Journal of the Korean Wood Science and Technology

  • 제35권6호
  • /
  • Pages.135-144
  • /
  • 2007
  • /
  • 1017-0715(pISSN)
  • /
  • 2233-7180(eISSN)
한국목재공학회 (The Korean Society of Wood Science & Technology)
권호 표지

수목추출물의 생리활성에 관한 연구(X VIII) -다릅나무(Maackia amurensis) 수피의 추출성분의 분리 및 항산화 활성-

Studies on Biological Activity of Wood Extractives (X VIII) -Isolation and Antioxidant Activity of Chemical Constituents from Maackia amurensis-

  • 김우진 (충북대학교 임산공학과) ;
  • 이학주 (국립산림과학원 화학미생물과) ;
  • 이상극 (국립산림과학원 화학미생물과) ;
  • 강하영 (국립산림과학원 화학미생물과) ;
  • 최돈하 (국립산림과학원 화학미생물과) ;
  • 최태호 (충북대학교 임산공학과)
  • Kim, Woo-Jin (Wood Science & Engineering, Chungbuk National University) ;
  • Lee, Hak-Ju (Div. Wood Chemistry & Microbiology Korea Forest Research Institute) ;
  • Lee, Sang-Keug (Div. Wood Chemistry & Microbiology Korea Forest Research Institute) ;
  • Kang, Ha-Young (Div. Wood Chemistry & Microbiology Korea Forest Research Institute) ;
  • Choi, Don-Ha (Div. Wood Chemistry & Microbiology Korea Forest Research Institute) ;
  • Choi, Tae-Ho (Wood Science & Engineering, Chungbuk National University)
  • 투고 : 2007.06.14
  • 심사 : 2007.08.14
  • 발행 : 2007.11.25
PDF 다운로드
⟨ 이전 논문 다음 논문 ⟩

초록

다릅나무 수피를 채취하여 건조시킨 후 분말로 제조하여 95% 에탄올로 추출하고 석유에테르, 디클로로메탄 및 에틸아세테이트로 분획하여 동결건조시켰다. 디클로로메탄 가용부 및 에틸아세테이트 가용부를 Sephadex LH-20과 silica gel 60으로 충진한 칼럼에서 다양한 용매를 사용하여 칼럼크로마토그래피를 실시하였다. 단리된 화합물들은 TLC로 확인한 후 $^1H-$, $^{13}C-NMR$, COSY, NOESY, HMQC, HMBC 등의 스펙트럼을 사용하여 정확한 구조를 구명하였고, FAB 및 EI-MS로써 분자량을 측정하였다. 기기분석 결과, 7-O-$\beta$-D-glucopyranosyl-4'-methoxyisoflavone, 7-O-$\beta$-glucopyranosyl(1'''->6'')-$\beta$-D-glucopyranosyl-4'-methoxyisoflavone, 7-O-$\beta$-D-glucopyranosyl(1''''->6''')-$\beta$-D-glucopyranosyl(1'''->6'')-$\beta$-D-glucopyransoyl-4'-methoxyisoflavone, 7-O-$\beta$-D-glucopyranosyl-4', 6-dimethoxyisoflavone으로 각각 동정하였다. 단리 물질의 항산화 활성은 DPPH법에 의한 라디칼 소거능을 측정하였으며, 항산화 활성은 $\alpha$-tocopherol보다 낮게 나타났지만 BHT와 비슷한 활성을 나타내었다.

The dried barks of Maackia amurensis were ground, extracted with 95% EtOH, concentrated, and fractionated with a series of light petroleum ether, dichloromethane, ethyl acetate and water on a separatory funnel. Each fraction was concentrated, then a portion of dichloromethane and ethyl acetate soluble was chromatographed on a Sephadex LH-20 and silica gel 60 column using a various solvent system as eluents. The isolated compounds were identified by cellulose TLC, $^1H-$, $^{13}C-NMR$, COSY, NOESY, HMQC, HMBC, FAB and EI-MS. The structures were determined as: 7-O-$\beta$-D-glucopyranosyl-4'-methoxyisoflavone, 7-O-$\beta$-glucopyranosyl(1'''->6'')-$\beta$-D-glucopyranosyl-4'-methoxyisoflavone, 7-O-$\beta$-D-glucopyranosyl(1''''->6''')-$\beta$-D-glucopyranosyl(1'''->6'')-$\beta$-D-glucopyransoyl-4'-methoxyisoflavone, 7-O-$\beta$-D-glucopyranosyl-4', 6-dimethoxyisoflavone. The Free radical scavenging activity using DPPH of the isolated compounds were similar with that of BHT but lower than of $\alpha$-tocopherol.

키워드

참고문헌

  1. Kulesh, N. I., V. A. Denisenko, and O. B. Maksimov. 1995. Stilbenolignan from Maaekia Amurensis. Phytochemistry. 40(3): 1001-1003 https://doi.org/10.1016/0031-9422(95)00270-H
  2. Kulesh, N. I., O. B. Maksimov, V. A. Denisenko, and V. P. Glazunov. 2001. Isoflavonoids from Heartwood of Maacleia amurensis RUPR. ET MAXIM. Chemistry of Natural Compounds. 37(1): 29-31 https://doi.org/10.1023/A:1017690123997
  3. Hwang, M. H., Y. S. Kwon, and C. M. Kim. 1997. Isoflavone Compound of the heartwood of Maackia fauriei. Yakhak Hoeji. 41(4): 444-449
  4. Kim, S. M., Y. S. Cho, and S. K. Sung. 2001. The antioxidant ability and nitrite scavenging ability of plant extract. Korean J. Food Sci. Technol. 33(6): 626-632
  5. Krishnaveni, K. S. and J. V. S. Rao. 1999. An isoflavone from Pterocarpus santalinus. Phytochemistry. 53: 605-606
  6. Matsuura, N., R. Nakai, M. Iinuma, T. Tanaka, and K. Inoue. 1994. A prenylated flavanone from roots of Maaekia amurensis subsp. Buergeri. Phytochemistry. 36(1): 255- 256 https://doi.org/10.1016/S0031-9422(00)97051-1
  7. Park, H. J., J. H. Park, J. O. Moon, K. T. Lee, W. T. Jung, S. R. Oh, and H. K. Lee. 1999. Isoflavone glycosides from the flowers of Pueraria tbunbergiana. Phytochemistry. 51: 147- 151 https://doi.org/10.1016/S0031-9422(98)00729-8
  8. Rukachaisirikul, V., Y. Sukpondma, C. Jansakul, and W. C. Talyor. 2002. Isoflavone glycosides from Derris scandens. Phytochemistry. 60: 827-834 https://doi.org/10.1016/S0031-9422(02)00163-2
  9. Tostes, J. B. F., A. J. R. Silva, and J. P. Parente. 1999. Isoflavone glycosides from Centrosema pubescens. Phytochemistry. 50: 1087-1090 https://doi.org/10.1016/S0031-9422(98)00624-4
  10. Yadaba, R. N. and S. Kumar. 1999. A novel isoflavone from the stems of Ageratum conyzoides. Fitoterapia. 70: 475-477 https://doi.org/10.1016/S0367-326X(99)00056-8
  11. Yenesew, A., J. O. Midiwo, M. Heydenreich, and M. G. Peter. 1998. Four Isoflavones from the Stem Bark of Erytbrina Sacleuxii. Phytochemistry. 49(1): 247- 249 https://doi.org/10.1016/S0031-9422(97)00880-7
  12. Yoshida, T. K., M., T., Hatano, T., Okumura, I. Uehara, K. Komagoe, Y. Fujita, and T. Okuda. 1989. Stusdies on inhibition mechanim of autoxidation by tannins and flavonioids. V. Radicalscavenging effects of tannins and related polyphenols on 1, 1-dipheny1-2-picryhydrazyl radical.Chem. Pharm. Bull. 3(7): 1919-1921
  13. Barreno, A. F., J. F. Snchez, A. Barron, F. Corrrales, and I. Rodriguez. 1989. Resorcinol derivatives and other components of Ononis speciosa. Phytochemistry. 28: 161 -164 https://doi.org/10.1016/0031-9422(89)85030-7
  14. 김진규, 2006. 국내산 참나무속 수종의 수피와 잎의 추출성분 및 생리활성에 관한 연구. 강원대학교 박사학위논문
  15. 이창복, 1985. 대한식물도감, 향문사. p. 467