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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 33, Number 5
JKCSEZ 33(5)
October 20, 1989 

Synthesis and Antimicrobial Properties of Surfactants Containing Phenazine Ring (Ⅳ)

페나진 고리를 가진 계면활성제의 합성과 그 항균성 (제 4 보)
Ho Sik Kim, Sung Wook Han, Jong Dae Kim

김호식, 한성욱, 김종대
아닐린과 부틸, 헥실, 옥틸기를 가진 n-알킬 알코올류로부터 6-alkylbenzofuroxan류를 합성하고, 이들과 1,3,5-trihydroxybenzene을 반응시켜 7-alkyl-1,3-dihydroxyphenazine-5,10-dioxide류를 합성하였다. 그리고 benzofuroxan과 1,3,5-trihydroxybenzene을 반응시켜 1,3-dihydroxyphenazine-5,10-dioxide도 합성하였다. 이들 phenazine dioxide 유도체의 수용액에 대한 표면장력을 측정하였는데 알킬기의 탄소수가 증가할수록 표면장력이 저하됨을 알았다. 또한 항균성을 희석법에 의하여 조사하였는데 알킬기의 탄소수가 4개인 부틸유도체의 경우가 가장 항균성이 강했으며, 알킬기가 없는 phenazine dioxide 유도체보다는 알킬기가 치환된 phenazine dioxide 유도체의 항균성이 더 강하다는 것을 알았다.

7-Alkyl-1,3-dihydroxyphenazine-5,10-dioxides were synthesized by the reaction of 1,3,5-trihydroxybenzene with 6-alkylbenzofuroxans which had been obtained from aniline and n-alkyl alcohols bearing butyl, hexyl and octyl group. 1,3-Dihydroxyphenazine-5,10-dioxide was also prepared by the reaction of 1,3,5-trihydroxybenzene with benzofuroxan. The surface tension of aqueous solutions of these phenazine dioxide derivatives was determined by surface tensiometer and it was found out that the surface tension decreased with an increase of the number of carbon in the alkyl group. The antimicrobial activities of these phenazine dioxide derivatives were investigated in terms of minimum inhibitory concentration by the common twofold dilution technique. The derivative bearing butyl group showed the highest activity among these derivatives examined. It was observed that the antimicrobial activity of these alkyl substituted phenazine dioxide derivatives was stronger than that of the unsubstituted phenazine dioxide derivative.

551 - 557
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