| Group 1 |
 |
| Compound |
Side chain (R) |
% Inhibition AChEa |
% Inhibition BChEa |
| 1 |
n=2, R=C2H5 |
30.4 ± 6.0 |
83.9 ± 1.5 |
| 2 |
n=3, R=CH3 |
32.6 ± 3.4 |
63.5 ± 4.6 |
| 3 |
n=3, R=C2H5 |
47.4 ± 3.9 |
66.3 ± 0.4 |
| 4 |
n=4, R=C2H5 |
65.5 ± 1.0 |
79.5 ± 1.0 |
|
| Group 2 |
 |
| Compound |
Side chain (R) |
% Inhibition AChEa |
% Inhibition BChEa |
| 5 |
2’-N(CH3)2 |
34.9 ± 1.4 |
48.0 ± 9.9 |
| 6 |
3’-N(CH3)2 |
18.4 ± 7.6 |
86.3 ± 1.2 |
| 7 |
4’-N(CH3)2 |
50.6 ± 2.8 |
57.1 ± 4.6 |
| 8 |
3’-N(C2H5)2 |
31.7 ± 1.8 |
51.6 ± 5.4 |
| 9 |
4’-N(C2H5)2 |
64.1 ± 0.9 |
55.9 ± 2.7 |
| 10 |
3’-  |
23.3 ± 2.6 |
80.5 ± 1.6 |
| 11 |
3’-  |
63.8 ± 2.8 |
65.6 ± 7.7 |
| 12 |
4’-  |
52.3 ± 2.8 |
38.6 ± 0.9 |
| 13 |
3’-  |
28.3 ± 8.5 |
68.3 ± 2.7 |
| 14 |
4’-  |
8.4 ± 5.2 |
19.6 ± 4.9 |
| 15 |
3’-  |
25.1 ± 1.0 |
50.7 ± 2.4 |
| 16 |
4’-  |
54.4 ± 0.4 |
51.3 ± 1.7 |
| 17 |
 |
52.0 ± 4.9 |
68.3 ± 2.7 |
| 18 |
 |
NDb |
NDb |
| 19 |
 |
43.7 ± 2.7 |
10.2 ± 7.9 |
| 20 |
 |
23.7 ± 5.7 |
14.7 ± 0.7 |
| 21 |
 |
30.4 ± 3.9 |
6.5 ± 4.9 |
| 22 |
 |
49.6 ± 1.9 |
25.1 ± 5.6 |
| 23 |
 |
28.5 ± 4.3 |
35.3 ± 0.2 |
| 24 |
 |
62.1 ± 0.3 |
79.6 ± 0.8 |
| 25 |
H |
40.9 ± 5.0 |
30.5 ± 4.5 |
| 26 |
4’-CN |
19.2 ± 2.2 |
-1.7 ± 3.4 |
| 27 |
4’-F |
45.8 ± 6.4 |
0.7 ± 0.9 |
| 28 |
3’,4’-diF |
47.2 ± 7.6 |
-4.6 ± 5.6 |
| 29 |
4’-OCH3 |
46.4 ± 9.8 |
31.3 ± 4.4 |
| 30 |
3’-OH |
5.3 ± 4.7 |
-3.6 ± 1.6 |
| 31 |
3’,4’-diOH |
47.4 ± 4.0 |
-1.7 ± 3.8 |
|
| Group 3 |
 |
| Compound |
Side chain (R) |
% Inhibition AChEa |
% Inhibition BChEa |
| 32 |
n=1, R=H |
69.1 ± 3.1 |
41.9 ± 3.3 |
| 33 |
n=1, R=CH3 |
38.3 ± 1.9 |
12.8 ± 3.8 |
| 34 |
n=1, R=Cl |
64.9 ± 4.9 |
32.8 ± 3.1 |
| 35 |
n=1, R=OCH3 |
34.3 ± 2.1 |
8.6 ± 5.0 |
| 36 |
n=1, R=CN |
34.0 ± 3.8 |
35.5 ± 0.9 |
| 37 |
n=2, R=H |
67.8 ± 1.0 |
38.7 ± 0.6 |
| 38 |
n=2, R=CH3 |
71.1 ± 5.3 |
36.7 ± 2.5 |
| 39 |
n=2, R=Cl |
78.5 ± 0.2 |
30.5 ± 5.1 |
| 40 |
n=2, R=OCH3 |
82.0 ± 1.6 |
20.9 ± 1.5 |
| 41 |
n=3, R=H |
95.6 ± 0.7 |
37.1 ± 5.8 |
|
| Group 4 |
 |
| Compound |
Side chain (R) |
% Inhibition AChEa |
% Inhibition BChEa |
| 42 |
 |
59.2 ± 4.9 |
20.6 ± 4.0 |
| 43 |
 |
52.5 ± 2.0 |
59.5 ± 1.0 |
| 44 |
-OPh |
NDb |
NDb |
| 45 |
 |
46.0 ± 6.7 |
1.4 ± 0.4 |
| 46 |
-NH2 |
NDb |
NDb |
|
| Group 5 |
 |
| Compound |
Side chain (R) |
% Inhibition AChEa |
% Inhibition BChEa |
| 47 |
H |
92.5 ± 0.4 |
99.7 ± 0.4 |
| 48 |
 |
47.6 ± 7.1 |
86.5 ± 1.9 |
|
| Group 6 |
 |
| Compound |
Side chain (R) |
% Inhibition AChEa |
% Inhibition BChEa |
| 49 |
H |
97.9 ± 0.3 |
98.0 ± 0.3 |
| 50 |
 |
97.0 ± 0.1 |
95.3 ± 0.4 |
| 51 |
 |
97.8 ± 0.1 |
88.4 ± 0.8 |
| 52 |
 |
82.1 ± 1.3 |
34.6 ± 5.3 |
| 53 |
 |
81.6 ± 3.0 |
50.7 ± 5.7 |
| 54 |
 |
77.7 ± 1.0 |
42.9 ± 2.9 |
|
| Group 7 |
 |
| Compound |
Side chain (R) |
% Inhibition AChEa |
% Inhibition BChEa |
| 55 |
H |
0.4 ± 5.4 |
2.0 ± 0.5 |
| 56 |
 |
6.6 ± 1.4 |
4.4 ± 1.3 |
| 57 |
 |
54.0 ± 4.3 |
7.6 ± 2.6 |
| 58 |
 |
15.4 ± 4.8 |
7.0 ± 0.6 |
| 59 |
 |
6.2 ± 5.8 |
4.1 ± 1.7 |
| 60 |
 |
31.9 ± 2.2 |
6.4 ± 1.7 |
|
a :% Inhibition is presented as mean ± SEM from 3 independent determinations.
|
| b: Not determined |
Table 1: Percent inhibition of AChE and BChE by compounds in Groups 1-7 tested
at a fixed concentration of 3µM. |