Archives of Pharmacal Research

The Pharmaceutical Society of Korea (대한약학회)
권호 표지

Diterpenoids from the Stem Barks of Croton robustus

  • Nattya-Ngamrojnavanich (Research Centre for Bioorganic Chemistry, Department of Chemistry, Faculty of Science, Chulalongkorn University) ;
  • Sorasaree-Tonseiengsom (Research Centre for Bioorganic Chemistry, Department of Chemistry, Faculty of Science, Chulalongkorn University) ;
  • Preecha-Lertpratchya (lnstitute of Biotechnology and Genetic Engineering, Chulalongkorn University) ;
  • Sophon-Roengsumran (lnstitute of Biotechnology and Genetic Engineering, Chulalongkorn University) ;
  • Songchan-Puthong (lnstitute of Biotechnology and Genetic Engineering, Chulalongkorn University) ;
  • Amorn, Petsom (lnstitute of Biotechnology and Genetic Engineering, Chulalongkorn University)
  • Published : 2003.11.01
Download PDF
⟨ Previous Next ⟩

Abstract

Three compounds were isolated from the stem barks of Croton robustus. Their structures were elucidated as trachyloban-19-oic, acid, trachyloban-19-ol and poilaneic acid by spectroscopic analysis. Among them, trachyloban-19-ol and methyl trachyloban-19-oate exhibited weak cytotoxic activity against gastric carcinoma and colon carcinoma with $ED_{50}$ of 9.2, 9.6 and 8.3, $9.1{\mu\textrm{g}}/mL$, respectively.

Keywords

References

  1. Arnone, A., Mondelli, R., and Pyrek, J., Carbon-13 NMR spectroscopy of natural substances IV. Carbon-13 NMR studies of trachylobane diterpenes: complete carbon assignment. Org. Magn. Reson., 12, 429-431 (1979) https://doi.org/10.1002/mrc.1270120708
  2. Da Costa, F. B., Albuquerque, S., and Vichnewski, W., Diterpenes and synthetic derivatives from Viguiera aspillioides with trypanomicidal activity. Planta Med., 62, 557-559 (1996) https://doi.org/10.1055/s-2006-957971
  3. Elliger, C. A., Zinkel, D. F., Chan, B. G., and Waiss, A. C. Jr., Diterpene acids as larval growth inhibitors. Experientia, 32, 1364-1366 (1976) https://doi.org/10.1007/BF01937376
  4. Ponce-Monter, H., Campos, M. G., Aguilar, I., and Delgado, G., Effect of xanthorrhizol, xanthorrhizol glycoside and trachylobanoic acid isolated from Cachani complex plants upon the contractile activity of uterine smooth muscle. Phytother. Res., 13, 202-205 (1999) https://doi.org/10.1002/(SICI)1099-1573(199905)13:3<202::AID-PTR418>3.0.CO;2-R
  5. Pyrek, J., New pentacyclic diterpene acid trachyloban-19-oic acid from sunflower. Tetrahedron, 26, 5029-5032 (1970) https://doi.org/10.1016/S0040-4020(01)93154-0
  6. Pyrek, J., Achmatowicz, O., Jr., Ejchart, A., Jurczak, J., and Kozerski, L., Confirmation of the structure of a new diterpene trachyloban-19-ol, by tris(dipivaloylomethanato)europium-shifted nuclear magnetic resonance spectroscopy. J. Chem. Soc. D, 98-99 (1971)
  7. Roengsumran, S., Sookkongwaree, K., Singtothong, P. Pornpakakul, S., Sangvanich, P., and Pechwang, J., Inhibitory activity on cAMP phosphodiesterase of some cembranoids. J. Sci. Res. Chula. Univ., 27, 9-14 (2002)
  8. Sato, A., Kurubayashi, M., Ogiso A., and Kuwano, H., Poilaneic acid, A cembranoid diterpene from Croton poilanei. Phytochemistry, 20, 1915- 1918 (1981) https://doi.org/10.1016/0031-9422(81)84034-4
  9. Twentyman, P. R. and Luscombe, M. A., A study of some variables in tetrazolium dye (MTT) based assay for cell growth and chemosensitivity. Brit. J. Cancer, 56, 279-285 (1987) https://doi.org/10.1038/bjc.1987.190
  10. Waiss, A. C. Jr., Chan, B. C., Elliger, C. A., Garrett, V. H., Carlson, E. C., and Beard, B., Larvicidal factors contributing to host-plant resistance against sunflower moth. Naturwissenschaften, 64, 341 (1977)