Abstract

Novel task dicationic ionic liquids (Ts-DiILs) 6–29 were designed and synthesized, under both conventional and microwave conditions; through molecular hybridization of the appropriate bispyridines having a hydrazone linkage as spacer with some alkyl functionalized esters forming the counter cations. Beside the synthesized halogenated DiILs 6–11, fluorinated metal anions were introduced via metathesis reaction in order to create new dipyridinium ionic liquid-hydrazone hybrids 12–29. All newly synthesized DiILs were fully characterized using different spectroscopic tools such as 1H, 13C, 19F, 31P, 11B NMR and Mass experiment. The DNA binding, anticancer and docking studies of the synthesized ionic liquids were also carried out. The DNA binding constants ranged from 4.5 × 104 to 7.2 × 104 M−1, indicating good DNA binding tendencies. The most active ionic liquids were 28 and 29 with 99.99 and 99.86% anticancer activities, respectively. The docking studies indicated DNA binding in the outer grooves of DNA. The reported ionic liquids may be used as future anticancer drugs.

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