Chemical Constituents from Cudrania tricuspidata

Abstract

Cudrania tricuspidata Bureau, belonging to Moraceae family, is mainly distributed in Korea, Japan and China. Leaves of C. tricuspidata have been used for eczema, mumps, tuberculosis as a traditional medicine. Phytochemical studies revealed that major constituents of this plant are various types of flavonoids xanthones. The leaves and twigs of C. tricuspidata were extracted with 100% methanol. The extract was suspended in H2O and the subsequently fractionated with n-hexane, CHCl3, EtOAc and n-BuOH. Thirty compounds were isolated from EtOAC, n-BuOH by various chromatographic techniques. Structure of compounds was elucidated based on NMR, MASS and FT-IR spectroscopic data. Compounds were identified as 4ꞌ-glucopyranosyloxybenzyl-4-O-β-D-glucopyranosyloxy-3,5-dimethoxybenzoate (1), Bis [4-O-β-D-glucopyranosyloxy)benzyl] 3-hydroxy-3-methylglutarate (2), Gastrodin (3), p-hydroxybenzaldehyde-4-O-β-D-glucopyranoside (4), 3,4,5-trimethoxy phenyl-1-O-β-D-glucopyranoside (5), Cudrabibenzyl A (6), (6S, 9R)-Roseoside (7), 3-O-caffeoyl-2-C-methyl-D-erythrono-1,4-lactone (8), Chlorogenic acid (9) Umbelliferone (10), Skimmin (11), Esculin (12), C-veratroylglycol (13), 2,3-dihydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)propan-1-one (14), 4-hydroxy benzoic acid (15), Methyl-4-hydroxy benzoate (16), Quercetin (17), Quercetin-3-O-β-D-glucopyranoside (18), Quercetin-7-O-β-D-glucopyranoside (19), Kaempferol-7-O-β-D-glucopyranoside (20), Nicotiflorin (21), Aromadendrin (22), Aromadendrin-7-O-β-D-glucopyranoside (23), Gericudranin E (24), Taxifolin (25), Dihydromorin (26), Orobol (27), Orobol-7-O-β-D-glucopyranoside (28), Ambocin (29), 5-methoxy-8-glucopyranosyl-genistein (30). Compounds 1-5 were phenolic type, compound 6 was stilbenoid type, compound 7 was megastigmane derivative, compounds 8-9 were caffeoyl derivatives, compounds 10-12 were coumarin type, compounds 13-14 were phenylpropanoid type, compounds 15-16 were benzoic acid derivatives, compounds 17-30 were flavonoid type. Among them, compounds 1 and 2 were newly reported in nature. Compounds 3, 4, 5, 13, 14, 15, 16, 29 were newly reported from Moraceae family. Compounds 7, 11, 12 were newly reported from Cudrania genus.