Synthesis and molecular docking studies of some 4-phthalimidobenzenesulfonamide derivatives as acetylcholinesterase and butyrylcholinesterase inhibitors

Figures & data

Figure 1. Chemical structures of FDA approved AChE inhibitors.

Table 1. AChE and BuChE inhibitory activities and log P values of the title compounds.

	IC50±SEM (μM)*
Compound No	AChE	BuChE	log P^†
1	6.84 ± 0.17	74.36 ± 2.34	3.60
2	6.79 ± 0.41	44.24 ± 13.38	3.30
3	8.19 ± 0.13	13.41 ± 0.62	4.41
4	8.61 ± 0.18	85.01 ± 13.67	3.60
5	8.52 ± 0.18	87.16 ± 13.18	3.30
6	8.21 ± 0.14	78.15 ± 5.39	3.94
7	1.35 ± 0.08	>100	2.52
8	>100	>100	2.27
9	10.39 ± 0.61	>100	2.66
10	8.05 ± 0.54	75.18 ± 23.82	3.05
11	7.95 ± 0.22	56.67 ± 3.26	1.51

* Data are means ± standard error of the main of triplicate independent experiments.

† Log P values calculated using MOE 2011.10.

Figure 2. Proposed binding mode for compound 7 inside AChE (1EVE pdb code). The active compound is showed as green stick in AChE. The most involved residues are named and represented as brown sticks for AChE. Hydrogen bond interactions are represented as blue dashed lines.

Scheme 1. Synthesis of the final compounds 1–11.