Journal of the Korean Chemical Society (대한화학회지)

Korean Chemical Society (대한화학회)
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Synthesis and Antimicrobial Properties of Surfactants Containing Phenazine Ring (III)

Phenazine Ring을 가진 界面活性劑의 合成과 그 抗菌性 (제3보)

  • Jong Dae Kim (Department of Chemistry, Teungnam University) ;
  • Ho Sik Kim (Department of Chemistry, Teacher's College, Hyosung Women's University) ;
  • Sung Wook Han (Department of Chemistry, Teungnam University)
  • 김종대 (영남대학교 이과대학 화학과) ;
  • 금호식 (효성여자대학교 사범대학 화학과) ;
  • 한성욱 (영남대학교 이과대학 화학과)
  • Published : 1986.02.20
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Abstract

7-Alkyl-2-aminophenazine-5,10-dioxides bearing butyl, hexyl and octyl group were synthesized by the reaction of 4-aminophenol with 6-alkylbenzofuroxans which had been obtained from aniline and n-alkyl alcohols. And 2-aminophenazine-5,10-dioxide was prepared by the reaction of 4-aminophenol with benzofuroxan. Infrared, nuclear magnetic resonance spectrophotometers, and elemental analyzer were employed to identify the products concerned with the synthetic processes. Surface tension of aqueous solutions of these phenazine derivatives was determined by surface tensiometer and it was found that the surface tension decreased with an increase of the number of carbon in the alkyl group. Antimicrobial activities were evaluated in terms of minimum inhibitory concentration by a dilution method. The butyl derivative showed the highest activity among these derivatives. It was observed that the antimicrobial activity of these alkyl substituted 2-aminophenazine-5,10-dioxides was stronger than that of 2-aminophenazine-5,10-dioxide.

Aniline과 n-alkyl alcohol類로 부터 6-alkylbenzofuroxan을 얻고 이것과 4-aminophenol을 反應시켜 butyl, hexyl, octyl기를 가진 7-Alkyl-2-aminophenazine-5,10-dioxide를 合成하였다. 그리고 benzofuroxane과 4-aminophenol을 反應시켜 2-aminophenazine-5,10-dioxide도 合成하였다. 生成物들은 IR, NMR, 元素分析등으로 확인하였다. 이들 phenazine 誘導體의 수용액에 대한 表面張力을 測定하였는데 alkyl기의 탄소수가 증가할수록 表面張力이 底下됨을 알았다. 또한 抗菌性을 稀釋法에 의하여 調査하였는데 alkyl기의 탄소수가 4개인 butyl 誘導體의 경우가 가장 抗菌性이 강했으며, alkyl기가 없는 2-aminophenazine-5,10-dioxide보다는 alkyl기가 置換된 2-aminophenazine-5,10-dioxide의 抗菌性이 더 강하다는 것을 알았다.

Keywords

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