Applied Biological Chemistry

The Korean Society for Applied Biological Chemistry (한국응용생명화학회)
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Isolation of Antifungal Active Compounds from the Leaves of Lindera erythrocarpa

비목나무(Lindera erythrocarpa) 잎으로부터 항진균성 활성물질의 분리

  • Kwon, Sun-Youl (Department of Plant Resources, Sangju National University) ;
  • Kim, Jin-Ho (Department of Plant Resources, Sangju National University) ;
  • Baek, Nam-Ln (Graduate School of Biotechnology & Plant Metabolism Research Center, Kyunghee University) ;
  • Choi, Gyung-Ja (Bio-Organic Science Division, Korea Research Institute of Chemical Technology) ;
  • Cho, Kwang-Yun (Bio-Organic Science Division, Korea Research Institute of Chemical Technology) ;
  • Lee, Byung-Moo (National Institute of Agricultural Science and Technology, RDA) ;
  • Choi, Yong-Hwa (Department of Plant Resources, Sangju National University)
  • 권순열 (상주대학교 식물자원학과) ;
  • 김진호 (상주대학교 식물자원학과) ;
  • 백남인 (경희대학교 생명공학원 및 식물대사연구센터) ;
  • 최경자 (한국화학연구원 생물화학연구부) ;
  • 조광연 (한국화학연구원 생물화학연구부) ;
  • 이병무 (농업과학기술원 농약안전성과) ;
  • 최용화 (상주대학교 식물자원학과)
  • Published : 2003.05.31
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Abstract

Methanol extract obtained from Lindera erythocarpa leaves was successively fractionated with n-hexane, ethylacetate, n-butanol, and $H_2O$. From ethylacetate fraction, an active fraction was isolated through repeated silica gel column chromatography and recrystallization, and was identified as a stereoisomer complex of methyllucidone by MS and MMR analyses. The complex showed 85% antifungal activity at 50 {\mu}g/ml$ against the disease wheat leaf rust.

비목나무 잎의 메탄올 추출물을 n-hexane, ethylacetate, n-butanol, $H_2O$으로 순차적으로 용매분획하였다. Ethylacetate 분획으로부터 silica gel chromatography를 반복하고 재결정하여 활성물질을 분리 정제하였다. 화합물은 NMR과 MS의 기기분석 결과 methyllucidone의 입체이성질체 혼합물로 구조결정 되었다. 이 혼합물은 밀 붉은녹병에 대하여 $50\;{\mu}g/ml$에서 85%의 방제효과를 나타내었다.

Keywords

References

  1. Ames, B. N. (1979) Idendfying environmental chemicals causing mutadons and cancer. Science 204, 587-593 https://doi.org/10.1126/science.373122
  2. Delp, C. J. (1988) In Fungicide resistance iri North America. The American Phytopatological Soclety, St Paul, Minn., P. 133
  3. Staub, T. and Sozzi, D. (1984) Fungicideb resistance: A continuing challenge. PIant Dis. 68, 1026-1031 https://doi.org/10.1094/PD-69-1026
  4. Becker, J. 0. (1993) Control of soil-bome pathogens with living bacteda and fungi: Status and outlook. Pestic. Sci. 37, 355-363 https://doi.org/10.1002/ps.2780370408
  5. Lange, L., Breinhilt, J., Rasmussen, F. W. and Nielsen, R. I. (1993) Microbial fungicides-The natural choice. Pestic. Sci. 39, 155-160 https://doi.org/10.1002/ps.2780390209
  6. Porter, N. and Fox, F. M. (1993) Diversity of microbial products-dicovery apd applicadon. Pestic. Sci. 39, 161-168 https://doi.org/10.1002/ps.2780390210
  7. Powell, K. A. and Jutsum, A. R. (1993) Fungicide resistance: A continuing challenge. Plant Dis. 68, 1026-1031 https://doi.org/10.1094/PD-69-1026
  8. Baker, C. J., Stavely, J. R., Thomas, C. A., Sasser, M. and MacFall, J. S. (1983) Inhibitory effect of Bacittus subtilis on Uromyces phaseoli and on development of mst pustules on bean leaves. Phytopathol. 73, 1148-1152 https://doi.org/10.1094/Phyto-73-1148
  9. Katz, E. and Demain, A. (1977) The pepdde andbiotics of Bacillus: chemistry, biogenesis, and possible functions. Bacteriol. Rev. 41, 449-474
  10. Kinghorn, A. D. (1993) In Discovery of natural products with therapeutic potential. Gullo, V. P., (ed.), Butterworths. Boston, MA
  11. Tomas-Lorents, R, Imesta-Sanmantin, E., Tomas-Barberan, F. A., Trowitzsch-Kienast, W. and Wray, V. (1989) Antifungal phloroglucinol derivatives and lipopholic flavonoids from Hetichrysum decwnbens. Phytochem. 28, 1613-1615 https://doi.org/10.1016/S0031-9422(00)97809-9
  12. Mitscher, L. A., Park, Y. H. and dark, D. (1980) Antiimcrobial agents from higher plants, anttmicrobial isoflayanoids and related substances from GIycyrrhiza gtabra L. var Typica. J. Nat. Prod. 43, 259-269 https://doi.org/10.1021/np50008a004
  13. Clark, A. M., EI-Feraly, F. S. and Li, W. S. (1981) Antimicrobial activity of phenolic constituents of Magrwlia grandiflora L. J. Pharm. Sci. 70, 951-952 https://doi.org/10.1002/jps.2600700833
  14. Rim, Y. S., Park, Y. M., Park, M. S., Kim, K. Y., Kim, M. J. and Choi, Y. H. (2000) Screening of antioxidants and antimicrobial activity in nadve plants. Korean J. Med. Crop Sci. 8, 342-350
  15. Choi, M. S., Shin, K., Kwon, 0. W., Yoon, S. R., Jung, M. Y., Song, K. H., Ahn, J. K., Lee, W. Y and Son, S. H. (1999) The Screening of antimicrobial species from woody plants. FRI. J. For. Sci. 62, 141-154
  16. Sun, B. Y. and Chung, Y. H. (1988) Monographic study of the Lauraceae in Korea. Kor. J. Ptant Tax. 18, 133-151
  17. Liu, S.-Y, Hisada, S. and Inagaki, I. (1973) Terpenes of Lindera erythrocarpa. Phytochem. 12, 233 https://doi.org/10.1016/S0031-9422(00)84668-3
  18. Liu, S.-Y. and Ogihara, Y. (1975) Studies on the constituents of Lindera erythrocarpa Makino. I. Flavonoids from the fruits. Yakueaku Zasshi 95, 1114-1118
  19. Kim, H.-J., Kim, J. C., Kim, B. S., Kim, H. K. and Cho, K. Y. (1999) Antibiotic and phytotoxic activities of ophiobolms from Helmintlwsporittm sp. Ptant Pathol. J. 15, 14-20
  20. Park, J.-H., Kim, J.-C., Choi, G. J., Kim, H. T., Hong, K.-S., Song, C., Kim J.-G. and Cho, K. Y. (2000) Biological activities of Fusarium isolates from soil and plants. Kor. J. Pestic. Sci. 4, 19-26
  21. Ryu, S. Y, Kim, J. C., Kim, Y. S., Kim, H, T., Kim, S. K., Choi, K. J., Kim, J. S., Lee, S.-W., Heor, J. H. and Cho, K. Y. (2001) Antifungal activities of coumarins isolated from Angelica gigas and Angelica dahunca against plant pathogenic fungi. Kor. J. Pestc. Sci. 5, 26-35
  22. Lee, H. H. (1968) The structure of lucidone and methyl-lucidone. Tetrahed. Lett. 40, 4243-4246
  23. Komae, H. and Hayashi, N. (1972) Terpenes from Lindera erythrocarpa. Phytochem. 11, 853
  24. Liu, S.-Y. and Ogihara, Y. (1975) Studies on the constituents of Lindera erythrocarpa Makino. I. Flavonoids from the fruits. Yakugaku Zassi 95, 1114-1118
  25. Takai, M., Lie, S.-Y, Ogihara, Y. and Itaka, Y. (1977) Studieson the constituents of Lindera erythrocarpa M. III. The isolation and crystal structure of sodium lucidonate. Chem. Pharm. Bull. 25. 1404-1408