Yellow solid, yield: 42%, and m.p. 151~152��C. IR (KBr) ��/cm?1: 3548, 3414, 3139, 1749, 1637, 1618, 1514, 1400, 1237, 1135, 1063, 956, 838, 780, 620, 541, and 484. 1H NMR (400MHz, CDCl3): �� 1.85~2.15 (21H, s/each, COCH3), 3.53~3.55 (1H, m, selleck chemicals llc H-sugar), 3.77~3.92 (3H, m, H-sugar), 3.93~4.01 (9H, s/each, 3OCH3), 4.05 (1H, d, J = 7.5Hz, H-sugar), 4.08 (1H, d, J = 7.5Hz, H-sugar), 4.14 (1H, dd, J = 6.2, 11.1Hz, H-sugar), 4.28 (1H, dd, J = 12.0, 2.0Hz, H-sugar), 4.43 (1H, d, J = 7.9Hz, H-1����), 4.92 (1H, dd, J = 10.4, 3.4Hz, H-sugar), 5.05~5.13 (2H, m, H-sugar), 5.25 (1H, t, J = 9.3Hz, H-sugar), 5.33 (1H, d, J = 2.5Hz, H-sugar), 5.65 (1H, d, J = 7.9Hz, H-1���), 6.91 (1H, d, J = 2.3Hz, H-6), 6.95~7.01 (2H, m, H-5��, 8), 7.62~7.68 (2H, m, H-2��, 6��), and 8.11 (1H, d, J = 8.9Hz, H-5); MS (FAB+) m/z: 947 [M+H]+.
3.6. Synthesis of 3��,4��,7-Trimethoxyflavonoid-3-O-��-D-Glucoside (20)Compound 17 (15mg, 22.7mmol) was added to a solution of 30% NH3?H2O (0.5mL) in CH3OH (3mL) with stirring. After stirring for 6h at room temperature, the solvent was removed under reduced pressure. The residual was chromatographed on silica gel with ethyl acetate/EtOH (1:1, volume ratio) as eluent to afford a light-yellow solid 70mg, yield 79%, and m.p. 110~111��C. 1H NMR (400MHz, DMSO-d6): �� 3.11~3.28 (4H, m, H-3���, 4���, 5���, 6���), 3.37~3.43 (1H, m, H-2���), 3.57 (1H, dd, J = 11.4, 5.6Hz, H-6���), 3.85~3.92 (9H, s/each, OCH3), 4.38 (1H, t, J = 5.4Hz, OH-6���), 4.96 (1H, d, J = 4.1Hz, OH-4���), 5.09 (1H, d, J = 4.6Hz, OH-3���), 5.43 (1H, d, J = 4.2Hz, OH-2���), 5.65(1H, d, J = 7.3Hz, H-1���), 7.
08 (1H, dd, J = 8.9, 2.3Hz, H-6), 7.12 (1H, d, J = 8.7Hz, H-8), 7.27 (1H, d, J = 2.3Hz, H-5��), 7.68 (1H, dd, J =8.5, 1.9Hz, H-6��), 7.96 (1H, d, J = 1.9Hz, H-2��), and 7.98 (1H, d, J = 8.9Hz, H-5); Anal. Calcd for C24H26O11: C, 58.77; H, 5.34. Found: C, 58.96; H, 5.28.3.7. Synthesis of 3��,4��,7-Trimethoxyflavonoid-3-O-��-D-Galactoside (21)Compound 21 was prepared from compound 18 as described for the preparation of compound 20 from compound 17. Light-yellow solid, yield 67%, and m.p. 135~137��C. IR (KBr) ��/cm?1: 3413, 3233, 1618, 1518, 1446, 1399, 1270, 1206, 1077, 1017, 883, 776, 620, and 482; 1H NMR (400MHz, DMSO-d6): �� 3.39~3.46 (3H, m, H-2��, 5���, 6���), 3.49 (1H, dd, J = 9.7, 4.6Hz, H-3���), 3.54~3.61 (1H, m, H-4���), 3.68 (1H, t, J = 3.4Hz, H-2���), 3.85 (6H, s, OCH3), 3.92 (3H, s, OCH3), 4.50 (1H, d, J = 5.3Hz, OH-6���), 4.54 (1H, d, J = 3.7Hz, OH-2���), 4.91 (1H, d, J = 5.6Hz, OH-4���), 5.28 (1H, d, J = 4.3Hz, OH-3���), 5.57 (1H, d, J = 7.7Hz, H-1���), 7.09 (2H, dd, J = 13.7, 5.4Hz, H-6,8), 7.28 (1H, d, J = 2.2Hz, H-5��), 7.68 (1H, dd, J = 8.5, 1.9Hz, H-6��), 7.98 (1H, d, J = 8.9Hz, H-2��), and Carfilzomib 8.04 (1H, d, J = 1.8Hz, H-5); Anal.