (Department of Chemistry, Pukyong National University   ); Nam, Taek-Jeong    (Faculty of Food Science and Biotechnology   ); Choi , Jae-Sue    (Faculty of Food Science and Biotechnology  );
  • 초록

    Extracts from seventeen seaweeds were determined for tyrosinase inhibitory activity using mushroom tyrosinase with L-tyrosine as a substrate. Only one of them, Ecklonia stolonifera OKAMURA (Laminariaceae) belonging to brown algae, showed high tyrosinase inhibitory activity. Bioassay-guided fractionation of the active ethyl acetate (EtOAc) soluble fraction from the methanolic extract of E. stolonifera, led us to the isolation of phloroglucinol derivatives [phloroglucinol (1), eckstolonol (2), eckol (3), phlorofucofuroeckol A (4), and dieckol (5)]. Compounds 1~5 were found to inhibit the oxidation of L-tyrosine catalyzed by mushroom tyrosinase with $IC_{50}$ values of 92.8, 126, 33.2, 177, and 2.16 ${\mu}g$ /mL, respectively. It was compared with those of kojic acid and arbutin, well-known tyrosinase inhibitors, with $IC_{50}$ values of 6.32 and 112 ${\mu}g$ / mL, respectively. The inhibitory kinetics analyzed from Lineweaver-Burk plots, showed compounds 1 and 2 to be competitive inhibitors with $K_i$ of $2.3{\times}10^{-4}\;and\;3.1{times}10^{-4}$ M, and compounds 3~5 to be noncompetitive inhibitors with $K_i$ of $1.9{\times}10^{-5},\;1.4{\times}10^{-3}\;and\;1.5{\times}10^{-5}$ M, respectively. This work showed that phloroglucinol derivatives, natural compounds found in brown algae, could be involved in the control of pigmentation in plants and other organisms through inhibition of tyrosinase activity using L-tyrosine as a substrate.


  • 주제어

    Ecklonia stolonifera .   Tyrosinase inhibitors .   Phloroglucinol derivatives .   Marine algae .   Kinetics.  

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  • 이 논문을 인용한 문헌 (8)

    1. 2005. "" Archives of pharmacal research : a publication of the Pharmaceutical Society of Korea, 28(12): 1376~1380     
    2. 2008. "" Biotechnology and bioprocess engineering, 13(6): 758~764     
    3. 2008. "" Journal of fisheries science and technology, 11(1): 1~6     
    4. Cho, Young-Ho 2008. "Inhibitory Effect of Enteromorpha linza on the Melanogenesis in B16 Melanoma Cells" 생약학회지, 39(3): 174~178     
    5. Cho, Sung-Hee ; Park, So-Young ; Choi, Sang-Won 2008. "Effects of Eisenia Bicyclis Extracts and Pill on Blood Glucose and Lipid Profile in Streptozotocin-Induced Diabetic Mice" 韓國營養學會誌 = The Korean journal of nutrition., 41(6): 493~501     
    6. 2009. "" Journal of medicinal food, 12(2): 236~258     
    7. Kim, Young-Kyoung ; Jeon, Min-Hee ; Park, Yong-Soo ; Hwang, Hyun-Jung ; Lee, Sang-Hyeon ; Kim, Sung-Gu ; Kim, Yuck-Young ; Kim, Mi-Hyang 2010. "The Effect of Ecklonia stolonifera Extracts on Blood Flow and Serum Lipid Level in Ovariectomized Rats" 생명과학회지 = Journal of life science, 20(12): 1851~1858     
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