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Inhibitory effects of phenylpropionamides from the hemp seed husk on tyrosinase
Jang Hoon Kim1, Kyung-Sook Han1, Eun-Song Lee1
1Department of Herbal Crop Research, National Institute of Horticultural & Herbal Science, RDA, Eumsung, Chungbuk 27709, Republic of Korea.
Abstract:
Tyrosinase is an enzyme involved in melanin production. To identify inhibitors of this enzyme in natural products, extracts and fractions of hemp seed husk were screened for tyrosinase inhibition. Phenylpropionamides 1-9, which were isolated from the ethyl acetate fraction, had inhibitory effects; compounds 3 and 4 had the greatest inhibitory effects. Cannabisin A (3) was a non-competitive and cannabisin B (4) was a competitive inhibitor. The binding sites and interactions of each inhibitor on tyrosinase were calculated by computational chemistry. Potential inhibitor 3 decreased the melanin content and tyrosinase activity in B16F10 melanoma cells. Therefore, cannabisin A (3) has potential as a tyrosinase inhibitor.
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