Table 1.

Overview of the IC₅₀ values of the newly synthesised diflapolin derivatives and state-of-the-art inhibitors for sEH and FLAP.

Compound	R	R′	X	FLAP (5-LOX product formation) IC50 ± SEM (µM)	she IC50 ± SEM (nM)
Diflapolin				neutrophils: 0.17 µM23	20 nM23
AUDA (reference inhibitor of sEH)					69 nM26
MK-886 (reference inhibitor of FLAP)				neutrophils: 0.01–0.014 µM 27
5a	H	Me	O	3.7 ± 0.9	0.7 ± 0.1
5b	H	H	O	>10 µM	0.63 ± 0.1
5c	Me	H	O	>10 µM	0.7 ± 0.1
5d	H	Me	S	>10 µM	>10 µM
5e	H	H	S	>10 µM	19.1 ± 7.2
5f	Me	H	S	>10 µM	17.5 ± 12.7
6a	H	Me	O	0.7 ± 0.1	56.9 ± 19.4
6b	H	H	O	0.6 ± 0.1	10.5 ± 1.9
6c	Me	H	O	0.4 ± 0.01	4.9 ± 1.0
6d	H	Me	S	0.6 ± 0.1	223.4 ± 85.8
6e	H	H	S	0.5 ± 0.1	270.9 ± 58.4
6f	Me	H	S	0.75 ± 0.17	771.6 ± 169.2