1H NMR (300 MHz, acetone-d 6) δ (ppm): 1.58 and 1.61 (d, 6H, J = 1.4 Hz, CH3-4′′ and CH3-5′′); 2.27 (s, 3H, C-4′–COOCH3); 2.31 (s, 3H, C-7–COOCH3); 2.78 (dd, 1H, J = 16.3 Hz, J = 3.1 Hz, CH-3); 3.06 (dd, 1H, J = 16.3 Hz, J = 12.9 Hz, CH-3); 3.19 (d, 2H, J = 7.02 Hz, CH2-1′′); 3.80 (s, 3H, C- 5–O–CH3); 5.09 (t sept, 1H, J = 7.1 Hz, J = 1.4 Hz, CH-2′′); 5.59 (dd, 1H, J = 12.9 Hz, J = 2.9 Hz, CH-2); 6.49 (s, 1H, CH-6); 7.21 (d, 2H, J = 8.6 Hz, CH-3′ and CH-5′); 7.62 (d, 2H, J = 8.5 Hz, CH-2′ and CH-6′). IR (KBr) cm−1: 2964, 2927, 1759, 1687, 1593, 1510, 1477, 1369, 1213, VX-809 1170, 1093, 837. C25H26O7 (438.48): calcd. C 68.48, H 5.98; found C 68.58, H 6.10. 7,4′-Di-O-palmitoylisoxanthohumol (10) To a solution of 100 mg (0.282 mmol) of isoxanthohumol and 0.28 ml

(2.1 mmol) of Et3N in 5.7 ml of anhydrous THF was added dropwise palmitoyl chloride (155 mg, 0.594 mmol). After 12 h of stirring at room temperature the reaction medium was shaken with 30 ml of cold water (~0°C), extracted with diethyl ether (3 × 10 ml), dried over anhydrous Na2SO4, and concentrated. The resulting residue was purified by column chromatography (hexane:Et2O:MeOH, 5:5:1) to give 191.2 mg (81.6% yield) of 7,4′-di-O-palmitoylisoxanthohumol (10) as white crystals (mp = 71–73°C, R f = 0.86, CHCl3:MeOH, 95:5). 1H NMR (300 MHz, acetone-d 6) δ (ppm): 0.87 (t, 6H, J = 6.9 Hz, C-7- and C-4′–OOC(CH2)14CH3); 1.28

(s, 44H, C-7- and C-4′–OOC(CH2)3(CH2)11CH3); 1.40 (m, 4H, J = 6.9 Hz, C-7- and C-4′–OOC(CH2)2CH2(CH2)11CH3); 1.59 (d, 6H, J = 1.2 Hz, CH3-4′′ and CH3-5′′); 1.73 (kwintet, 4H, J = 7.3 Hz, C-7- Belinostat datasheet and C-4′–OOCCH2CH2(CH2)12CH3); 2.60 and 2.64 (two t, 4H, J = 7.3 Hz, C-7- and C-4′–OOCCH2(CH2)13CH3); 2.78 (dd, 1H, J = 16.3 Hz, J = 3.0 Hz, CH-3); 3.07 (dd, 1H, J = 16.3 Hz, J = 12.9 Hz, CH-3); 3.19 (d, 2H, J = 6.7 Hz, CH2-1′′); Morin Hydrate 3.80 (s, 3H, C-5–OCH3); 5.08 (t sept, 1H, J = 6.7 Hz, J = 1.2 Hz, CH-2′′); 5.60 (dd, 1H, J = 12.9 Hz, J = 3.0 Hz, CH-2); 6.47 (s, 1H, CH-6); 7.20 (d, 2H, J = 8.5 Hz, CH-3′ and CH-5′); 7.62 (d, 2H, J = 8.5 Hz, CH-2′ and CH-6′). IR (KBr) cm−1: 3184, 2919, 2850, 1759, 1688, 1589, 1510, 1468, 1376, 1265, 1139, 1102, 844, 721. C53H82O7 (831.24): calcd. C 76.58, H 9.94; found C 76.48, H 10.14.