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. Author manuscript; available in PMC: 2013 Aug 23.
Published in final edited form as: J Med Chem. 2012 Aug 6;55(16):7262–7272. doi: 10.1021/jm300833h

Table 6.

SAR of benzothiazinones inhibiting Plasmodium falciparum glucose-6-phosphate dehydrogenase.

graphic file with name nihms397376u4.jpg Potency (μM) Ave. ± S.E.M.
Entry R1 R2 Yield % a PfG6PD Primary Assay PfG6PD NADPH Kinetic
28 graphic file with name nihms397376t18.jpg 2-F P 9.5 ± 3.6 11.0
29 2-F 18 16.2 ± 2.1 25.2
30 4-OMe P 49.7 ± 13.7 >80.0
31 2-Cl P 11.1 ± 1.3 >80.0
32 3-Me P 11.8 ± 0.4 8.8
33 graphic file with name nihms397376t19.jpg 2-F 6 21.6 ± 3.4 24.0
34 graphic file with name nihms397376t20.jpg 2-F 15 >80.0 >80.0
35 graphic file with name nihms397376t21.jpg 2-F P 46.6 ± 10.0 11.0
36 2-Cl P 40.9 ± 12.5 >80.0
37 3-OMe P >80.0 58.5
38 4-OMe P >80.0 >80.0
8b graphic file with name nihms397376t22.jpg H P 9.3 22.3
9b 3-Cl P 17.9 34.2
39 graphic file with name nihms397376t23.jpg 2-F 27 22.7 ± 2.1 45.2
40 graphic file with name nihms397376t24.jpg 2-F 36 45.0 ± 5.3 35.0
41 graphic file with name nihms397376t25.jpg 2-F 36 >80.0 >80.0
42 graphic file with name nihms397376t26.jpg 2-F 46 >80.0 67.8
a

P: commercially purchased compounds

b

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