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KMID : 0043320040270121226
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Archives of Pharmacal Research
2004 Volume.27 No. 12 p.1226 ~ p.1232
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Tyrosinase Inhibitors Isolated from the Edible Brown Alga Ecklonia stolonifera
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Kang Hye-Sook
Kim Hyung-Rak
Byun Dae-Seok
Son Byeng-Wha
Nam Taek-Jeong
Choi Jae-Sue
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Abstract
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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 values of 92.8, 126, 33.2, 177, and 2.16 /mL, respectively. It was compared with those of kojic acid and arbutin, well-known tyrosinase inhibitors, with values of 6.32 and 112 / mL, respectively. The inhibitory kinetics analyzed from Lineweaver-Burk plots, showed compounds 1 and 2 to be competitive inhibitors with of M, and compounds 3~5 to be noncompetitive inhibitors with of 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.
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KEYWORD
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Ecklonia stolonifera, Tyrosinase inhibitors, Phloroglucinol derivatives, Marine algae, Kinetics
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