Table 6 Effect of the indole-N-alkyl and substitution patterns of the A-ring on the activity of compounds B and A. a↑, significantly increasing the activity relative to R = H; ↓, significantly decreasing the activity; ±, slight change of the activity. b“nd” means no determination.
Substituent | Anti-AChE | Selectivity toward AChE | Anti-BChE | |||
|---|---|---|---|---|---|---|
Compound B | Compound A | Compound B | Compound A | Compound B | Compound A | |
6-OMe | ↑ | ↓ | ↓ | ↑ | ↑ | ↓ |
6-Me | ↑ | ↓ | ± | ↑ | ↑ | ± |
7-F | ↑ | ↓ | ↓ | ↑ | ↑ | ↓ |
7-Cl | ↑ | ↓ | ↓ | ↑ | ↑ | ± |
(N)Me | ↑ | ± | ↑ | ↑ | ↓ | ↓ |
(N)Et | ↑ | ↑ | ↑ | ↑ | ± | ↓ |
(N)Pr | ↑ | ↑ | ↑ | ↑ | ↓ | ↓ |
(N)iPr | ↑ | ↑ | ↑ | ↑ | ± | ↓ |
(N)Allyl | ↑ | ↑ | ↑ | ↑ | ± | ↓ |
(N)Bu | ↑ | ↑ | ↑ | ↑ | ↓ | ↓ |
(N)iBu | ↑ | ± | ↑ | nd | ↑ | nd |
(N)Bn | ↑ | ↓ | ↑ | nd | ↓ | nd |
(N)CH2CO2Et | ± | ↓ | nd | nd | nd | |