Abstract
Glycosides have been synthesized using the starting materials magnolol (1) and honokiol (4), isolated from the Japanese white-bark magnolia, and their anti-aging effects on the skin (skin-beautifying effects) have been examined. The advanced glycation end-product (AGE) inhibitory activity test (anti-glycation test) and glycation induction model test, using human-derived dermal fibroblasts, TIG-110 cells, have been conducted to evaluate the anti-aging effects. The synthesized glycoside compounds, 5,5′-di(prop-2-en-1-yl)[1,1′-biphenyl]-2-hydroxy-2′-glucopyranoside (3a), 5,5′-di(prop-2-en-1-yl)[1,1′-biphenyl]-2,2′-diglucopyranoside (3b), 3′,5-di(prop-2-en-1-yl)[1,1′-biphenyl]-4′-hydroxy-2-glucopyranoside (6a) and 3′,5-di(prop-2-en-1-yl)[1,1′-biphenyl]-2,4′-diglucopyranoside (6b), have shown significant anti-glycation activities of less than 0.10 mM in IC50. The glycation induction model test with the fibroblasts, TIG-110 cells, demonstrates that the aforementioned glycosides significantly inhibit the decrease in cell viability. These newly synthesized glycoside compounds are expected to be used as cosmetic ingredients, health foods, and pharmaceutical ingredients, which have inhibitory effects against AGE formation.