Rezki Nadjet, Al-Blewi Fawzia Faleh, Al-Sodies Salsabeel A, Alnuzha Asaad Khalid, Messali Mouslim, Ali Imran, Aouad Mohamed Reda
Department of Chemistry, Faculty of Science, Taibah University, Al-Madinah Al-Munawarah 30002, Saudi Arabia.
Department of Chemistry, Faculty of Sciences, University of Sciences and Technology Mohamed Boudiaf, Laboratoire de Chimie and Electrochimie des Complexes Metalliques (LCECM) USTO-MB, P.O. Box 1505, El M'nouar, Oran 31000, Algeria.
ACS Omega. 2020 Mar 9;5(10):4807-4815. doi: 10.1021/acsomega.9b03468. eCollection 2020 Mar 17.
Newer imidazolium ionic liquid (IL) halides appending variety of fluorinated phenylacetamide side chains were designed and synthesized through quaternization of 1-methyl and/or 1,2-dimethylimidazole with appropriate 2-chloro--(fluorinatedphenyl)acetamides. The resulting ILs were converted to their respective ionic liquid analogues carrying fluorinated counteranions (PF , BF , and/or CFCOO) . All newly synthesized ILs were fully characterized using several spectroscopic experiments such as H, C, B, F, P NMR, and mass analysis. The synthesized ionic liquids were investigated for their DNA binding and anticancer activities. The obtained DNA binding constants ranged from 1.444 × 10 to 3.518 × 10, indicating a reasonably good binding affinity. The percentage of anticancer activities ranged from 48 to 59 with H-1229 cell line, showing quite good anticancer potential. The modeling studies indicated the interactions of the reported molecules with DNA hydrogen bonds. These were in agreement with those of DNA binding and anticancer results. Briefly, the designed ionic liquids may be used as good anticancer candidates for treating human cancer.
通过用适当的2-氯-（氟代苯基）乙酰胺对1-甲基咪唑和/或1,2-二甲基咪唑进行季铵化反应，设计并合成了带有各种氟化苯乙酰胺侧链的新型咪唑鎓离子液体（IL）卤化物。所得的离子液体被转化为带有氟化抗衡阴离子（PF 、BF 、和/或CFCOO）的各自的离子液体类似物。所有新合成的离子液体都通过多种光谱实验进行了全面表征，如H、C、B、F、P核磁共振和质谱分析。对合成的离子液体进行了DNA结合和抗癌活性研究。获得的DNA结合常数范围为1.444×10至3.518×10，表明具有相当好的结合亲和力。对于H-1229细胞系，抗癌活性百分比范围为48至59，显示出相当好的抗癌潜力。建模研究表明所报道的分子与DNA存在氢键相互作用。这些与DNA结合和抗癌结果一致。简而言之，所设计的离子液体可作为治疗人类癌症的良好抗癌候选物。
