Abstract
Two triterpenoids, 24-methylene-3, 4-seco-cycloart-4(28)-en-3-oic acid (1) and 3-oxo-9ß-lanosta-7, 22Z, 24-trien-26, 23-olide (6) were isolated fromAbies koreana, together with ß-sitosterol (2), maltol (3), ß-sitosterol-O-ß-D-glucoside (4), and hexacosylferulate (5). The structures of the compounds were established based on the spectroscopic data. The cytotoxic activities of triterpenoids have been evaluated using the sulforhodamine B (SRB) method. Compound 1 showed moderate cytotoxicities against human lung carcinoma (A549), ovarian carcinoma (SK-OV-3), malignant melanoma (SK-MEL-2), and colon carcinoma (HCT-15) cell lines.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Aoyagi, N., Kimura, R. and Murata, T., Studies onPassiflora incarnata dry extract. I. Isolation of maltol and pharmacological action of maltol and ethyl maltol.Chem. Pharm. Bull., 22, 1008–1013 (1974).
Bagci, E. and Digrak, M., Antimicrobial activity of essential oils of someAbies species from Turkey.Flavour Fragrance J., 11, 251–256 (1991).
Chang, I. M., Yun-Choi, H. S. and Yamasaki, K., Revision of13C NMR assignments of ß-sitosterol and ß-sitosterol-3-O-ß-D-glucopyranoside isolated fromPlantago asiatica Seed.Kor. J. Pharmacog., 12, 12–24 (1981).
Chatterjee, A., Dhara, K. P., Rej, R. N., and Ghosh, P. C., Hexacosylferulate, a phenolic constituent ofPinus roxburgii.Phytochemistry, 16, 397–398 (1977).
Fujita, T., Sezik, E., Tabata, M., Yesilada, E., Honda, G., Takeda, Y., Tanaka, T., and Takaishi, Y., Traditional medicine in Turkey. V. Folk medicine in middle and west Black sea regions.Econ. Bot., 49, 133–152 (1995).
Goad, L. J. and Akihisa, T.,Analysis of sterols. Blackie Academic & Professional, London (1997).
Hasegawa, S., Kaneko, N., and Hirose, Y., Triterpenes from the seed ofAbies firma.Phytochemistry, 26, 1095–1099 (1987).
Hasegawa, S., Miura, T., Kaneko, N., Hirose, Y., and Iitaka, N., Further new rearranged lanostanoids from the seeds ofAbies mariesii andA. firma. Tetrahedron, 43, 1775–1784 (1987).
Janssen, A. M., Chin, N. L. J., Scheffer, J. J. C., and Baerheim-Svendsen, A., Screening for antimicrobial activity of some essential oils by the agar overlay technique.Pharm. Weekbl. (Sci. Ed.), 8, 289–292 (1986).
Kaneko, N., Hasegawa, S., and Hirose, Y., Terpenoids from seedsof Abies firma. Phytochemistry, 24, 185–186 (1985).
Kim, T. J.,Korean Resources Plants. Seoul National University Press, Seoul (1996).
Kim, Y. G., Lee, H. J., Ozawa, S. J., Sasaya, T., and Moon, C. K., Lignans ofAbies koreana Wilson.Mokuzai Gakkaishi, 40, 414–418 (1994a).
Kim, Y. G. and Moon, C. K., Studies on the properties of essential oil fromAbies koreana grown in Mt. Chiri.Palpu Ghongi Gisul, 26, 15–24 (1994b).
Li, S. X., Chen, Y. D., Yang, L., and Cui, N. H., Study on the chemical constituents of the needle oil ofAbies holophylla Maxim.Linchan Hua Hsueh Yu Gong Yi, 2, 36–41 (1982).
Maruzzella, J. C. and Baiter, J., The action of essential oils on phytopathogenic fungi.Plant Dis. Rept., 43, 1143–1147 (1959).
Raldugin, V. A., Kukina, T. P., Yaroshenko, N. I., and Pentegova, V. A., Triterpenoids of the genusAbies. Part III. 24-methylene-3, 4-seco-cycloart-4 (28)-en-3-oic acid from the needles ofAbies sibirica. Khim. Prir. Soedin., 306–307 (1987).
Raldugin, V. A., Shevstov, S. A., Shakirov, M. M., Roshchin, V. I., and Pentegova, V. A., Triterpenoids ofAbies species. VII. New lanostane lactones from needles of Siberian fir.Khim. Prir. Soedin., 207–212 (1989).
Richardson, M. D., Peterson, J. R., and Clark, A. M., Bioactivity screening of plants on the basis of folkloric use or presence of lignans in a family.Phytother. Res., 6, 274–278 (1992).
Singh, R. K., Nath, G., Goel, R. K., and Bhttacharya, S. K., Pharmacological actions ofAbies pindrow Royle leaf.Indian J. Exp. Biol., 36, 103–105 (1998).
Skehan, R., Storeng, R., Scudiero, D., Monks, A., Mcmahon, J., Vistica, D., Warren, J. T., Bokesch, H., Kenney, S., and Boyd, M. R., New colorimetric cytotoxicity assay for anticancer-drug screening.J. Natl. Cancer Inst., 82, 1107–1112 (1990).
Tanaka, R., Inosiri, A., Yoneda, M., Ishida, T., Numada, A., and Matsunaga, S., A tetracyclic triterpene lactone and other constituents from the bark ofAbies firma.Phytochemistry, 29, 3263–3265 (1990).
Tanaka, R. and Matsunaga, S., Triterpene lactones from the stem bark ofAbies firma. Phytochemistry, 30, 1983–1987 (1991).
Yesilada, E., Honda, G., Sezik, E., Tabata, M., Fujita, T., Tanaka, T., Takeda, Y., and Takaishi, Y., Traditional medicine in Turkey. V. Folk medicine in the inner Taurus mountains.J. Ethnopharmacol., 49, 133–152 (1995).
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Kim, H.J., Le, Q.K., Lee, M.H. et al. A cytotoxic secocycloartenoid fromAbies koreana . Arch Pharm Res 24, 527–531 (2001). https://doi.org/10.1007/BF02975159
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02975159