Table 2.

12-LOX Inhibition of Analogues 35–68^a

		12-LOX	15-LOX-1
compd	R	IC50 [± SD] (µM)	IC50 [± SD] (µM)	% inhb
35	2-benzothiazole	0.34 [0.04]	9.7 [0.1]
36	2-benzoxazole	0.79 [0.1]	>100
37	2-benzimidazole	0.57 [0.04]	>70
38	2-thiophene	0.35 [0.02]		100
39	4-Me-2-benzothiazole	0.24 [0.01]	0.69 [0.1]
40	4-Me-2-thiazole	2.7 [0.2]		14
41	5-Me-2-thiazole	3.0 [0.4]		75
42	5-Ph-2-thiazole	91%b		77
43	4,5-Me-2-thiazole	1.4 [0.3]		37
44	5-Me-3-isoxazole	11 [1.2]
45	3-OMe-Ph	85%b		73
46	3-quinoline	0.48 [0.1]		77
47	8-isoquinoline	0.70 [0.2]		70
48	Ph	0.50 [0.05]	7.6 [1.0]
49	1-naphthalene	0.51 [0.06]		73
50	2-naphthalene	0.33 [0.05]		54
51	1,4-bi-Ph	1.3 [0.2]		60
52	1,3-bi-Ph	82%b		70
53	3-piperazine-Ph	3.5 [0.5]		31
54	4-piperazine-Ph	11 [2.7]
55	4-piperidine-Ph	3.7 [0.6]		8
56	4-piperazine-3-pyr	4.0 [0.6]		12
57	6-methyl-3-pyr	5.0 [0.5]		18
58	2-pyr	5.0 [0.5]		3
59	3-pyr	7.0 [0.5]
60	2-pyrimidine	12 [1.0]
61	3-tBu-Ph	0.39 [0.8]		66
62	6-OMe-2-benzothiazole	0.26 [0.3]	5.1 [0.6]
63	4-Ph-2-thiazole	0.18 [0.03]		87
64	3-morpholine-Ph	3.8 [0.3]		50
65	4N–boc-piperidine-3-Ph	0.76 [0.05]		34
66	3-piperidine-Ph	1.1 [0.3]		4.7
67	3-iPr-Ph	0.16 [0.02]	>100
68	6-F-2-benzothiazole	0.22 [0.05]	4.5 [0.4]

^aIC₅₀ values represent the half maximal (50%) inhibitory concentration as determined in the UV–vis cuvette-based assay in triplicate.

^bRepresents inhibition at 25 µM.