Abstract
The two lupan triterpenes (15, 16) were moderately active. A previous study showed that derivatives of lupeol (15) induced melanin production by stimulation of the activity of tyrosinase11. Betulin (16) is also known as a whitening agent, increasing the melanogenesis-inhibitory functions12. Soyacerebroside I (17) was the most active compound but it is less active than kojic acid. Sphingolipid metabolites are known to regulate many aspects of cell growth and differentiation, and they are intimately involved in the regulation of melanogenic processes. Among sphingolipids, soyacerebroside I was the first glycosphingolipid which showed a direct tyrosinase inhibitory activity. It would be interesting to test this activity on melanocytes. Flavonoids containing an α-keto group are known to possess potent tyrosinase inhibition activity due to their similarity with L-DOPA8. The 4’-O-β-Dglucopyranosyl luteolin (8) was not active suggesting that the presence of the glycosidic part in position 4’ does not favour the inhibition. Procyanidins B-type trimer-to-pentamer are effective inhibitors of tyrosinase by inhibition of its biosynthesis, as well as its activity10. To our knowledge, the inactive procyanidin A-type trimer (14) was the first A-type tannin tested on tyrosinase activity.
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