Entry | Compd no. | Substituents | In vitro cytotoxicity IC a50 (μg/mL) | ||||||||
---|---|---|---|---|---|---|---|---|---|---|---|
R1 | R2 | X | Z | Ar | NCI-H460 | A549 | NCI-H1975 | HL-7702 | MDCK | ||
1 | 4a | H | H | N | CH | 3-CF3Ph | > 40 | > 40 | > 40 | > 40 | > 40 |
2 | 4b | H | CH3 | N | CH | 3-CF3Ph | 36.68 ± 2.80 | > 40 | > 40 | > 40 | > 40 |
3 | 4c | H | CH3CH(OH)CH2 | N | CH | 3-CF3Ph | 20.63 ± 1.37 | 26.31 ± 3.22 | 27.25 ± 2.76 | 19.73 ± 0.45 | 16.98 ± 0.84 |
4 | 4d | H | CH3COCH2 | N | CH | 3-CF3Ph | 4.07 ± 1.30 | 13.09 ± 2.45 | 12.82 ± 1.59 | 26.87 ± 0.95 | 13.45 ± 0.29 |
5 | 4e | 3-CH3-5-Cl | H | C | N | 3-CF3Ph | > 40 | > 40 | > 40 | > 40 | > 40 |
6 | 4f | 3-CH3-5-Cl | CH3 | C | N | 3-CF3Ph | > 40 | > 40 | > 40 | > 40 | > 40 |
7 | 4g | H | H | N | N | 3-CF3Ph | 9.17 ± 2.02 | 20.12 ± 0.48 | 10.85 ± 2.22 | 9.86 ± 0.34 | 13.04 ± 1.27 |
8 | 4h | H | CH3 | N | N | 3-CF3Ph | 9.31 ± 2.66 | 17.18 ± 3.40 | 12.44 ± 2.52 | 11.62 ± 2.08 | 11.06 ± 0.24 |
9 | 4i | H | CH3CH(OH)CH2 | N | N | 3-CF3Ph | 13.08 ± 4.49 | 16.53 ± 3.53 | 9.15 ± 1.64 | 14.51 ± 2.19 | 11.62 ± 0.06 |
10 | 4j | 4,5-(CH=CH–CH=CH)– | H | CH | N | 3-CF3Ph | 38.44 ± 3.95 | 24.79 ± 3.00 | 25.20 ± 3.35 | 18.09 ± 1.63 | 14.30 ± 0.66 |
11 | 4k | 4,5-(CH=CH–CH=CH)– | CH3 | CH | N | 3-CF3Ph | > 40 | 35.30 ± 2.19 | > 40 | > 40 | > 40 |
12 | 4l | 3-CH3-5-Cl | H | C | CH | 3-CF3Ph | > 40 | > 40 | > 40 | > 40 | > 40 |
13 | 4m | 3-CH3-5-Cl | CH3 | C | CH | 3-CF3Ph | 6.85 ± 0.23 | 6.77 ± 0.86 | 10.83 ± 1.02 | 21.44 ± 1.79 | 21.25 ± 3.59 |
14 | 4n | 4,5-(CH=CH–CH=CH)– | H | CH | CH | 3-CF3Ph | > 40 | > 40 | > 40 | > 40 | 14.44 ± 0.01 |
15 | 4o | 4,5-(CH=CH–CH=CH)– | CH3 | CH | CH | 3-CF3Ph | > 40 | > 40 | > 40 | > 40 | > 40 |
16 | 5-FU b | – | – | – | – | – | 8.02 ± 2.35 | 37.51 ± 3.25 | 24.75 ± 5.80 | 11.35 ± 1.67 | 8.65 ± 0.81 |