Study on Cadalene Compounds Purified from Zelkova serrata Wood I - Purification of 7-hydroxy-3-methoxycadalene and Its Distribution in Xylem -

느티나무에서 단리한 카달렌 화합물에 관한 연구 I -7-hydroxy-3-methoxycadalene 단리 및 목부 내 분포 -

  • Choi, Joon-Weon (Dept. Forest Science, CALS, Seoul National University) ;
  • Mun, Sung-Hee (Div. Wood Chemistry & Microbiology, Korea Forest Research Institute) ;
  • Choi, Don-Ha (Div. Wood Chemistry & Microbiology, Korea Forest Research Institute)
  • 최준원 (서울대학교 농업생명과학대학 산림과학부) ;
  • 문성희 (국립산림과학원 화학미생물과) ;
  • 최돈하 (국립산림과학원 화학미생물과)
  • Received : 2008.05.27
  • Accepted : 2008.07.04
  • Published : 2008.11.25

Abstract

In this study cadalene, which is classified into sesquiterpenes constructed with 15 carbons of naphthalene skeleton, was isolated from ethanol extracts of Zelkova wood (Zelkova serrata) using successive silica gel column chromatography. The purified cadalene compound was subjected to structural analysis using HPLC, EI-MS and $^1H$, $^{13}C-NMR$. Its molecular weight was measured to 244 (m/z) and methyl and isopropyl group were attached at C1 and C4 position, as well as hydroxyl group at C7 and methoxyl group at C3 in the naphthalene skeleton, respectively. Yield of 7-hydroxy-3-methoxycadalene amounts to 0.03% based on air dried Zelkova wood powder. It was distributed only in xylem tissues(only in heartwood) of Zelkova wood, not in leaves and bark.

본 연구에서는 느티나무의 에탄올 추출액에서 실리카겔 칼럼크로마토그래피법을 이용하여 15개의 탄소로 이루어진 나프탈렌 구조의 세스퀴테르펜인 카달렌 화화물을 단리하였다. 단리한 카달렌 화합물은 HPLC, EI-MS와 $^1H$, $^{13}C-NMR$로 화학 구조를 규명하였다. 느티나무에서 단리한 카달렌 화합물의 분자량은 244 (m/z)으로 측정되었으며, 나프탈렌 구조의 1번 위치에 메틸기($CH_3$), 4번 위치에 isopropyl기가 부착되어 있으며, 7번 위치에 수산기(OH)와 3번 위치에 메톡실기($OCH_3$)가 치환된 7-hydroxy-3-methoxycadalene 구조를 이루고 있었다. 수율은 기건상태 느티나무 중량의 약 0.03% 정도로 나타났다. 카달렌은 느티나무의 잎과 수피에서는 전혀 발견되지 않았고, 목부 부위를 연륜별로 나누어 분석한 결과에 의하면 7-hydroxy-3-methoxycadalene은 변재부위에는 전혀 존재하지 않고 심재부에서만 발견되었다.

Keywords

References

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