New lignan glucosides with tyrosinase inhibitory activities from exocarp of Castanea henryi

Three novel lignan glycosides, 1-[4-(β-glucopyranosyl (1→2)-[β-glucopyranosyl (1→6)]-β-glucopyranosyloxy)-3-methoxyphenyl]-2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]-1,3-propanediol (1), 2,3-dihydro-2-[4-(β-glucopyranosyl (1→2)-[β-glucopyranosyl (1→6)]-β-glucopyranosyloxy)-3-methoxyphenyl]-3-(hydroxymethyl)-7-methoxy-5-benzofuranpropanol (2), 7-hydroxy-9′-β-glucopyranosyloxyl secoisolariciresinol (3) and two known lignans were isolated from exocarp of Castanea henryi. Their structures were established by spectroscopic means, and their tyrosinase inhibitory potentials were evaluated in vitro using mushroom tyrosinase.

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► Three new lignan glycosides were isolated from exocarp of Castanea henryi.
► New lignan glycoside 2 showed most potent tyrosinase inhibitory activity.
► Known glucosides 4 and 5 exhibited inhibition against tyrosinase.