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. Author manuscript; available in PMC: 2022 Jan 14.
Published in final edited form as: J Med Chem. 2020 Dec 28;64(1):797–811. doi: 10.1021/acs.jmedchem.0c01762

Table 2.

Metabolic flux ratio of PA and QUIN

graphic file with name nihms-1654433-t0002.jpg
# Ring A Ring B PA (%) QUIN (%)
Control (no inhibitor) 83.6 ± 3.1 16.4 ± 2.9
Diflunisal (1) 1 = COOH; 2 = OH 2’ = F; 4’ = F 6.9 ± 0.3 93.1 ± 3.2
2 1 = COOH; 2 = H 2’ = F; 4’ = F 77.0 ± 1.3 23.0 ± 0.1
3 1 = H; 2 = OH 2’ = F; 4’ = F 73.3 ± 0.6 26.7 ± 2.0
4 1 = CH2OH; 2 = OH 2’ = F; 4’ = F 82.3 ± 0.2 17.7 ± 0.3
5 1 = COOCH3; 2 = OH 2’ = F; 4’ = F 83.4 ± 0.2 16.6 ± 0.2
6 1 = CONH2; 2 = OH 2’ = F; 4’ = F 82.1 ± 0.6 17.9 ± 0.6
7 1 = COOH; 2 = OH 2’ = H; 4’ = F 6.0 ± 0.4 94.0 ± 5.5
8 1 = COOH; 2 = OH 2’ = F; 4’ = H 5.3 ± 0.1 94.7 ± 0.6
9 1 = COOH; 2 = OH 2’ = H; 3’ = F; 4’ = H 2.9 ± 0.3 97.1 ± 3.1
10 1 = COOH; 2 = OH 2’ = H; 4’ = H 5.1 ± 0.1 94.9 ± 0.4
11 1 = COOH; 2 = OH 3-thiophene 0.82 ± 0.38 99.2 ± 3.1
12 1 = COOH; 2 = OH None 100 ± 2.1 ND
13 1 = COOH; 2 = OH 4 = Ph 27.2 ± 2.3 73 ± 11