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. 2020 May 4;8:204. doi: 10.3389/fchem.2020.00204

Table 1.

Pseudomonas aeruginosa PpqsA-lux bioreporter assays of the compounds synthesized.

graphic file with name fchem-08-00204-i0001.jpg
Example R1 R2 R3 R4 R5 IC50 (μM) or Remaining Activity % (RA%) at 10 μM (bold)
PAO1-L PA14
7 H 4-Cl H H H 0.98 ± 0.02 NA
8 Br 4-Cl H H H 1.99 ± 0.23 1.60 ± 0.16
9 H H H H H NA NA
10 Br H H H H NA NA
11 H 3-Cl H H H RA% 34 ± 7.3 NA
12 Br 3-Cl H H H RA% 43 ± 20.2 NA
13 H 3,4-dichloro H H H NA NA
14 Br 3,4-dichloro H H H 3.1 ± 0.52 7.58 ± 0.82
15 H 4-F H H H NA NA
16 Br 4-F H H H 1.36 ± 0.21 NA
17 H 4-Me H H H 1.86 ± 0.01 NA
18 Br 4-Me H H H RA% 32 ± 6.2 NA
19 H 4-OMe H H H NA NA
20 Br 4-OMe H H H NA NA
21 H 4-OCF3 H H H RA% 29 ± 6 NA
22 Br 4-OCF3 H H H RA% 23 ± 9 NA
23 H 4-(cyanomethyl) H H H 0.62 ± 0.10 2 ± 0.17
24 H 4-phenoxy H H H 0.38 ± 0.06 0.35 ± 0.06
25 Br 4-phenoxy H H H 4.36 ± 0.42 NA
26 H 4-Br H H H 1.71 ± 0.26 1.35 ± 0.19
27 Br 4-Br H H H 23 ± 9 NA
28 H 4-(pyrimidin-2-yloxy) H H H 1.04 ± 0.12 1.33 ± 0.33
38 H 2-Cl H H H NA NA
39 Br 2-Cl H H H NA NA
40 H 4-(pyridin-2-yloxy) H H H 0.25 ± 0.12 0.34 ± 0.03
41 H 4-Cl Me H H NA NA
42 H 4-Cl H Me Me NA NA
43 H 4-Cl H Me H NA NA
44 H 4-Cl Me H Me NA NA
M64 0.32 ± 0.14 1.22 ± 0.34

Data shown are based on n = 9. NA, not active at 10 M concentration. Bold values represent percentage of remaining activities at 10 μM concentration.