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. Author manuscript; available in PMC: 2012 May 4.
Published in final edited form as: J Med Chem. 2010 Nov 4;53(23):8287–8297. doi: 10.1021/jm100738d

Table 1.

Data of target compounds 11-14 against HIV-1 wild-type strain replication

graphic file with name nihms250729u1.jpg
R1 R2 R3 NL4-3 in TZM-bl cell line IIIB in MT-2 cell line

EC50 a (μM) CC50b (μM) SI c EC50 (μM) CC50 (μM) SI
11a* H I NO2 0.0607 ± 0.024 >41.15 >675 0.079 ± 0.002 22.93 283
13a* H I NH2 0.0076 ± 0.0023 16.72 2200 0.054 ± 0.004 7.24 134
11b H Br NO2 0.0502 ± 0.0068 >45.66 >909 0.045 ± 0.016 65.11 1447
13b H Br NH2 0.00729 ± 0.0020 15.54 2132 0.033 ± 0.01 9.61 291
11c H CH2CH=CH2 NO2 NA 1.34 ± 0.70 39..68 27.37
13c H CH2CH=CH2 NH2 0.00689 ± 0.0014 8.46 1228 0.067 ± 0.003 14.02 209
11d* H C≡CC(OH)Me2 NO2 41.35 45.25 1.09 8.91 ± 0.00 23.28 2.61
13d* H C≡CC(OH)Me2 NH2 0.241 ± 0.0147 8.73 36 1.58 ± 0.097 3.54 2.25
11e H C≡CCH(CH2)2 NO2 >47.17 NA
13e H C≡CCH(CH2)2 NH2 0.0912 ± 0.037 7.45 82 0.41 ± 0.05 5.71 14
11f* H C≡CH NO2 0.111 ± 0.086 >52.08 >469 0.247 ± 0.040 >100 >405
13f* H C≡CH NH2 0.0067 ± 0.0010 9.94 1484 0. 042 ± 0.004 9.28 221
11i H CH(OH)CH2NO2 NO2 0.308 ± 0.098 >44.54 >145 1.71 ± 0.134 27.06 16
13i H CH(OH)CH2NO2·HCl NH2 0.0101 ± 0.0026 7.02 695 0.068 ± 0.015 20.57 303
11j H CH=CHCOOH NO2 14.92 27.84 1.87 8.12 ± 0.42 34.79 4
13j H CH=CHCOOH NH2 0.60 ± 0.043 18.0 30 0.63 ± 0.22 15.69 25
11k H CH=CHCOMe NO2 0.0244 ± 0.020 >46.73 >1915 0.608 ± 0.267 >47.90 >79
13k H CH2CH2COMe NH2 0.00195 ± 0.00053 9.25 4744 0.055 ± 0.000 18.35 1835
11m H CH=CHCN NO2 0.0080 ± 0.0020 >48.66 >6082 0.049 ± 0.01 >100 >2041
13m H CH=CHCN NH2 0.00071 ± 0.00058 9.75 13,732 <0.014 ± 0.004 5.63 >402
12c H CH=CHCN NO2 0.0104 ± 0.00063 >48.78 4690 0.037 ± 0.021 >100 >2702
14c H CH=CHCN NH2 0.00055 ± 0.00008 25.0 45,455 <0.014 ± 0.002 8.83 >631
12d NO2 CH=CHCOMe NO2 0.146 ± 0.040 24.36 167 0.35 ± 0.17 >100 >286
14d NO2 CH=CHCOMe NH2 0.00633 ± 0.0018 5.88 929 0.047 ± 0.023 22.63 481
12e NO2 CH=CHCN NO2 0.0971 ± 0.0178 >43.96 >453 0.37 ± 0.04 21.69 59.35
14e NO2 CH=CHCN NH2 0.00038 ± 0.00007 >47.06 >123,842 <0.014 ± 0.002 88.17 >6298
14f NH2 CH=CHCN NH2 0.0043 ± 0.0005 14.43 3,356 <0.014 ± 0.002 18.94 >1353
3 H C≡N NH2 0.00068 ± 0.00003 8.98 13,206 0.015 ± 0.001 >100 >6667
1 0.0014 ± 0.0004 8.96 6400 0.041 ± 0.002 50.73 1237
*

Data were reported in Ref 11.

a

p24 ELISA was used to determine 50% effective concentration (EC50) against HIV-1 strains.

b

XTT assay was used to determine the CC50 value that causes cytotoxicity to 50% cells.

c

SI (selective index) = CC50/EC50, NA = not active at the highest concentration tested.