Quaternary Ammonium Salt Strategy and Molecular Docking Studies of Novel 5-Acyl-8-(Arylamino)-Quinolines by Acetyl and Methanesulfonyl Chloride for Dual Evaluation Bioactivity

乙酰氯和甲磺酰氯对新型5-酰基-8-(芳基氨基)-喹啉类化合物的季铵盐策略及分子对接研究及其双重生物活性评价

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Abstract

Six quinoline derivatives containing quaternary ammonium salts and acyl chloride groups were synthesized from ethyl 8-chloro-[1,3]dioxolo[4,5-g]quinoline-7-carboxylate in several step. With berberine as the positive control, three human cancer cell lines (HCT-116, Hela and A549) and human normal liver L-02 cell lines were used to evaluate the cytotoxicity of the newly synthesized compounds in vitro. Compound (V-X) showed good antitumor activity, and the test result of compound (VII) was better than that of positive control group. In terms of antibacterial activity, compound (V-X) has obvious inhibitory effect on Staphylococcus aureus (ATCC 29213) and Escherichia coli (ATCC 8739), and its antibacterial activity is about 1-4 times that of positive control amoxicillin and 1-2 times that of ciprofloxacin. Among them, the most effective compounds (VII) and (X) have 4-fold the antibacterial activity of amoxicillin and 2-fold the antibacterial activity of ciprofloxacin. SUPPLEMENTARY INFORMATION: The online version contains supplementary material available at 10.1134/S1068162023020097.

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