20720150054). Author Contributions Con.Q. substitution in the uracil band or alternative of the experience have already been reported lately (Shape 1). Open up in another window Shape 1 Constructions of FAAH inhibitors. One course of FAAH inhibitors can be reported as electrophilic ketone substances, which consists of -ketoheterocycles like II (OL-135) to create a reversible hemiacetal relationship using the catalytic serine [14]. These substances shown superb selectivity and strength, while, reversible actions led to raised levels of many natural evaluation toward recombinant rat FAAH produced from HEK293-rFAAH cell. Enzyme assays had been performed at 37 C by incubating 30 g of rFAAH proteins with 25 M anandamide as substrate in Tris-HCl buffer including fatty acid-free BSA (0.05%). When the reactions had been terminated, 1 nmol heptadecanoic acidity (17:0 FFA) was added as an interior regular. URB597 was utilized like a positive control. The hydrolyzate of AEA (arachidonic acidity), as well as heptadecanoic acidity was recognized in HPLC/MS/MS to estimation the strength of rFAAH inhibition based on the strategies previously referred to [21]. IC50 ideals from the above substances had been expressed in Desk 1. Desk 1 FAAH inhibitory activity of substances 1C21 and URB597. (1). This substance was acquired in 84% produce like a white amorphous natural powder. Complete MS, 1H- and 13C-NMR outcomes had been based on the books data [19]. (2). This substance was acquired in 67% produce like a white amorphous natural powder, Complete MS, 1H- and 13C-NMR outcomes matched the books ideals [20]. (3). This substance was obtained like a white amorphous natural powder in 74% produce 1H-NMR (D2O-CDCl3) 0.86 (t, 6.8 Hz, 3H), 1.23C1.28 (m, 6H), 1.47C1.52 (m, 2H), 1.95C2.00 (m, 2H) 3.24C3.29 (m, 2H), 3.35 (m, 2H), 3.78C3.84 (m, 2H); 13C-NMR (CDCl3) 14.3, 21.5, 22.5, 26.3, 29.1, 31.3, 32.5, 40.8, 40.9, 152.0, 161.0. (4). This substance was obtained like a white amorphous natural powder in 49% produce, Complete MS, 1H- and 13C-NMR outcomes had been in accord using the books [20]. (5). This substance was acquired in 55% produce like a white amorphous natural powder. Complete MS, 1H- and 13C-NMR outcomes had been in great accord using the books [20]. (6). This substance was obtained like a white amorphous natural powder (63% produce). 1H-NMR (CDCl3/pyridine-6.8 Hz, 3H), 1.29C1.38 (m, 6H), 1.55C1.65 (m, 2H), 1.76 (s, 3H), 3.34C3.44 (m, 2H), 6.25 (br, 1H), 8.24 (br, 1H), 9.25 (br s, 1H); 13C-NMR (CDCl3/pyridine-(7). This substance was obtained like a white amorphous natural powder (75% produce). IR (utmost, cm?1): 2950, 2918, 2849, 1725, 1580, 1547, 1402, 1383; 1H-NMR (DMSO-= 7.0 Hz, 2H), 3.50C3.55 (m, 2H), 5.80 (d, = 8.4 Hz, 1H), 7.22C7.31 (m, 5H), 8.21 (d, = 8.4 Hz, 1H), 9.20 (br, 1H), 11.72 (br, 1H); 13C-NMR (DMSO-(8). This substance was acquired as white amorphous natural powder in 70% produce. IR (utmost, cm?1): 3456, 2950, 2917, 2849, 1580, 1068; 1H-NMR (CDCl3) 1.98 (s, 3H), 2.91 (t, = 7.1 Hz, 2H), 3.62C3.65 (m, 2H), 7.21C7.31 (m, 5H), 8.22 (s, 1H), 9.16 (br, 1H), 9.41 (br, 1H); 13C-NMR (CDCl3) 12.4, 35.5, 42.5, 112.4, 126.7, 128.7, 128.8, 134.5, 138.3, 150.1, 151.5, 163.6; MS (ESI, (9). This substance was acquired in 65% produce like a white amorphous natural powder. 1H-NMR (DMSO-7.0 Hz, 2H), 3.50C3.55 (m, 2H), 3.68 (s, 3H), 7.22C7.31 (m, 5H), 7.70 (s, 1H), 9.25 (m, 1H), 12.0 (s, 1H); 13C-NMR (DMSO-(10). This substance was obtained like a white amorphous natural powder in 39% produce. Complete MS and 1H-NMR outcomes had been in agreement using the books [22]. (11). This substance was acquired in 23% like a white amorphous natural powder. 1H-NMR (CDCl3) 2.76 (t, = 6.9 Hz, 2H), 3.41C3.45 (m, 2H), 7.25C7.35 (m, 5H), 8.93C9.01 (m, 3H); 13C-NMR (CDCl3) 35.4, 42.4, 114.3, 121.2 (q, = 268 Hz), 126.8, 128.9, 129.2, 139.1, 139.7, 149.0, 150.7, 156.8; MS (ESI, (12). This substance was acquired as white crystals (20% produce). Mp: 84.0C84.6 C; IR (utmost, cm?1): 3426, 2955, 2917, 2849, 1726, 1578, 1380; 1H-NMR (DMSO-= 5.3 Hz, 2H), 5.81(d, = 8.4 Hz, 1H), 7.50C7.51 (br, 3H), 7.85 (s, 1H), 7.89C7.90 (br, 3H), 8.23 (d, = 8.4 Hz, 1H), 9.67 (br, 1H), 11.77 (br, 1H); 13C-NMR (DMSO-(13). This substance was obtained like a white amorphous natural powder in 27% produce. 1H-NMR (DMSO-= 5.6 Hz, 2H), 7.49C7.52 (m, 3H), 7.84C7.91 (m, 4H), 8.42 (d, = 7.6 Hz, 1H), 9.67 (t, = 6.0 Hz, 1H), 12.30 (d, = 4.4 Hz, 1H); 13C-NMR (DMSO-(14). This.This compound was obtained like a white amorphous powder in 49% yield, Detailed MS, 1H- and 13C-NMR results were in accord using the literature [20]. (5). of FAAH inhibitors. One course of FAAH inhibitors can be reported as electrophilic ketone substances, which consists of -ketoheterocycles like II (OL-135) to create a reversible hemiacetal relationship using the catalytic serine [14]. These substances displayed excellent strength and selectivity, while, reversible actions led to raised levels of many natural evaluation toward recombinant rat FAAH produced from HEK293-rFAAH cell. Enzyme assays had been performed at 37 C by incubating 30 g of rFAAH proteins with 25 M anandamide as substrate in Tris-HCl buffer including fatty acid-free BSA (0.05%). When the reactions had been terminated, 1 nmol heptadecanoic acidity (17:0 FFA) was added as an interior regular. URB597 was utilized like a positive control. The hydrolyzate of AEA (arachidonic acidity), as well as heptadecanoic acidity was recognized in HPLC/MS/MS to estimation the strength of rFAAH inhibition based on the strategies previously referred to [21]. IC50 ideals from the above substances had been expressed in Desk 1. Desk 1 FAAH inhibitory activity of substances 1C21 and URB597. (1). This substance was acquired in 84% produce like a white amorphous natural powder. Complete MS, 1H- and 13C-NMR outcomes had been based on the books data [19]. (2). This substance was acquired in 67% produce like a white amorphous natural powder, Complete MS, 1H- and 13C-NMR outcomes matched the books ideals [20]. (3). This substance was obtained being a white amorphous natural powder in 74% produce 1H-NMR (D2O-CDCl3) 0.86 (t, 6.8 Hz, 3H), 1.23C1.28 (m, 6H), 1.47C1.52 (m, 2H), 1.95C2.00 (m, 2H) 3.24C3.29 (m, 2H), 3.35 (m, 2H), 3.78C3.84 (m, 2H); 13C-NMR (CDCl3) 14.3, 21.5, 22.5, 26.3, 29.1, 31.3, 32.5, 40.8, 40.9, 152.0, 161.0. (4). This substance was obtained being a white amorphous natural powder in 49% produce, Complete MS, 1H- and 13C-NMR outcomes had been in accord using the books [20]. (5). This substance was attained in 55% produce being a white amorphous natural powder. Complete MS, 1H- and 13C-NMR outcomes had been in great accord using the books [20]. (6). This substance was obtained being a white amorphous natural powder (63% produce). 1H-NMR (CDCl3/pyridine-6.8 Hz, 3H), 1.29C1.38 (m, 6H), 1.55C1.65 (m, 2H), 1.76 (s, 3H), 3.34C3.44 (m, 2H), 6.25 (br, 1H), 8.24 (br, 1H), 9.25 (br s, 1H); 13C-NMR (CDCl3/pyridine-(7). This substance was obtained being a white amorphous natural powder (75% produce). IR (potential, cm?1): 2950, 2918, 2849, 1725, 1580, 1547, 1402, 1383; 1H-NMR (DMSO-= 7.0 Hz, 2H), 3.50C3.55 (m, 2H), 5.80 (d, = 8.4 Hz, 1H), 7.22C7.31 (m, 5H), 8.21 (d, = 8.4 Hz, 1H), 9.20 (br, 1H), 11.72 (br, 1H); 13C-NMR (DMSO-(8). This substance was attained as white amorphous natural powder in 70% produce. IR (potential, cm?1): 3456, 2950, 2917, 2849, 1580, 1068; 1H-NMR (CDCl3) 1.98 (s, 3H), 2.91 (t, = 7.1 Hz, 2H), 3.62C3.65 (m, 2H), 7.21C7.31 (m, 5H), 8.22 (s, 1H), 9.16 (br, 1H), 9.41 (br, 1H); 13C-NMR (CDCl3) 12.4, 35.5, 42.5, 112.4, 126.7, 128.7, 128.8, 134.5, 138.3, 150.1, 151.5, 163.6; MS (ESI, (9). This substance was attained in 65% produce being a white amorphous natural powder. 1H-NMR (DMSO-7.0 Hz, 2H), 3.50C3.55 (m, 2H), 3.68 (s, 3H), 7.22C7.31 (m, 5H), 7.70 (s, 1H), 9.25 (m, 1H), 12.0 (s, 1H); 13C-NMR (DMSO-(10). This substance was obtained being a white amorphous natural powder in 39% produce. Complete MS and 1H-NMR outcomes had been in agreement using the books [22]. (11). This substance was attained in 23% being a white amorphous natural powder. 1H-NMR (CDCl3) 2.76 (t, = 6.9 Hz, 2H), 3.41C3.45 (m, 2H), 7.25C7.35 (m, 5H), 8.93C9.01 (m, 3H); 13C-NMR (CDCl3) 35.4, 42.4, 114.3, 121.2 (q, = 268 Hz), 126.8, 128.9, 129.2, 139.1, 139.7, 149.0, 150.7, 156.8; MS (ESI, (12). This substance was attained as white crystals (20% produce). Mp: 84.0C84.6 C; IR (potential, cm?1): 3426, 2955, 2917, 2849, 1726, 1578, 1380; 1H-NMR (DMSO-= 5.3 Hz, 2H), 5.81(d, = 8.4 Hz, 1H), 7.50C7.51 (br, 3H), 7.85 (s, 1H), 7.89C7.90 (br, 3H), 8.23 (d, = 8.4 Hz, 1H), 9.67 (br, 1H), 11.77 (br, 1H); 13C-NMR (DMSO-(13). This substance was obtained being a white amorphous natural powder in 27% produce. 1H-NMR (DMSO-= 5.6 Hz, 2H), 7.49C7.52 (m, 3H), 7.84C7.91 (m, 4H), 8.42 (d, = 7.6 Hz, 1H), 9.67 (t, = 6.0 Hz,.This compound was obtained being a white amorphous powder in 33% yield. and substitution on the uracil band or substitute of the experience have already been reported lately (Amount 1). Open up in another window Amount 1 Buildings of FAAH inhibitors. One course of FAAH inhibitors is normally reported as electrophilic ketone substances, which includes -ketoheterocycles like II (OL-135) to create a reversible hemiacetal connection using the catalytic serine [14]. These substances displayed excellent strength and selectivity, while, reversible actions led to raised levels of many natural evaluation toward recombinant rat FAAH produced from HEK293-rFAAH cell. Enzyme assays had been performed at 37 C by incubating 30 g of rFAAH proteins with 25 M anandamide as substrate in Tris-HCl buffer filled with fatty acid-free BSA (0.05%). When the reactions had been terminated, 1 nmol heptadecanoic acidity (17:0 FFA) was added as an interior regular. URB597 was utilized being a positive control. The hydrolyzate of AEA (arachidonic acidity), as well as heptadecanoic acidity was discovered in HPLC/MS/MS to estimation the strength of rFAAH inhibition based on the strategies previously defined [21]. IC50 beliefs from the above substances had been expressed in Desk 1. Desk 1 FAAH inhibitory activity of substances 1C21 and URB597. (1). This substance was attained in 84% produce being HDAC-IN-7 a white amorphous natural powder. Complete MS, 1H- and 13C-NMR outcomes had been based on the books data [19]. (2). This substance was attained in 67% produce being a white amorphous natural powder, Complete MS, 1H- and 13C-NMR outcomes matched the books beliefs [20]. (3). This substance was obtained being a white amorphous natural powder in 74% produce 1H-NMR (D2O-CDCl3) 0.86 (t, 6.8 Hz, 3H), 1.23C1.28 (m, 6H), 1.47C1.52 (m, 2H), 1.95C2.00 (m, 2H) 3.24C3.29 (m, 2H), 3.35 (m, 2H), 3.78C3.84 (m, 2H); 13C-NMR (CDCl3) 14.3, 21.5, 22.5, 26.3, 29.1, 31.3, 32.5, 40.8, 40.9, 152.0, 161.0. (4). This substance was obtained being a white amorphous natural powder in 49% produce, Complete MS, 1H- and 13C-NMR outcomes had been in accord using the books [20]. (5). This substance was attained in 55% produce being a white amorphous natural powder. Complete MS, 1H- and 13C-NMR outcomes had been in great accord using the books [20]. (6). This substance was obtained being a white amorphous natural powder (63% produce). 1H-NMR (CDCl3/pyridine-6.8 Hz, 3H), 1.29C1.38 (m, 6H), 1.55C1.65 (m, 2H), 1.76 (s, 3H), 3.34C3.44 (m, 2H), 6.25 (br, 1H), 8.24 (br, 1H), 9.25 (br s, 1H); 13C-NMR (CDCl3/pyridine-(7). This substance was obtained being a white amorphous natural powder (75% produce). IR (potential, cm?1): 2950, 2918, 2849, 1725, 1580, 1547, 1402, 1383; 1H-NMR (DMSO-= 7.0 Hz, 2H), 3.50C3.55 (m, 2H), 5.80 (d, = 8.4 Hz, 1H), 7.22C7.31 (m, 5H), 8.21 (d, = 8.4 Hz, 1H), 9.20 (br, 1H), 11.72 (br, 1H); 13C-NMR (DMSO-(8). This substance was attained as white amorphous natural powder in 70% produce. IR (potential, cm?1): 3456, 2950, 2917, 2849, 1580, HDAC-IN-7 1068; 1H-NMR (CDCl3) 1.98 (s, 3H), 2.91 (t, = 7.1 Hz, 2H), 3.62C3.65 (m, 2H), 7.21C7.31 (m, 5H), 8.22 (s, 1H), 9.16 (br, 1H), 9.41 (br, 1H); 13C-NMR (CDCl3) 12.4, 35.5, 42.5, 112.4, 126.7, 128.7, 128.8, 134.5, 138.3, 150.1, 151.5, 163.6; MS (ESI, (9). This substance was attained in 65% produce being a white amorphous natural powder. 1H-NMR (DMSO-7.0 Hz, 2H), 3.50C3.55 (m, 2H), 3.68 (s, 3H), 7.22C7.31 (m, 5H), 7.70 (s, 1H), 9.25 (m, 1H), 12.0 (s, 1H); 13C-NMR (DMSO-(10). This substance was obtained being a white amorphous natural powder in 39% produce. Complete MS and 1H-NMR outcomes had been in agreement using the books [22]. (11). This substance was attained in 23% being a white amorphous natural powder. 1H-NMR (CDCl3) 2.76 (t, = 6.9 Hz, 2H), 3.41C3.45 (m, 2H), 7.25C7.35 (m, 5H), 8.93C9.01 (m, 3H); 13C-NMR (CDCl3) 35.4, 42.4, 114.3, 121.2 (q, = 268 Hz), 126.8, 128.9, 129.2, 139.1, 139.7, 149.0, 150.7, 156.8; MS (ESI, (12). This substance was attained as.The supernatants were collected and protein concentrations were measured by BCA protein assay kit (Pierce, Shanghai, China). had been performed at 37 C by HDAC-IN-7 incubating 30 g of rFAAH proteins with 25 M anandamide simply because substrate in Tris-HCl buffer formulated with fatty acid-free BSA (0.05%). When the reactions had been terminated, 1 nmol heptadecanoic acidity (17:0 FFA) was added as an interior regular. URB597 was utilized being a positive control. The hydrolyzate of AEA (arachidonic acidity), as well as heptadecanoic acidity was discovered in HPLC/MS/MS to estimation the strength of rFAAH inhibition based on the strategies previously referred to [21]. IC50 beliefs from the above substances had been expressed in Desk 1. Desk 1 FAAH inhibitory activity of substances 1C21 and URB597. (1). This substance was attained in 84% produce being a white amorphous natural powder. Complete MS, 1H- and 13C-NMR outcomes had been based on the books data [19]. (2). This substance was Nos3 attained in 67% produce being a white amorphous natural powder, Complete MS, 1H- and 13C-NMR outcomes matched the books beliefs [20]. (3). This substance was obtained being a white amorphous natural powder in 74% produce 1H-NMR (D2O-CDCl3) 0.86 (t, 6.8 Hz, 3H), 1.23C1.28 (m, 6H), 1.47C1.52 (m, 2H), 1.95C2.00 (m, 2H) 3.24C3.29 (m, 2H), 3.35 (m, 2H), 3.78C3.84 (m, 2H); 13C-NMR (CDCl3) 14.3, 21.5, 22.5, 26.3, 29.1, 31.3, 32.5, 40.8, 40.9, 152.0, 161.0. (4). This substance was obtained being a white amorphous natural powder in 49% produce, Complete MS, 1H- and 13C-NMR outcomes had been in accord using the books [20]. (5). This substance was attained in 55% produce being a white amorphous natural powder. Complete MS, 1H- and 13C-NMR outcomes had been in great accord using the books [20]. (6). This substance was obtained being a white amorphous natural powder (63% produce). 1H-NMR (CDCl3/pyridine-6.8 Hz, 3H), 1.29C1.38 (m, 6H), 1.55C1.65 (m, 2H), 1.76 (s, 3H), 3.34C3.44 (m, 2H), 6.25 (br, 1H), 8.24 (br, 1H), 9.25 (br s, 1H); 13C-NMR (CDCl3/pyridine-(7). This substance was obtained being a white amorphous natural powder (75% produce). IR (utmost, cm?1): 2950, 2918, 2849, 1725, 1580, 1547, 1402, 1383; 1H-NMR (DMSO-= 7.0 Hz, 2H), 3.50C3.55 (m, 2H), 5.80 (d, = 8.4 Hz, 1H), 7.22C7.31 (m, 5H), 8.21 (d, = 8.4 Hz, 1H), 9.20 (br, 1H), 11.72 (br, 1H); 13C-NMR (DMSO-(8). This substance was attained as white amorphous natural powder in 70% produce. IR (utmost, cm?1): 3456, 2950, 2917, 2849, 1580, 1068; 1H-NMR (CDCl3) 1.98 (s, 3H), 2.91 (t, = 7.1 Hz, 2H), 3.62C3.65 (m, 2H), 7.21C7.31 (m, 5H), 8.22 (s, 1H), 9.16 (br, 1H), 9.41 (br, 1H); 13C-NMR (CDCl3) 12.4, 35.5, 42.5, 112.4, 126.7, 128.7, 128.8, 134.5, 138.3, 150.1, 151.5, 163.6; MS (ESI, (9). This substance was attained in 65% produce being a white amorphous natural powder. 1H-NMR (DMSO-7.0 Hz, 2H), 3.50C3.55 (m, 2H), 3.68 (s, 3H), 7.22C7.31 (m, 5H), 7.70 (s, 1H), 9.25 (m, 1H), 12.0 (s, 1H); 13C-NMR (DMSO-(10). This substance was obtained being a white amorphous natural powder in 39% produce. Complete MS and 1H-NMR outcomes had been in agreement using the books [22]. (11). This substance was attained in 23% being a white amorphous natural powder. 1H-NMR (CDCl3) 2.76 (t, = 6.9 Hz, 2H), 3.41C3.45 (m, 2H), 7.25C7.35 (m, 5H), 8.93C9.01 (m, 3H); 13C-NMR (CDCl3) 35.4, 42.4, 114.3, 121.2 (q, = 268 Hz), 126.8, 128.9, 129.2, 139.1, 139.7, 149.0, 150.7, 156.8; MS (ESI, (12). This substance was attained as white crystals (20% produce). Mp: 84.0C84.6 C; IR (utmost, cm?1): 3426, 2955, 2917, 2849, 1726, 1578, 1380; 1H-NMR (DMSO-= 5.3 Hz, 2H), 5.81(d, = 8.4 Hz, 1H), 7.50C7.51 (br, 3H), 7.85 (s, 1H), 7.89C7.90 (br, 3H), 8.23 (d, = 8.4 Hz, 1H), 9.67 (br, 1H), 11.77 (br, 1H); 13C-NMR (DMSO-(13). This substance was obtained being a white amorphous natural powder in 27% produce. 1H-NMR (DMSO-= 5.6 Hz, 2H), 7.49C7.52 (m, 3H), 7.84C7.91 (m, 4H), 8.42 (d, = 7.6 Hz, 1H), 9.67 (t, = 6.0 Hz, 1H), 12.30 (d, = 4.4 Hz, 1H); 13C-NMR (DMSO-(14). This substance was attained in 30% produce being a white amorphous natural powder, produce 30%. IR (utmost, cm?1): 3440, 2956, 2917, 2849, 1723, 1578, 1464, 1380; 1H-NMR (CDCl3) 4.61 (d, = 4.6 Hz, 2H), 5.90 (d, = 8.5 Hz, 1H), 7.34C7.44 (m, 5H), 7.57 (br, 4H), 8.28 (br, 1H), 8.43 (d, = 8.5 Hz, 1H), 9.47 (br, 1H); MS (ESI, (15). This substance was obtained being a white amorphous natural powder (46% produce). 1H-NMR (DMSO-= 5.6 Hz, 2H),.An electron-withdrawing moiety than an electron-donating group at position 5 of the two 2 rather,4-dioxopyrimidine is effective for getting close to potent FAAH inhibition. inhibitors is certainly reported as electrophilic ketone substances, which includes -ketoheterocycles like II (OL-135) to create a reversible hemiacetal connection using the catalytic serine [14]. These substances displayed excellent strength and selectivity, while, reversible actions led to raised levels of many natural evaluation toward recombinant rat FAAH produced from HEK293-rFAAH cell. Enzyme assays had been performed at 37 C by incubating 30 g of rFAAH proteins with 25 M anandamide as substrate in Tris-HCl buffer formulated with fatty acid-free BSA (0.05%). When the reactions had been terminated, 1 nmol heptadecanoic acidity (17:0 FFA) was added as an interior regular. URB597 was utilized being a positive control. The hydrolyzate of AEA (arachidonic acidity), as well as heptadecanoic acidity was discovered in HPLC/MS/MS to estimation the strength of rFAAH inhibition based on the strategies previously referred to [21]. IC50 beliefs from the above substances had been expressed in Desk 1. Desk 1 FAAH inhibitory activity of substances 1C21 and URB597. (1). This substance was attained in 84% produce being a white amorphous natural powder. Complete MS, 1H- and 13C-NMR outcomes had been based on the books data [19]. (2). This substance was attained in 67% produce as a white amorphous powder, Detailed MS, 1H- and 13C-NMR results matched the literature values [20]. (3). This compound was obtained as a white amorphous powder in 74% yield 1H-NMR (D2O-CDCl3) 0.86 (t, 6.8 Hz, 3H), 1.23C1.28 (m, 6H), 1.47C1.52 (m, 2H), 1.95C2.00 (m, 2H) 3.24C3.29 (m, 2H), 3.35 (m, 2H), 3.78C3.84 (m, 2H); 13C-NMR (CDCl3) 14.3, 21.5, 22.5, 26.3, 29.1, 31.3, 32.5, 40.8, 40.9, 152.0, 161.0. (4). This compound was obtained as a white amorphous powder in 49% yield, Detailed MS, 1H- and 13C-NMR results were in accord with the literature [20]. (5). This compound was obtained in 55% yield as a white amorphous powder. Detailed MS, 1H- and 13C-NMR results were in good accord with the literature [20]. (6). This compound was obtained as a white amorphous powder (63% yield). 1H-NMR (CDCl3/pyridine-6.8 Hz, 3H), 1.29C1.38 (m, 6H), 1.55C1.65 (m, 2H), 1.76 (s, 3H), 3.34C3.44 (m, 2H), 6.25 (br, 1H), 8.24 (br, 1H), 9.25 (br s, 1H); 13C-NMR (CDCl3/pyridine-(7). This compound was obtained as a white amorphous powder (75% yield). IR (max, cm?1): 2950, 2918, 2849, 1725, 1580, 1547, 1402, 1383; 1H-NMR (DMSO-= 7.0 Hz, 2H), 3.50C3.55 (m, 2H), 5.80 (d, = 8.4 Hz, 1H), 7.22C7.31 (m, 5H), 8.21 (d, = 8.4 Hz, 1H), 9.20 (br, 1H), 11.72 (br, 1H); 13C-NMR (DMSO-(8). This compound was obtained as white amorphous powder in 70% yield. IR (max, cm?1): 3456, 2950, 2917, 2849, 1580, 1068; 1H-NMR (CDCl3) 1.98 (s, 3H), 2.91 (t, = 7.1 Hz, 2H), 3.62C3.65 (m, 2H), 7.21C7.31 (m, 5H), 8.22 (s, 1H), 9.16 (br, 1H), 9.41 (br, 1H); 13C-NMR (CDCl3) 12.4, 35.5, 42.5, 112.4, 126.7, 128.7, 128.8, 134.5, 138.3, 150.1, 151.5, 163.6; MS (ESI, (9). This compound was obtained in 65% yield as a white amorphous powder. 1H-NMR (DMSO-7.0 Hz, 2H), 3.50C3.55 (m, 2H), 3.68 (s, 3H), 7.22C7.31 (m, 5H), 7.70 (s, 1H), 9.25 (m, 1H), 12.0 (s, 1H); 13C-NMR (DMSO-(10). This compound was obtained as a white amorphous powder in 39% yield. Detailed MS and 1H-NMR results were in agreement with the literature [22]. (11). This compound was obtained in 23% as a white amorphous powder. 1H-NMR (CDCl3) 2.76 (t, = 6.9 Hz, 2H), 3.41C3.45 (m, 2H), 7.25C7.35 (m, 5H), 8.93C9.01 (m, 3H); 13C-NMR (CDCl3) 35.4, 42.4, 114.3, 121.2 (q, = 268 Hz), 126.8, 128.9, 129.2, 139.1, 139.7, 149.0, 150.7, 156.8; MS.