New Caffeic Acid Phenylethyl Ester Analogs Bearing Substituted Triazole: Synthesis and Structure-Activity Relationship Study towards 5-Lipoxygenase Inhibition

Table 1

Molecular modeling .

Molecule	Affinity; (kcal/mol)	Hydrogen bonds	π-π interactions	Coordination
10e		Asn554	Phe177, His367 × 2	Fe2 × 2
10c		—	His367, Phe421	Fe2
CAPE (1)		—	His372	—
8b		—	His367, Phe421	Fe2
8c		—	His367, Phe421	Fe2
4 [17]		—	His372	Fe2 × 2
10f		Leu607	Phe177, His367 × 2	Fe2 × 2
10a		—	His367, Phe421	Fe2
12g		—	His367, Phe421	Fe2
12a		—	His372	—
10d		Ile673	His367, Phe421	Fe2
8a		Tyr181	His600	Fe2
10b		—	His367, Phe421	Fe2
12b		—	His367, Phe421	—
12d		—	His367	—
12e		Tyr181	Phe421	—
12f		—	Phe177, His367	Fe2
12c		—	His367, Phe421	—
3 [15]		—	Phe177	Fe2
(R)-Zileuton (2)		Leu420 × 2	Phe421	—
(S)-Zileuton (2)		—	—	—

docking was performed on a modified 5-LO protein (PDB code: 3O8Y). Figure 7 showing the double bond in “”-form is a result of the software used to generate the 2D image, LigPlot. The file given by the molecular docking software has the “”-form conserved.