Three new ent-kaurane type diterpenes, broussonetones A-C (1-3), were isolated from leaves of Broussonetia papyrifera, together with seven known compounds, and their structures determined by 1D and 2D NMR and MS methods. Compounds 1-3 were marginal inhibitors of tyrosinase. Antioxidant assays showed them also to be inhibitors of xanthine oxidase. The mild inhibition of tyrosinase and significant inhibition of xanthine oxidase suggests that 1-3 could be useful ingredients in the development of skin-protecting cosmetics.
In continual study on the heartwood of Rhamnus nakaharai, a new alaternin-8-O-glucoside, namely 1,2,6,8-tetrahydroxy-3-methylanthraquinone-8-O-β-glucopyranoside (1), together with some known compounds were further isolated and characterised by 1-D, 2-D NMR and other spectral evidences. The free radical scavenging and antityrosinase activities of the isolates, including alaternin (1a), emodin (2a), emodin-8-O-β-glucopyranoside (2), 6-methoxysorigenin-8-O-β-glucopyranoside (3) and 6-methoxysorigenin (3a) were tested. Alaternin (1a) exhibited to be mild DPPH radical scavenger with half as potent as vitamin C, while both alaternin (1a) and emodin-8-O-β-glucopyranoside (2) exhibited stronger SOD-like activity than that of BHA. 6-Methoxysorigenin (3a), a reported potential antioxidant, and its 8-O-glucoside (3) both performed significant inhibitory effect on mushroom tyrosinase with about twice as potent as kojic acid, the positive control.
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