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. 2020 Oct 5;30(23):127599. doi: 10.1016/j.bmcl.2020.127599

Table 1.

Activity of nucleoside derivatives in inhibition of Enterovirus 71 (Tainin/4643/98 strain), in the Vero 76 cell line. X  = N, unless noted. The source of previously reported compounds is indicated by its citation. The configuration of chiral N6 substituents appears at the lower right corner.

graphic file with name fx1_lrg.jpg

Compound R1 = R2 =, other Visual (µM)a
 Neutral red (µM)a
EC50 CC50 SI50 EC50 CC50 SI50
8 [Pirodavir]c – 0.86 >27 >31 0.57 17 30
931 – – >50 >50 b >50 >50 b
formula I
1031 graphic file with name fx2_lrg.gif H >50 >50 b >50 >50 b
1131 graphic file with name fx3_lrg.gif H >100 >100 b >100 >100 b
1231 graphic file with name fx3_lrg.gif Cl >32 32 b >27 27 b
formula II (R2 = Cl, unless noted)
1329, 31 H Cl >50 >50 b >36 36 b
14 graphic file with name fx5_lrg.gif Cl >100 >100 b >100 >100 b
15 graphic file with name fx6_lrg.gif Cl 32 >100 >3.1 32 >100 >3.1
1629, 31 graphic file with name fx7_lrg.gif Cl 10 >100 >10 3.2 68 21
1729 graphic file with name fx8_lrg.gif Cl 7.7 EC90 24 3.1SI90 9.1 24 2.6
18 graphic file with name fx3_lrg.gif Cl, X  = CH 32 >100 >3.1 24 86 3.6
19 graphic file with name fx10_lrg.gif I 18 100 5.6 20 46 2.3
20 Inline graphic(R) SCH3 >100 >100 b 66 >100 >1.5
2129 Inline graphic(S) Cl 12 >50 >4.2 2.3 >50 >22
22 Inline graphic(S) Cl >100 >100 b >100 >100 b
23 Inline graphic(S) Cl, X  = CH >100 >100 b >63 63 b
24 Inline graphic(S) SCH3, X  = CH >100 >100 b >100 >100 b
25 Inline graphic(R) Cl 32 >100 >3.1 31 >100 >3.2
2629 Inline graphic(R) Cl 16 >50 >3.1 2.3 >50 >22
2729 Inline graphic(S) Cl 16 >50 >3.1 5.3 >50 >9.4
2829 Inline graphic(R) Cl 16 >50 >3.1 8 13 1.6
2929 Inline graphic(S) Cl 16 >50 >3.1 9.3 14 1.5
3031 graphic file with name fx21_lrg.gif Cl 16 50 3.1 >28 28 b
formula III, R3 = H
3127, 28, 31 graphic file with name fx22_lrg.gif Cl 3.6 >100 >28 3.4 34 10
3228 graphic file with name fx23_lrg.gif H >50 >50 b >50 >50 b
3328 graphic file with name fx24_lrg.gif I >50 >50 b >50 50 b
3430 graphic file with name fx25_lrg.gif I,X = CH >100 100 b 32 44 1.4
3528 graphic file with name fx26_lrg.gif NHNH2 >50 >50 b >50 50 b
3628 graphic file with name fx27_lrg.gif graphic file with name fx28_lrg.gif >50 >50 b >50 50 b
3728 graphic file with name fx29_lrg.gif graphic file with name fx30_lrg.gif >50 >50 b >50 50 b
3828 Inline graphic(R) Cl 16 >50 >3.1 12 >50 >4.2
3928 Inline graphic(R) Cl 21 >50 >2.4 8.1 9.9 1.2
4028 Inline graphic(S) Cl 18 >50 >2.8 >7.6 7.6 b
4128 graphic file with name fx34_lrg.gif Cl >50 >50 b >10 10 b
4231 graphic file with name fx35_lrg.gif Cl >16 16 b >17 17 b
4327 graphic file with name fx36_lrg.gif Cl >50 >50 b >23 23 b
formula III, R3 = H
4429 graphic file with name fx37_lrg.gif Cl, R3 = CO2CH2CH3 >50 >50 b >1.5 1.5 b
4529 graphic file with name fx38_lrg.gif Cl, R3 = CO2H >50 >50 b >50 50 b
4629 graphic file with name fx39_lrg.gif Cl, R3 = CONH(CH2)2NH2 >50 >50 b >50 50 b
4729 graphic file with name fx40_lrg.gif Cl, R3 = CONH(CH2)3NH2 >50 >50 b >50 50 b
48 Inline graphic(R) Cl, R3 = CH2F 3.6 36 10 3.0 33 11
49 Inline graphic(R) Cl, R3 = CH2Cl 4.3 32 7.4 3.9 27 6.9
50 Inline graphic(R) Cl, R3 = CH2SCH3 >32 32 b 8.4 32 3.8
51 Inline graphic(R) Cl, R3 = CH2N3 5.3 32 6.0 4.8 32 6.7
52 Inline graphic(R) Cl, R3 = CH2NH2 >32 32 b >32 32 b

Footnotes:

a - EC50 (or EC90 when indicated) - compound concentration that reduces viral replication by 50% (or 90%). CC50 ‐ compound concentration that reduces cell viability by 50%. SI50 (selectivity index) = CC50/EC50.

b - undetermined low value.

c - EC50 values of pirodavir were in the range of 0.036–0.32 (visual) and 0.056–0.22 (neutral red) µg/mL.