Applied Biological Chemistry

The Korean Society for Applied Biological Chemistry (한국응용생명화학회)
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Secondary Metabolites from the Mycelial Culture Broth of Phellinus linteus

상황(Phellinus linteus) 배양 균사체의 2차 대사산물에 대한 화학적 연구

  • Song, K.S. (Genetic Engineering Research Institute, Korea Institute of Science and Technology) ;
  • Cho, S.M. (Genetic Engineering Research Institute, Korea Institute of Science and Technology) ;
  • Ko, K.S. (Bangchon Natural Products Research Institute, Han Kook Sin Yak Pharm. Co. Ltd.) ;
  • Han, M.W. (Bangchon Natural Products Research Institute, Han Kook Sin Yak Pharm. Co. Ltd.) ;
  • Yoo, I.D. (Genetic Engineering Research Institute, Korea Institute of Science and Technology)
  • 송경식 (한국 과학기술연구원 유전공학 연구소) ;
  • 조수묵 (한국 과학기술연구원 유전공학 연구소) ;
  • 고경수 ((주) 한국신약 방촌천연물 연구소) ;
  • 한만우 ((주) 한국신약 방촌천연물 연구소) ;
  • 유익동 (한국 과학기술연구원 유전공학 연구소)
  • Published : 1994.04.30
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Abstract

From the 48 hour-cultured mycelial broth of Phellinus linteus, six compounds were isolated by means of ethyl acetate extraction, silica gel column chromatography and preparative thin layer chromatography, consecutively. Compound 1 was identified as a succinic acid by the comparison of its spectral data with authentic sample. Compounds 2 and 3 were identified as p-hydroxyphenyl acetic acid methyl ester and p-hydroxybenzaldehyde by spectroscopic studies, respectively. NMR and MS studies of compound 6 revealed that it was 2,5-dihydroxymethyl furan. Compound 4, which showed similar NMR absorptions and MS fragmentation pattern with those of compound 6 was identified as 2-hydroxymethyl-5-methoxymethylfuran. These structures were verified by the spectral data of the acetate derivatives of the compounds. Compound 5 was supposed to be a N-acetyltyramine from its $^1H-NMR$ and EI-MS data, and its structure was confirmed by a synthesis starting from tyramine.

상황(상황(桑黃); Phellinus linteus) 균사체 배양액의 ethyl acetate 가용성 분획으로부터 silica gel column chromatography 및 preparative thin layer chromatography를 이용하여 6개의 화합물을 분리, 정제하였다. 화합물 1은 표준품과의 비교에 의하여 succinic acid, 화합물 2는 $^1H-NMR$ 및 EI-MS로부터 p-hydroxyphenylacetic acid methyl ester로 동정되었으며, 화합물 3은 $^1H-NMR$과 EI-MS에 의하여 p-hydroxybenzaldehyde로, 화합물 4와 6은 각종 NMR data와 MS data 및 이들의 아세틸 유도체의 spectral data로부터 각각 2-hydroxymethyl-5-methoxy-methylfuran 및 2,5-dihydroxymethylfuran으로 동정되었다. 또한, 화합물 5는 $^1H-NMR$ data와 EI-MS에서의 m/z 179의 molecular ion peak로부터 N-acetyltyramine으로 추정되었으며 이 구조는 무수초산과 tyramine을 이용한 합성에 의하여 최종적으로 확인되었다.

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