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. Author manuscript; available in PMC: 2022 Jan 25.
Published in final edited form as: J Med Chem. 2017 Jan 5;60(2):641–657. doi: 10.1021/acs.jmedchem.6b01474

Table 1.

In Vitro Inhibition of Human Plasmin by NSGMsa

graphic file with name nihms-1770155-t0011.jpg
Inhibitor R1/R1` R2/R2` X IC50 (μM) HS Δ Y
(%)
1 OSO3Na OSO3Na graphic file with name nihms-1770155-t0012.jpg 76 ± 12b 1.0 ± 0.2 72 ± 9
2 OSO3Na OSO3Na graphic file with name nihms-1770155-t0013.jpg 6.3 ± 0.4 0.7 ± 0.1 93 ± 4
3 OSO3Na OSO3Na graphic file with name nihms-1770155-t0014.jpg 37 ± 7 0.8 ± 0.2 80 ± 11
4 OSO3Na OSO3Na graphic file with name nihms-1770155-t0015.jpg 6.5 ± 0.7 0.7 ± 0.1 104 ± 7
5 OSO3Na OSO3Na graphic file with name nihms-1770155-t0016.jpg 73 ± 11 0.6 ± 0.1 107 ± 7
6 OSO3Na OSO3Na graphic file with name nihms-1770155-t0017.jpg 231 ± 27 0.8 ± 0.2 90 ± 5
7 H H graphic file with name nihms-1770155-t0018.jpg 71 ± 2 2.4 ± 0.3 79 ± 3
8 H H graphic file with name nihms-1770155-t0019.jpg >1000 ND c ND
9 H H graphic file with name nihms-1770155-t0020.jpg 282 ± 17 1.8 ± 0.3 90 ± 8
10 H H graphic file with name nihms-1770155-t0021.jpg 121 ± 18 0.9 ± 0.2 90 ± 11
11 H H graphic file with name nihms-1770155-t0022.jpg 34 ± 1 2.4 ± 0.3 89 ± 2
12 H H graphic file with name nihms-1770155-t0023.jpg 47 ± 2 1.1 ± 0.1 79 ± 3
13 H H graphic file with name nihms-1770155-t0024.jpg 20 ± 1 2.0 ± 0.1 94 ± 2
14 H H graphic file with name nihms-1770155-t0025.jpg 34 ± 2 2.3 ± 0.5 86 ± 4
15 H H graphic file with name nihms-1770155-t0026.jpg 42 ± 3 1.2 ± 0.2 63 ± 4
16 H/OSO3Na H/OSO3Na graphic file with name nihms-1770155-t0027.jpg 14 ± 1 0.9 ± 0.1 109 ± 6
a

The IC50, HS, and ΔY values were obtained following nonlinear regression analysis of direct inhibition of human plasmin in appropriate Tris-HCl buffers of pH 7.4 at 37 °C. Inhibition was monitored spectrophotometrically. See Experimental Part for details.

b

Errors represent ±1 SE.

c

Not determined.