Journal of the Korean Wood Science and Technology

The Korean Society of Wood Science & Technology (한국목재공학회)
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Study on Cadalene Compounds Purified from Zelkova serrata Wood II - Biological activities of 7-hydroxy-3-methoxycadalene and purification of cadalene homologues -

느티나무에서 단리한 카달렌 화합물에 관한 연구 II - 7-Hydroxy-3-methoxycadalene의 생물활성 측정 및 카달렌 동족체 분리 -

  • 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 : 2009.01.25
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Abstract

In this study 2 cadalene homologues - 3,7-dimethoxycadalene and 7-hydroxycadalene-5,8-quinone (keyakinone A)-were further identified from ethanol extracts of Zelkova serrata wood, except 7-hydroxy-3-methoxycadalene. Two biological activities-scavenging activity of hydroxy radical and cell toxicity by MTT assay-were measured with 7-hydroxy-3-methoxycadalene. The scavenging activity of hydroxyl radical of the compound was excellent and increased with its concentration. At 100 ppm hydroxyl radicals were removed completely. However, MTT assay revealed that 7-hydroxy-3-methoxycadalene showed critical toxicity to the cells. When 1 ppm of the compound was treated to the cells, cell viability was reached up to 90%, while it was reduced to 22% after treatment of 9 ppm. In 4 different Ulmaceae species, such as Ulmus davidiana, Ulmus parvifolia, Ulmus macrocarpa, Ulmus macrophylla, 7-hydroxy-3-methoxycadalene was not found at all. Instead, 7-hydroxycadalene (Mw 214), in which methoxyl group is omitted from 7-hydroxy-3-methoxycadalene, was distributed in the heartwood of 4 Ulmaceae species as major cadalene compound.

본 연구에서는 느티나무의 에탄올 추출액에서 7-hydroxy-3-methoxycadalene 외에 3,7-dimethoxycadalene와 7-hydroxycadalene-5,8-quinone (keyakinone A) 등 2종의 카달렌 동족체를 분리하였고, 이 중에서 7-hydroxy-3-methoxycadalene을 대상으로 hydroxyl 라디칼 소거활성과 MTT assay에 의한 세포독성을 평가하였다. 7-Hydroxy-3-methoxycadalene의 hydroxyl 라디칼 소거활성은 농도에 의존적이며, 100 ppm에서는 hydroxy 라디칼이 거의 100% 제거되는 우수한 효과를 나타냈다. 그러나 7-hydroxy-3-methoxycadalene은 낮은 농도(1 ppm 이하)에서는 세포 생존율이 약 90% 가량으로 세포독성이 거의 나타나지 않았지만 농도가 높아질수록 세포 생존율에 크게 영향을 미치는 것으로 나타났다. 이러한 7-hydroxy-3-methoxycadalene은 4종의 느릅나무과 수종(느릅나무(Ulmus davidiana), 참느릅나무(Ulmus parvifolia), 큰잎느릅나무(Ulmus crophylla), 당느릅나무(Ulmus macrocarpa))에서는 전혀 발견되지 않았다. 느릅나무과 수종에서는 공통적으로 7-hydroxycadalene (분자량 214)으로 추정되는 화합물이 발견되었으며, 이는 느티나무에서 단리한 7-hydroxy-3-methoxycadalene에서 3번 위치의 메톡실기($OCH_3$)가 이탈된 구조의 화합물이다.

Keywords

Acknowledgement

Supported by : 농림부

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