Table 3.
The chemical composition of ABMM analogues with IC50 values against A549 and H1299 cells (following 96 h of exposure) and against the ALDH1A3 enzyme. ND: Not Determined.
| Compound | (O) Position Relative To (Y) | R1 | R2 | R3 | X | Y | Toxicity (IC50 (µM) ± SE) | IC50 (µM) ± SE ALDH1A3 |
|
|---|---|---|---|---|---|---|---|---|---|
| A549 | H1299 | ||||||||
| ABMM-1 | para | Cl | OCH3 | H | C=O | CHO | >60 | >60 | ND |
| ABMM-2 | para | Cl | H | H | C=O | CHO | >60 | >60 | ND |
| ABMM-3 | para | F | H | H | C=O | CHO | >60 | >60 | ND |
| ABMM-4 | para | NO2 | H | H | C=O | CHO | ND | ND | ND |
| ABMM-5 | para | NO2 | OCH3 | H | C=O | CHO | ND | ND | ND |
| ABMM-6 | para | F | OCH3 | H | C=O | CH=CHCHO | >60 | 14 ± 2 | ND |
| ABMM-15 | para | Cl | H | H | CH2 | CHO | >60 | >60 | 0.23 ± 0.05 |
| ABMM-16 | para | Cl | OCH3 | H | CH2 | CHO | >60 | >60 | 1.29 ± 0.10 |
| ABMM-17 | meta | Cl | H | --- | C=O | CHO | >60 | 56 ± 2.65 | ND |
| ABMM-18 | para | F | OCH3 | OCH3 | C=O | CHO | >60 | >60 | ND |
| ABMM-19 | para | F | OCH3 | H | C=O | CH=CHCH2OH | >60 | 46.33 ± 4.48 | ND |
| ABMM-23 | para | F | OCH3 | OCH3 | C=O | CH2OH | 51 ± 8 | >60 | ND |
| ABMM-24 | para | Br | OCH3 | H | CH2 | CH=CHCHO | >60 | 13.67 ± 1.67 | ND |
| ABMM-25 | para | Br | OCH3 | H | CH2 | CH=CHCH2OH | >60 | >60 | ND |
| ABMM-26 | para | Br | OCH3 | H | CH2 | CH=CHCOOH | >60 | >60 | ND |
| ABMM-27 | para | F | OCH3 | H | C=O | CH=CHCOOH | >60 | >60 | ND |
| ABMM-28 | para | CH2Cl | OCH3 | H | C=O | CHO | 50 ± 1 | 37.5 ± 1.5 | ND |
| ABMM-32 | para | CH2Cl | H | H | C=O | CHO | 51 ± 5 | 13 ± 2.08 | ND |
| ABMM-33 | para | NO2 | OCH3 | H | C=O | CH=CHCHO | >60 | 35.33 ± 1.76 | ND |
| ABMM-34 | ortho | Cl | H | H | C=O | CHO | >60 | >60 | ND |
| ABMM-35 | para | Cl | H | H | C=O | CH2OH | >60 | >60 | ND |