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A sphingolipid and tyrosinase inhibitors from the fruiting body ofphellinus linteus

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Abstract

This paper for the first time reports the isolation of 5 compounds fromPhellinus linteus. A sphingolipid (1) and two tyrosinase inhibitory compounds (2, 3) along with two carboxylic acids (4, 5), were isolated from the fruiting body ofPhellinus linteus (Berk & Curt) Aoshima. The structure of compound 1 was identified as 1-O-β-D-glucopyranosyl-(2S, 3R, 4E, 8E)-2-[(2R)-2-hydroxyhexadecanoylamino]-9-methyl-4,8-octadecadiene-1,3-diol, known as cerebroside B, based on spectroscopic methods such as 1D and 2D NMR as well as by acid hydrolysis. Compounds2~5 were identified as protocatechualdehyde (2), 5-hydroxymethyl-2-furaldehyde (HMF) (3), succinic acid (4), and fumaric acid (5) based on the spectroscopic evidence. Compounds2 and3 inhibited the oxidation of L-tyrosine catalyzed by mushroom tyrosinase with an IC50 of 0.40 and 90.8 μg/mL, respectively. The inhibitory kinetics, which were analyzed by the Lineweaver-Burk plots, were found to be competitive and noncompetitive inhibitors with a Ki of 1.1 μM and 1.4 mM, respectively.

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Authors and Affiliations

  1. Faculty of Food Science and Biotechnology, Pukyong National University, 608-737, Busan, Korea

    Hye Sook Kang, Jin Ho Choi, Won Ki Cho & Jae Sue Choi

  2. Dept. of Oriental Medicine Resources, Suncheon National University, 540-742, Suncheon, Korea

    Jong Cheol Park

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  1. Hye Sook Kang
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  2. Jin Ho Choi
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Kang, H.S., Choi, J.H., Cho, W.K. et al. A sphingolipid and tyrosinase inhibitors from the fruiting body ofphellinus linteus . Arch Pharm Res 27, 742–750 (2004). https://doi.org/10.1007/BF02980143

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