- 學位論文
探討苯醯胺之衍生物的結構與抗菌活性關係
Investigation of Structure Activity Relationship of Phenylacetamide
摘要
近幾十年來，抗生素的開發和使用，讓人類的生活品質大幅度的提升。但是由於抗生素的管控不當及使用氾濫，造成病原菌的基因突變，導致產生多重抗藥性(multi drug resistant )的出現，包括抗藥性金黃色葡萄球菌(methicillin-resistant Staphylococcus aureus)、抗甲氧西林凝固酶陰性葡萄球菌 (methicillin-resistant coagulase-negative staphylococci)、抗青黴素肺炎鏈球菌(penicillin-resistant Streptococcus pneumoniae)及抗萬古黴素腸球菌(vancomycin-resistant enterococcus)，因此，加強宣導安全使用抗生素的觀念，同時積極開發更有效力及安全的抗生素，是目前刻不容緩的研究主題。 利用不同取代基的苯胺與2-溴乙醯溴合成2-溴-苯醯胺衍生物，再將衍生物分別與直鏈碳胺類、飽和環胺類及芳香族胺類反應得到苯醯胺衍生物，並利用圓盤抑菌圈(Disk Inhibition Zone)的方法來測試這些化合物其對金黃色葡萄球菌( Staphylococcus aureus ATCC 6538p)、鮑曼不動桿菌(Acinetobacter baumannii ATCC 19606)、銅綠假單胞菌(Pseudomonas aeruginosa ATCC 27853及Pseudomonas aeruginosa ATCC 29260) 的抑菌活性，以抑制圈直徑大小判斷苯醯胺衍生物之抑菌活性。 從抑菌活性實驗結果發現，當苯醯胺衍生物取代基為芳香環時，對於Staphylococcus aureus ATCC 6538p有顯著的抑菌效果；當苯醯胺衍生物取代基為直鏈碳時，對於Acinetobacter baumannii ATCC 19606、Pseudomonas aeruginosa ATCC 27853及Pseudomonas aeruginosa ATCC 29260有著顯著的抑菌效果。
並列摘要
In several decades, the life of the people was greatly improved by the using the antibiotics. However, the gene mutation of pathogens was caused by the abuse of the antibiotics and this resulted in the emergence of multi-drug resistant(MDR), include methicillin-resistant Staphylococcus aureus (MRSA), methicillin-resistant coagulase-negative staphylococci (MR-CNS), penicillin-resistant Streptococcus pneumoniae (PRSP) and vancomycin-resistant enterococcus (VRE). Therefore, strengthen propaganda security concept of using the antibiotics, and developing actively the more effective and safety of antibiotics. This is a pressing research topic. Synthesis of 2-bromo-N-phenylacetamide derivatives by the reactions of substituted aniline and bromo acetyl bromide , then the Benzene amide derivatives were obtained by the reactions of 2-bromo-N-phenylacetamide derivatives with amines which includes the linear carbon amines, the saturated cyclic amines and the aromatic amines. The method of disk inhibition zone was used to test the antibacterial activity of these derivatives to the bacterials which include Staphylococcus aureus ATCC 6538p、Acinetobacter baumannii ATCC 19606、Pseudomonas aeruginosa ATCC 27853 and Pseudomonas aeruginosa ATCC 29260. The suppressed the inhibition zone diameter size was used to judgment antibacterial activity of phenylacetamide derivatives. The results of experimental show the antibacterial activity of phenylacetamide derivatives as following : when substituent is an aromatic group , this derivative has a significant antibacterial activity to Staphylococcus aureus ATCC 6538p;when substituent is a linear alkyl group, this derivative has a significant antibacterial activity to Acinetobacter baumannii ATCC 19606、Pseudomonas aeruginosa ATCC 27853 and Pseudomonas aeruginosa ATCC 29260.