Abstract

The aim of this study was to modify a discontinued, toxic antiseptic agent 2,4,5-trichlorophenol (TCP) by reacting it with epichlorohydrin (ECH) to obtain a nontoxic novel compound with similar antimicrobial effectiveness. A novel compound named {[1,3-bis(2,4,5-trichlorophenoxy) propan-2-yl] oxy}-3-(2,4,5-trichlorophenoxy) hexan-2-ol (TPTH) was synthesized from this reaction. Chemical and physical structures of the product were characterized by FTIR, MS, Uv-vis, NMR, SEM and TEM. The thermal stability of TPTH was evaluated by conducting thermogravimetric analysis. Biological interactions of the compound were investigated by performing antimicrobial activity and cytotoxicity assays. The compound displayed a good antimicrobial activity where minimum inhibitor concentrations were found to be 0.02, 0.08, and 0.15 µg mL⁻¹ against Staphylococcus aureus (S. aureus), Methicillin-resistant Staphylococcus aureus (MRSA) and Escherichia coli (E. coli) respectively. Additionally, well diffusion assay demonstrated that, the zone of inhibitions for S. aureus, MRSA and E. coli were 24 mm, 22 mm and 18 mm, respectively. Cytotoxicity assay results revealed that TPTH is nontoxic against cells at effective anti-microbial concentrations. TPTH shows thermal stability up to 220 °C. Results here demonstrate the successful conversion of toxic TCP to a nontoxic form; TPTH with a good anti-microbial activity and thermal stability.

摘要

这项研究的目的是通过使其与表氯醇（ECH）反应来修饰已停用的有毒防腐剂2,4,5-三氯苯酚（TCP），以获得具有相似抗菌功效的无毒新型化合物。合成了{{1,3-双（2,4,5-三氯苯氧基）丙-2-基]氧基} -3-（2,4,5-三氯苯氧基）己-2-醇（TPTH）从这个反应。通过FTIR，MS，Uv-vis，NMR，SEM和TEM对产物的化学和物理结构进行表征。TPTH的热稳定性通过进行热重分析来评估。通过进行抗微生物活性和细胞毒性试验研究了该化合物的生物相互作用。该化合物表现出良好的抗菌活性，发现最低抑制剂浓度为0.02、0.08和0.15 µg mL ^-1分别对金黄色葡萄球菌（S. aureus），耐甲氧西林的金黄色葡萄球菌（MRSA）和大肠埃希菌（E. coli）。另外，孔扩散测定表明，金黄色葡萄球菌， MRSA和大肠杆菌的抑制区分别为24mm，22mm和18mm。细胞毒性测定结果表明，在有效的抗微生物浓度下，TPTH对细胞无毒。TPTH在高达220°C的温度下显示出热稳定性。此处的结果证明了有毒的TCP成功地转化为无毒的形式。TPTH具有良好的抗菌活性和热稳定性。