Journal of the Korean Wood Science and Technology

The Korean Society of Wood Science & Technology (한국목재공학회)
권호 표지

Phenolic Compounds from Fallen Needle of Larix kaempferi Carr.

일본잎갈나무 낙엽의 페놀성 화합물

  • Kwon, Dong-Joo (Dept. of Wood Science & Engineering, College of Forest Sciences, Kangwon National University) ;
  • Kim, Jin-Kyu (Dept. of Wood Science & Engineering, College of Forest Sciences, Kangwon National University) ;
  • Bae, Young-Soo (Dept. of Wood Science & Engineering, College of Forest Sciences, Kangwon National University)
  • 권동주 (강원대학교 산림과학대학 임산공학과) ;
  • 김진규 (강원대학교 산림과학대학 임산공학과) ;
  • 배영수 (강원대학교 산림과학대학 임산공학과)
  • Received : 2006.09.25
  • Accepted : 2006.10.26
  • Published : 2006.11.25
Download PDF
⟨ Previous Next ⟩

Abstract

Fallen needle (8.5 kg) of Larix kaempferi were collected and extracted with 95% EtOH. The EtOH extracts were evaporated under reduced pressure, concentrated, and successively fractionated with a series of hexane, methylene chloride, ethylacetate and water on a separatory funnel to be freeze dried. A portion of ethylacetate and water soluble powder were chromatographed on a Sephadex LH-20 column eluting with aqueous MeOH and EtOH-hexane mixture. Spectrometric analyses such as NMR and FAB-MS, including TLC, were performed on the seven isolated compounds and were elucidated as (+)-catechin, (-)-epicatechin, 2"-O-rhamnosylvitexin, juglanin, afzelin, laricitrin-3-O-${\beta}$-D-glucopyranoside, isoquercitrin and cedrusin.

일본잎갈나무 낙엽(8.5 kg)을 채취하여 95% 에탄올 용액으로 추출하고 농축한 후 분획깔때기로 헥산, 메틸렌클로라이드, 에틸아세테이트 및 수용성으로 순차 추출하여 동결건조하였다. 에틸아세테이트용성과 수용성 분획에 대하여 칼럼크로마토그래피를 실시하였고, 충진물질로는 Sephadex LH-20을, 용리용매로는 메탄올 수용액 및 에탄올-헥산 혼합용액을 사용하였다. 단리된 화합물들은 TLC로 확인한 후 NMR 스펙트럼을 사용하여 구조규명을 하였고 FAB-MS와 EI-MS 스펙트럼으로 분자량을 측정하여 7개의 flavonoid 화합물인 (+)-catechin, (-)-epicatechin, 2"-O-rhamnosylvitexin, juglanin, afzelin, laricitrin-3-O-${\beta}$-D-glucopyranoside 및 isoquercitrin과 neolignan 화합물인 cedrusin을 단리하였다.

Keywords

Acknowledgement

Supported by : 농림부

References

  1. 김태욱. 1996. 한국의 수목, 교학사, pp.21-22
  2. 이상극. 2003. 國內産 主要 針葉樹 잎의 抽出成分, 강원 대학교 박사학위논문
  3. 조재명 외 12명, 2003. 원색 약용식용 수목도설, 유성사, pp. 10-11
  4. 함연호. 2000 사시나무屬과 버드나무屬 主要 樹種 樹皮의 抽出成分에 關한 硏究, 깅원대학교 박사학위논문
  5. Agrawal, P. K. 1989. Carbon-13 NMR of flavonoids, Elsevier. pp. 333-335
  6. Agrawal, P. K, S. K Agarwal, and R. P. Rastogi. 1980. A new neolignan and other phenolic constituents from Cedrus deodara, phytochemistry, Vol. 19, No. 6, pp. 1260-1261 https://doi.org/10.1016/0031-9422(80)83107-4
  7. Agrawal, P. K, S. K. Agarwal, and R. P. Rastogi. 1982. Two lignans from Cedrus deodara, phytochemistry, Vol. 21, No.6, pp. 1459-1461 https://doi.org/10.1016/0031-9422(82)80172-6
  8. Han Y., S. Nishibe, Y. Noguchi, and Z. Jin 2001. Flavonol glycosides from the stems of Trigonella foenumgraecum, Phytochemistry, Vol. 58, No.4, pp. 577-580 https://doi.org/10.1016/S0031-9422(01)00273-4
  9. Harbone J. B and T. J. J. Mabry. 1982. The flavonoids: advance in research, Chapman and Hall Ltd. pp. 281-292
  10. Hussein, S. A. M., A. N. M. Hashem, M. A. Seliem, U. Lindequist, and M. A. M. Nawwar. 2003. Polyoxygenated flavonoids from Eugenia edulis, Phytochemistry, Vol. 64, No.4, pp. 883-889 https://doi.org/10.1016/S0031-9422(03)00437-0
  11. Kang, S. S., J. S. Kim, W. J. Kwak, and K H Kim 1990. Flavonoids from the Leaves of Ginkgo biloba, Kor. J. Pharmacogn, Vol. 21. No.2, pp. 111-120
  12. Kazuma, K, N. Noda, and M Suzuki. 2003. Malonylated flavonol glycosides from the petals of Clitoria ternatea, Phytochemistry, Vol. 62, No. 2, pp. 229-237 https://doi.org/10.1016/S0031-9422(02)00486-7
  13. Kim, J. K, W. G. Park, and Y. S. Bae. 1997. Flavonoid Glycosides from Needles of Larix leptolepis (Pinaceae), Mokchaekonghak, vol. 25, No. 2, pp. 81-87
  14. Kim, H. Y., B. H. Moon, H. J. Lee, and D. H. Choi. 2004. Flavonol glyco sides from the leaves of Eucommia ulmoides O. with glycation inhibitory activity, Journal of Ethnopharmacology, Vol. 93, pp. 227-230 https://doi.org/10.1016/j.jep.2004.03.047
  15. Miki, K. and T. sasaya 1979. Glycerol Derivatives in the inner Bark of Larix leptolepis Gord, Mokuzai Gakkaishi, Vol. 25, No. 5, pp. 361-366
  16. Miki, K and T. sasaya 1979. Dihydrobenzofuran Derivatives in the inner Bark of Larix leptolepis Gord, Mokuzai Gakkaishi, Vol. 25, No. 6, pp. 437-441
  17. Miki, K, K. Ito, and T. sasaya. 1979. Lignans from Heartwood of inner Bark of Larix leptolepis Gord, Mokuzai Gakkaishi, Vol. 25, No. 10, pp. 665-670
  18. Miki, K and T. sasaya 1980. Lignans from Heartwood of Larix leptolepis Gord, Mokuzai Gakkaisbi, Vol. 26, No.9, pp. 633-636
  19. Slimestad, R, Q. M. Andersen, G. W. Francis, A Marston, and K. Hostett manu 1995. Syringetin 3-O-(6''-acetyl)-$\beta$-glucopyranoside and other Flavonols from Needles of Norway spruce, Picea abies, Phytochemistry, Vol. 40, No.5, pp. 1537-1542 https://doi.org/10.1016/0031-9422(95)00383-I
  20. Takehara, T and T. sasaya 1979a Lignans from Sapwood of Larix leptolepis Gord, Mokuzai Gakkaishi, Vol. 25, No.7, pp. 516-517
  21. Takehara, T and T. sasaya 1979b. Dihydrobenzofuran Derivatives from Sapwood of Larix leptolepis Gord, Mokuzai Gakkaisbi, Vol. 25, No. 10, pp. 660-664
  22. Yoon, S. Y., H. J. Lee, S. S. Lee, D. H Choi, and K. H. Paik 2000. Studies on Biological Activity of Wood Extractives(V) Identification of Flavonoids from the Heartwood of Larix leptolepis and Their Antioxidative Activities-, Mokchaekonghak, vol. 28, No.3, pp. 78-84