Kumer Ajoy, Khan Md Wahab
Organic Research Laboratory, Department of Chemistry, Bangladesh University of Engineering and Technology (BUET), Dhaka, 1000, Bangladesh.
Heliyon. 2021 Jul 8;7(7):e07509. doi: 10.1016/j.heliyon.2021.e07509. eCollection 2021 Jul.
The Brønsted acid-base neutralization was executed for synthesis of the anilinium carboxylate ionic liquids (ACILs), and obtained highly viscous liquids with yields about (90-94)%. These ILs were purified by distillation process and used vacuum oven, as well as characterized by FT-IR, UV spectroscopy and 1H-NMR. To evaluate the antimicrobial activity, the well diffusion method was used against eight human pathogenic bacteria, showing inhibition of zone at 13 mm-27 mm, and three fungi with result about 60%. Plus, the DFT functional from material studio 8.0 was used for evaluation of computational screening for estimating the chemical reactivity, HOMO, LUMO and HOMO-LUMO gap, recorded from -7.252 to -8.20 kcal/mol. The IL05 has showed about -6.5 kcal/mol docking score as standard inhibitor, as and higher than starting. Form AMDET properties, it has revealed that they have low toxicity, higher absorption through the biological system and non-carcinogenic. Finally, the electronegative groups, such as F, Cl and Br atoms in anion can show the higher antimicrobial activity and molecular docking score among all others while F atom containing IL05 shows the highest docking score and antimicrobial activity. However, it is concluded that rather than long large alkyl chain of anion, F atom (the highest electronegative atom) containing anion is better for biologically significance ILs.
通过布朗斯特酸碱中和反应合成了羧酸苯胺离子液体（ACILs），得到了高粘性液体，产率约为（90 - 94）%。这些离子液体通过蒸馏过程进行纯化，并使用真空烘箱，同时通过傅里叶变换红外光谱（FT - IR）、紫外光谱和核磁共振氢谱（1H - NMR）进行表征。为了评估抗菌活性，采用滤纸片扩散法对八种人类病原菌进行测试，抑菌圈直径为13 mm - 27 mm，对三种真菌的抑菌率约为60%。此外，使用材料工作室8.0中的密度泛函理论（DFT）功能来评估计算筛选，以估计化学反应性、最高占据分子轨道（HOMO）、最低未占据分子轨道（LUMO）和HOMO - LUMO能隙，记录值为 - 7.252至 - 8.20千卡/摩尔。IL05作为标准抑制剂显示出约 - 6.5千卡/摩尔的对接分数，高于起始值。从AMDET性质来看，它们显示出低毒性、在生物系统中具有较高的吸收性且无致癌性。最后，阴离子中的电负性基团，如F、Cl和Br原子，在所有其他基团中表现出更高的抗菌活性和分子对接分数，而含F原子的IL05显示出最高的对接分数和抗菌活性。然而，可以得出结论，对于具有生物学意义的离子液体而言，含F原子（电负性最高的原子）的阴离子比长的大烷基链阴离子更好。
