Synthesis and Evaluation of the Acetylcholinesterase Inhibitory Activities of Some Flavonoids Derived from Naringenin

Table 4

Molecular docking result of synthesized flavonoid derivatives on AChE (PDB ID: 1W6R).

No.	Compound	Docking score (kJ·mol^−1)	Interactions
2	2	−21.87	Hydrogen bonds with Glu199 (score: 25%, length 2.02 Å) and Ser200 (score: 19%, length: 3.01 Å).
			Van der Waals interaction with Trp84, Gly119, Tyr121, Phe290, Phe330, Phe331, Tyr334, His440, Gly441, and Tyr442.
4	4	−22.40	Hydrogen bonds with Tyr70 (score: 56%, length: 2.05 Å) and Tyr121 (score: 69%, length 2.54 Å).
			Van der Waals interaction with Asp72, Trp84, Gly118, Gly119, Ser200, Trp233, Trp279, Phe288, Phe290, Phe330, Phe331, Tyr334, and His440
5	5	−18.86	Hydrogen bonds with Trp84 (score: 33%, length 1.80 Å), Tyr121 (score: 82%, length: 2.58 Å), and Ser200 (score: 11%, length 3.02 Å; score: 16%, length: 2.87 Å).
			Van der Waals interaction with Gln69, Gly117, Ser122, Gly123, Gly118, Gly119, Glu199, Phe290, Phe330, Phe331, and His440.
7	7	−13.30	Hydrogen bonds with Ser200 (score: 31%, length 2.90 Å).
			Van der Waals interaction with Asp72, Trp84, Gly117, Gly118, Gly119, Tyr121, Tyr130, Glu199, Trp279, Phe290, Phe330, Phe331, Tyr334, His440, Gly441, and Ile444.
10	Naringenin	−21.12	Hydrogen bonds with His440 (score: 20%, length 2.00 Å).
			Van der Waals interaction with Asp72, Trp84, Asn85, Gly118, Gly119, Tyr121, Ser122, Glu199, Ser200, Phe330, Gly441, and Tyr442.

Asn, asparagine; Asp, aspartate; Gln, glutamine; Glu, glutamate; Gly, glycine; His, histidine; Ile, isoleucine; Phe, phenylalanine; Ser, serine; Trp, tryptophan; Tyr, tyrosine.