Essential Oil Composition of Chrysanthemum boreale and Chrysanthemum indicum

산국과 감국의 정유성분 조성비교

  • Hong, Chul-Un (Institute for Welfare Engineering, Chonbuk National University)
  • 홍철운 (전북대학교 복지공학연구소)
  • Published : 2002.05.31

Abstract

The compositions of essential oils isolated from the aerial parts of Chrysanthemum boreale and C. indicum by steam distillation were analyzed by GC and GC-MS. Ninty-four components were identified in the essential oil from C. boreale, with camphor (15.40% as GC peak area), cir-chrysanthenol (14.11%), ${\alpha}-thujone$ (13.27%), 1,8-cineole (4.16%), ${\alpha}-pinene$ (3.80%), ${\beta}-caryophyllene$ (3.58%), gremacrene D (2.69%), camphene (2.40%), umbellulone (2.24%) and ${\beta}-pinene$ (2.00%) as the major constituents. In the oil from C. indicum, the major constituents among 80 components identified were germacrene D (16.50%), camphor (10.04%), ${\alpha}-thujone$ (6.40%), ${\alpha}-pinene$ (4.50%), ${\alpha}-cadinol$ (3.97%), camphene (3.82%), ${\beta}-pinene$ (3.67%), zingiberene (3.64%), cis-chrysanthenol (3.45%), piperitone (3.09%), 1,8-cineole (2.61%) and chrysanthenone (2.42%). The oil from C. boreale, although similar to that from C. indicum in many respects, contained proportionately higher levels of camphor, cis-chrysanthenol, ${\alpha}-thujone$, 1,8-cineole and umbellulone, while that from C. indicum contained higher levels of germacrene D, ${\beta}-caryophyllene$, ${\alpha}-cadinol$, zingiberene, cis-chrysanthenol and piperitone.

산국과 감국의 정유성분 조성의 차이점을 비교하기 위하여 수증기 증류에 의해 정유를 분리한 다음 GC-MS, GC를 이용한 표준품과 머무름 시간 비교 또는 문헌상의 각 성분의 RI값과 비교에 의해 성분을 동정하였다. 산국에서 분리한 정유에서는 94개 성분을 동정하였으며 그 중 GC peak area를 기준으로 했을 때 주요 구성성분은 camphor (15.40%), cis-chrysanthenol (14.11%), ${\alpha}-thujone$ (13.27%), 1,8-cineole (4.16%), ${\alpha}-pinene$ (3.80%), ${\beta}-caryophyllene$ (3.58%), germacrene D (2.69%), camphene (2.40%), umbellulone (2.24%) 및 ${\beta}-pinene$ (2.00%) 등이었다. 감국에서 분리한 정유에서는 80개 성분을 동정하였으며, 주요 구성성분은 germacrene D (16.50%), camphor (10.04%) 이외에도 ${\alpha}-thujone$ (6.40%), ${\alpha}-pinene$ (4.50%), ${\alpha}-cadinol$ (3.97%), cam-phene (3.82%), ${\beta}-pinene$ (3.67%), zingiberene (3.64%), cis-chrysanthenol (3.45%), piperitone (3.09%), 1,8-cineole (2.61%) 및 chrysanthenone (2.42%) 등이었다. 산국과 감국의 정유성분 조성상의 차이점으로 산국의 정유에서는 감국에 비해 camphor, cis-chrysanthenol, ${\alpha}-thujone$, 1,8-cineole 및 umbellulone의 함유비율이 높은 반면 감국의 정유에서는 germacrene D, ${\beta}-caryophyllene$, ${\alpha}-cadinol$, zingiberene, cis-chrysanthenol 및 piperi-tone의 함유비율이 높은 것이 특징이었다.

Keywords

References

  1. Nakagawa M. (2000) Evaluation of aromatherapeutic odor compounds on human biological reaction and its application. Aroma Research 1, 30-36
  2. Kohlert, C., van Rensen, I., Marz, R., Schindler, G., Grafe, E. U. and Veit, M. (2000) Bioavailability and pharmacokinetics of natural voladle terpenes in animals and humans. Planta Med. 66, 495-505 https://doi.org/10.1055/s-2000-8616
  3. Kim, T. J. (1996) In Korean Resources Plants IV. Seoul National Univ. Press, Seoul. p. 259
  4. BriKon, J. and Kircher, T. (1998) In The Complete Book of Home Herbal Remedies. Filefly Books Inc., New York. p. 113
  5. Jang. D. S., Park, K. H., Lee, J. R., Ha, T. J., Park, Y. B., Nam, S. H. and Yang. M. S. (1999) Antiimcrobial acdvities of sesquiterpene lactones isolated from Hemisteptia lyrata, Chrysanthemum zawadskii and Chrysanthemum boreale. J. Korean Soc. Agric. Chem. Biotechnal. 44, 137-142
  6. Nam, S. H., Choi, S. D., Choi, J. S., Jang, D. S., Choi, S. U. and Yang, M. S. (1997) ESects of sesquiterpene lactone isolated from Chrysanthemum boreale M. against sarcoma 180 implanted in ICR mice. J. Korean Soc. Food Sci. Nutr. 26, 144-147
  7. Shin, K. H., Kang, S. S., Seo, E. A. and Shin, S. W. (1995) Isolation of aldose reductase inhibitors from the flowers of Chrysanthemum bpreale. Arch. Pharm. Res. 18, 65-68 https://doi.org/10.1007/BF02979135
  8. Yoshikawa, M., Morikawa, T., Murakami, T., Toguchida, I., Harima, S. and Matsuda, H. (1999) Medicinal flowers. I. Aldose reductase inhibitors and three new eudesmane-type sesquiterpenes, Kikkanols A, B, and C, fcom the flowers of Chrysanthemum indicum L., Chem. Pharm. Bull. 47, 340-345 https://doi.org/10.1248/cpb.47.340
  9. Yoshikawa, M., Morikawa, T., Toguchida, I., Hanma, S. and Matsuda, H. (2000) Medicinal flowers. II. Inhibitors of nitric oxide production and absolute stereostmctures of 6ve new germacrane-type sesquiterpenes, Kikkanols D, D monoacetate, E, F and F monoacetate from the flowers of Chrysanthemum indicum L. Oiem. Phawi. Bull. 48, 651-656
  10. Matsuo, A., Uchio, Y, Nakayama, M. and Hayashi, S. (1973). The isoladon of trans-chrysanthenyl acetate and chrysanthenone from the essendal oil of Chrysanthemum shiwogiku. Bull. Chem. Soc. Jpn. 46, 1565-1567 https://doi.org/10.1246/bcsj.46.1565
  11. Matsuo, A., Nakayama, M. Nakamoto, T. Uchio, Y. and Hayashi, S. (1973) Constituents of the essential oil of Chrysanthemum japonense var. debite. Agr. Biol. Chem. 37, 925-927 https://doi.org/10.1080/00021369.1973.10860767
  12. Uchio, Y. (1978) Consdtuents of the essential oil Chrysanthemums japonense. Nojigiku alcohol and its acetate. BuII. Chem. Soc. Jpn. 51, 2342-2346 https://doi.org/10.1246/bcsj.51.2342
  13. Uchio, Y, Tomasue, K., Nakayama, M. Yamamura, A. and Waki, T. (1981) Constituents of the essential oils from three tetraploid species of Chrysanthemums. Phytochemistry 26, 2691-2693
  14. Stoinova-Ivanova, B., Budzikiewicz, H., Koumanova, B. and Tsoutsoulova, A. (1983) Essential oil of Chrysanthemum indicum. Planta Med. 49, 236-239 https://doi.org/10.1055/s-2007-969858
  15. Shin, S. H. and Choi, Y. I. (1982) Analysis of essential oil from Chrysanthemum sibincum and the companson with essendal oils Srom some Chrysanthemum spp. Kor. J. Pharmacog. 13, 153-156
  16. Kim, J. H. (1997) Variation of concentration of terpenes in Chrysanthemum boreate. Kor. J. Ecol. 20, 397-403
  17. Schultz, T. H., Flath, R. A., Mon, T. R., Enggling, S. B. and Teranishi, R. (1977) Isolation of volatile components from a model system. J. Agric. Food Chem. 25, 446-451 https://doi.org/10.1021/jf60211a038
  18. McLafferty, F. W. and Stauffer, D. B. (1989) In Registry of mass spectral data, Vots. 1-7 Wiley Science, New York
  19. Adams, R. P. (1995) In Identijication of Essential Oil Components by Gas Chromatosraphy/Mass Spectmmetry Allured Publishing Co. IL. USA
  20. Kovats, E. (1965) Gas chomatographic characterization of organic substance in the retention index system. Adv. Chmmatogr. 1, 229-247
  21. Weyerstahl, R, Marschall, H, Trefeld, K. and Rustaiyan, A. (1999) Constituents of the essential oil of Tanacetum (syn. Chrysanthemum) fruticutosum Ledeb. from Iran. Ftavour Fragr. J. 14, 112-120 https://doi.org/10.1002/(SICI)1099-1026(199903/04)14:2<112::AID-FFJ786>3.0.CO;2-1
  22. Goren, N., Demirci, B. and Baser, K. H. C. (2001) Composition of the essential oils of Tenacetum spp. from Turky. Flavour Fragr. J. 16, 191-194 https://doi.org/10.1002/ffj.976
  23. Adam, K. R, Thiel, R. and Zapp, J. (1999) Incorporation of 1-[$1-^{13}C$]deoxy-D-xy1u1ose in Chamomile sesquiterpenes. Arch. Biochem. Biophys. 369, 127-132 https://doi.org/10.1006/abbi.1999.1346