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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 27, Number 6
JKCSEZ 27(6)
December 20, 1983 

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

Phenazine Ring을 가진 계면활성제의 합성과 그 항균성 (제2보)
Jong Dae Kim, Dong Soo Kim, Sang Jik Lee, Sung Wook Han

김종대, 김동수, 이상직, 한성욱
Aniline으로부터 출발하여 5단계를 거쳐 alkyo benzofuroxane을 얻고 이것과 hydroquinon과 반응시켜 7-Alkyl-2-hydroxyphenazine-5,10-dioxide을 합성하였다. 생성물은 IR, NMR spectrum, 원소분석 등으로 확인하였다. 이들 유도체들의 수용액에 대한 표면장력을 측정하였고, 아울러 Gram 양성균과 Gram 음성균에 대한 항균성을 조사하였더니 alkyl기가 치환된 phenazine 분자의 질소 원자에 산소 원자가 결합된 화합물이 가장 항균성이 강한 것이 판명되었다.

7-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.

457 - 463
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