Table 1.
Effect of diphenylamine derivatives on E-Cadherin, mean spindle index, and % cells with SI<3 in MDA-MB-231 cells.
| # | Side chain R1 | Arene #1 | Arene #2 | E-Cadherin (Fold change ± S.E.M.)a | p-value | S.I. ± S.E.M.b | % cells with SI < 3 ± S.E.M.b | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|
| R2 | R3 | R4 | R5 | R6 | R7 | ||||||
| 1 | -NH2 | -F | -F | -H | -F | -I | -H | 10.5 ± 3.5 | 0.012 | 2.2 ± 0.1 | 85.9 ± 3.4 |
| 2 | -NHMe | -F | -F | -H | -F | -I | -H | 12 ± 4.6 | 0.002 | 2.7 ± 0.2 | 64.6 ± 0.4 |
| 3 | -NHEt | -F | -F | -H | -F | -I | -H | 4.9 ± 1.9 | 0.001 | 2.5 ± 0.4 | 81.9 ± 7.8 |
| 4 | -N(C2H5)2 | -F | -F | -H | -F | -I | -H | 6.1 ± 2.1 | <0.0001 | 2.6 ± 0.2 | 67.5 ± 6.2 |
| 5 | -N(CH3)2 | -F | -F | -H | -F | -I | -H | 7.6 ± 0.5 | <0.0001 | 2.6 ± 0.2 | 73.1 ± 5.5 |
| 6 | -OMe | -F | -F | -H | -F | -I | -H | 2.3 ± 0.7 | 0.015 | 2.9 ± 0.1 | 62.2 ± 2.4 |
| 7 | -OH | -F | -F | -H | -F | -I | -H | 4.5 ± 2.05 | 0.009 | 2.8 ± 0.1 | 66.1 ± 6.4 |
| 8 | -NH2 | -H | -H | -H | -F | -I | -H | 2.9 ± 1.4 | 0.062 | 3.3 ± 0.2 | 61.5 ± 5.1 |
| 9 | -NH2 | -F | -F | -CH3 | -F | -I | -H | 2.8 ± 1.1 | 0.008 | 3.3 ± 0.4 | 52.4 ± 12 |
| 10 | -NH2 | -F | -F | -H | -H | -H | -H | 1.3 ± 0.1 | 0.002 | 3.9 ± 0.3 | 29.7 ± 1.1 |
| 11 | -NH2 | -F | -F | -H | -F | -H | -H | 4.3 ± 1.5 | 0.004 | 3.6 ± 0.1 | 44.9 ± 0.3 |
| 12 | -NH2 | -F | -F | -H | -H | -I | -H | 3.1 ± 0.6 | <0.0001 | 2.4 ± 0.1 | 83.1 ± 1.8 |
| 13 | 4-methylpiperazine | -F | -F | -H | -F | -I | -H | 3.4 ± 0.8 | <0.0001 | 2.8 ± 0.1 | 70.7 ± 2.1 |
| 14 | 4-methylpiperazine | -F | -F | -H | -F | -H | -H | 1.1 ± 0.2 | 0.550 | 3.5 ± 0.1 | 41.3 ± 4.7 |
| 15 | -piperazine | -F | -F | -H | -F | -I | -H | 9.1 ± 2.2 | <0.0001 | 1.9 ± 0.2 | 86.3 ± 7.7 |
| 16 | 4-Boc-piperazine | -F | -F | -H | -F | -I | -H | 9.9 ± 4.1 | <0.0005 | 2.8 ± 0.1 | 68.3 ± 4.7 |
| 17 | -N(CH3)C2H4N(CH3)2 | -F | -F | -H | -F | -I | -H | 4.3 ± 3.3 | 0.048 | 3 ± 0.2 | 59.3 ± 6.1 |
| 18 | 4-methylpiperazine | -F | -F | -H | -H | -H | -H | 1.7 ± 0.47 | 0.0009 | 3.6 ± 0.1 | 55.8 ± 5.2 |
| 19 | 4-methylpiperazine | -F | -F | -H | -H | -H | -N3 | 1.6 ± 0.90 | 0.2786 | 3.5 ± 0.2 | 47.4 ±2.9 |
| 20 | -NHEt | -F | -F | -H | -H | -H | -N3 | 0.77 ± 0.01 | <0.0001 | 3.4 ± 0.2 | 47.1 ± 6.7 |
| 21 | 4-methylpiperazine | -F | -F | -H | -H | -H | -Br | 1.6 ± 0.88 | 0.2394 | 3.8 ± 0.2 | 37.6 ± 5.5 |
| DMSO | 1 | 4.2 ± 0.4 | 30.5 ± 4.8 | ||||||||
MDA-MB-231 cells were treated compounds at 1 μM concentration for 5 days. Data represent mean ± SEM, unpaired two-tailed Student's t-test (n = 3–7). E-Cadherin was normalized to α-tubulin, fold change is compared to DMSO. One-way ANOVA with Bonferroni post-hoc comparison analysis where the compounds were compared to the DMSO control and to each other; compounds 1 and 2 were found to be statistically significant compared to the DMSO control group (P < 0.05). We missed significance across groups because there was large difference between the minimum and the maximum effect produced by the different compounds. Therefore, we switched to performing t-test and compared each compound individually to the DMSO control group.
Data represent the ± SEM of three different experiments determined by unpaired two-tailed Student's t-test (n = 3).