Constituents from the Non-Polar Fraction of Artemisia apiacea

  • Published : 2003.11.01

Abstract

Five compounds of terpenoids and coumarins were isolated from the non-polar fraction of Artemisia apiacea by open column chromatography. Their structures were elucidated as $\alpha$-amyrin (1), $\beta$-amyrin (2), $\beta$-sitosterol (3), 5,6,7-trimethoxycoumarin (4) and 6-methoxy-7,8-methylenedioxycoumarin (5) by chemical and spectroscopic analysis. This is the first report of the isolation of $\alpha$-amyrin, $\beta$-amyrin, 5,6,7-trimethoxycoumarin and 6-methoxy-7,8-methylene-dioxycoumarin from this plant.

Keywords

References

  1. Chang, I. M., Yun-Choi, H. S., and Yamasaki, K., Revision of $^{13}C-NMR$ assignment of $\beta$-sitosterol and $\beta$-sitosteryl-3-O-$\beta$-Dqlucopyranoside isolated from Plantago asiatica seed. Kor. J. Pharmacoqn., 12, 12-24 (1981)
  2. Herz, W., Bhat, S. V., and Santhanam, P. S., Coumarins of Artemisia dracunculoides and 3',6-dimethoxy-4',5,7-trihydroxyflavone in A. arctica. Phytochemistry, 9, 891-894 (1970) https://doi.org/10.1016/S0031-9422(00)85199-7
  3. Kang, S. S., $^{13}C-NMR$ spectroscopy of amyrins. Kor. J. Pharmacogn., 18, 151-167 (1987)
  4. Kayser, O. and Kolodziej, H., Highly oxygenated coumarins from Pelargonium sidoides. Phytochemistry, 39, 1181-1185 (1995) https://doi.org/10.1016/0031-9422(95)00166-5
  5. Kim, K. S., Lee, S., Lee, Y. S., Jung, S. H., Park, Y., Shin, K. H., and Kim, B.-K., Anti-oxidant activities from the herbs of Artemisia apiacea. J. Ethnopharmacol., 85, 69-72 (2003) https://doi.org/10.1016/S0378-8741(02)00338-0
  6. Kim, K. S., Lee, S., Shin, J. S., Shim, S. H., and Kim, B.-K., Arteminin, a new coumarin from Artemisia apiacea. Fitoterapia, 73, 266-268 (2002) https://doi.org/10.1016/S0367-326X(02)00070-9
  7. Kim, K. S., Shim, S. H., Jang, J. M., Cheong, J. H., and Kim, BK., A study on hair-growth activity of Artemisia apiacea Hance. Yakhak Hoeji, 43, 798-801 (1999)
  8. Kim, O. C. and Jang, H. J., Volatile components of Artemisia apiacea herba. Hanguk Nonghwa Hakhoechi, 37, 37-42 (1994)
  9. Lee, S., Kim, K. S., Jang, J. M., Park, Y., Kim, Y. B., and Kim, B.-K., Phytochemical constituents from the herba of Artemisia apiacea. Arch. Pharm. Res., 25, 285-288 (2002) https://doi.org/10.1007/BF02976627
  10. Mahato, S. B. and Kundu, A. P., $^{13}C-NMR$ spectra of pentacyclic triterpenoids A compilation and some salient features. Phytochemistry, 37, 1517-1575 (1994) https://doi.org/10.1016/S0031-9422(00)89569-2
  11. Shimomura, H., Sashida, Y., and Ohshima, Y., Coumarins from Artemisia apiacea. Phytochemistry, 18, 1761-1762 (1979) https://doi.org/10.1016/0031-9422(79)80212-5
  12. Shimomura, H., Sashida, Y., and Ohshima, Y., The chemical components of Artemisia apiacea Hance, More coumarins from the flower heads. Chem. Pharm. Bull., 28, 347-348 (1980a) https://doi.org/10.1248/cpb.28.347
  13. Shimomura, H., Sashida, Y., Oshima, Y., Azuma, T., and Saitoh, M., The chemical components of Artemisia apiacea Hance, Components of stems and leaves. Yakugaku Zasshi, 100, 1164-1166 (1980b) https://doi.org/10.1248/yakushi1947.100.11_1164
  14. Tan, R. X., Zheng, W. F., and Tang, H. Q., Biologically active substances from the genus Artemisia. Planta Med., 64, 295-302 (1998) https://doi.org/10.1055/s-2006-957438
  15. Yano, K., Mono- and sesqui-terpenes of the essential oils from Artemisia japonica and Artemisia apiacea. Flavour Ind., 1, 328-330 (1970)
  16. Yook, C. S., Coloured medicinal plants of Korea, p. 522 (1989)