Synthesis and Antimicrobial Properties of Surfactants Contaning Phenazine Ring (Ⅱ)

Phenazine Ring을 가진 界面活性劑의 合成과 그 抗菌性 (제2보)

  • 김종대 (영남대학교 이과대학 화학과) ;
  • 김동수 (영남대학교 이과대학 화학과) ;
  • 이상직 (영남대학교 이과대학 화학과) ;
  • 한성욱 (영남대학교 이과대학 화학과)
  • Published : 1983.12.20

Abstract

-Alkyl-2-hydroxyphenazine-5,10-dioxides were synthesized from hydroquinone, and alkyl benzofuroxanes which were previously obtained through five reaction steps starting from aniline. Infrared, nuclear mangnetic resonance spectrometry and elemental analysis were employed to identify the products concerned in the synthetic processes. It was observed that these alkylated phenazine oxides lowered the surface tension of water substantially. These derivatives showed stronger antimicrobial activity against both gram positive and negative microbes than 1-carboxyphenazine which had no alkyl side chain. It was also found that the antimicrobial activity of the phenazine compound increased when the nitrogen of the ring was bound to the oxygen atom.

Aniline으로부터 출발하여 5단계를 거쳐 alkyo benzofuroxane을 얻고 이것과 hydroquinon과 반응시켜 7-Alkyl-2-hydroxyphenazine-5,10-dioxide을 合成하였다. 生成物은 IR, NMR spectrum, 元素分析 등으로 확인하였다. 이들 誘導體들의 수용액에 대한 表面張力을 測定하였고, 아울러 Gram 양성균과 Gram 음성균에 대한 抗菌性을 調査하였더니 alkyl기가 치환된 phenazine 유도체의 alkyl기가 없는 1-cahboxyphenazine보다 향균성이 강하고, 또한 phenazine 분자의 질소 원자에 산소 원자가 결합된 화합물이 가장抗菌性 이 강한 것이 판명되었다.

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