Then, 1 ml of THF and saturated solution of NH4Cl (10 ml) were GS-1101 added and the whole mixture was extracted with CH2Cl2 (3 × 5 ml). The 1H NMR and IR spectroscopic data were in agreement with those reported in the literature (Cano et al., 2006; NSC 683864 in vivo Siddiqui et al., 2003). 1H NMR (300 MHz, acetone-d 6) δ (ppm): 0.93 (t, 3H, J = 7.3 Hz, C-7–O(CH2)4CH3); 1.41 (m, 2H, C-7–O(CH2)3CH2CH3); 1.49 (m, 2H, C-7–O(CH2)2CH2CH2CH3); 1.61 (d, 6H, J = 1.4 Hz, CH3-4′′ and CH3-5′′); 1.82 (m, 2H, C7–OCH2CH2(CH2)2CH3); 2.79 (dd, 1H, J = 17.0 Hz, J = 3.0 Hz, CH-3); 3.16 (dd, 1H, J = 17.0 Hz, J = 12.6 Hz, CH-3); 3.22 (d, 2H, J = 7.2 Hz, CH2-1′′); 4.08 (t, 2H, J = 6.3 Hz, C-7–OCH2(CH2)3CH3); 5.15 (t sept, 1H, J = 7.2 Hz, J = 1.4 Hz,

Roscovitine purchase CH-2′′); 5.46 (dd, 1H, J = 12.6 Hz, J = 3.0 Hz, CH-2); 6.12 (s, 1H, CH-6); 6.90 (d, 2H, J = 8.5 Hz, CH-3′ and CH-5′); 7.41 (d, 2H, J = 8.5 Hz, CH-2′ and CH-6′); 8.51 (s, 1H, C-4′–OH); 12.24 (s, 1H, C-5–OH). C25H30O5 (410.51): calcd. C 73.15, H 7.37; found C 73.32, H 7.54. 7,4′-Di-O-allyl-8-prenylnaringenin (13) Yield 78.9%, mp = 103–105°C,

R f = 0.84 (CHCl3:MeOH, 99.3:0.7), pale yellow solid. 1H NMR (300 MHz, acetone-d 6) δ (ppm): 1.60 (d, 6H, J = 1.3 Hz, CH3-4′′ and CH3-5′′); 2.82 (dd, 1H, J = 17.1 Hz, J = 3.1 Hz, CH-3); 3.18 (dd, IMP dehydrogenase 1H, J = 17.1 Hz, J = 12.5 Hz, CH-3); 3.24 (d, 2H, J = 7.2 Hz, CH2-1′′); 4.59 and 4.65 (two ddd, 4H, J = 5.1 Hz, J = 1.7 Hz, J = 1.5 Hz, C-7- and C-4′–OCH2CH=CH2); 5.16 (t sept, 1H, J = 7.2 Hz, J = 1.3 Hz, CH–2′′); 5.23–5.31 (m, 2H, trans-C-7- and trans-C-4′–OCH2CH=CH2); 5.51 (dd, 1H, J = 12.5 Hz, J = 3.1 Hz, CH-2); 5.39–5.48 (m, 2H, cis-C-7- and cis-C-4′–OCH2CH=CH2); 6.02–6.16 (m, 2H, C-7- and C-4′–OCH2CH=CH2); 6.12 (s, 1H, CH-6); 7.02 (d, 2H, J = 8.8 Hz, CH-3′ and CH-5′); 7.50 (d, 2H, J = 8.8 Hz, CH-2′ and CH-6′). IR (KBr) cm−1: 2967, 2911, 2857, 1636, 1587, 1517, 1448, 1378, 1255, 1178, 1118, 1021, 921, 829. C26H28O5 (420.51): calcd. C 74.26, H 6.71; found C 74.09, H 6.88. 7,4′-Di-O-acetyl-8-prenylnaringenin (14) Yield 88.4%, mp = 139–140°C, R f = 0.84 (CHCl3:MeOH, 98:2), white solid.