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Synthesis and potential antineoplastic activity of dehydroabietylamine imidazole derivatives.
MedChemComm 2018 December 2
To seek more efficient and lower toxicity anticancer compounds, several imidazole combining dehydroabietylamine derivatives including organic salts ( L 1 - L 2 ) and amides ( L 3 - L 5 ) were synthesized. Their antineoplastic activity against HeLa (cervix), MCF-7 (breast), A549 (lung) and HepG2 (liver) cells and HUVECs (umbilical vein, normal cells) in vitro were evaluated by MTT assay. The results unequivocally showed that nearly all compounds had better antineoplastic activity and lower toxicity than dehydroabietylamine ( L 0 ). For MCF-7 cells, L 2 (0.75 μM) and L 5 (2.17 μM) had higher anti-MCF-7 activity than L 0 and DOX. For A549 cells, L 1 (1.85 μM) and L 2 (4.37 μM) had higher anti-A549 activity than L 0 ; in particular, the IC50 value of L 1 was much lower than that of DOX. Among these investigated compounds, L 2 and L 5 had lower IC50 values (0.75 μM and 2.17 μM) against MCF-7 cells and lower toxicity, which suggested that they may be potential future anticancer drugs. In addition, L 1 and L 2 could suppress cancer cell proliferation by inducing apoptosis. L 1 - L 5 could bind with DNA through intercalation.
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