Natural Product Sciences

The Korean Society of Pharmacognosy (한국생약학회)
권호 표지

Structure-Activity Relationship of Xanthones from Mesua daphnifolia and Garcinia nitida towards Human Estrogen Receptor Nagative Breast Cancer Cell Line

  • Ee, G.C.L. (Department of Chemistry, Faculty of Science, Universiti Putra Malaysia) ;
  • Lim, C.K. (Department of Chemistry, Faculty of Science, Universiti Putra Malaysia) ;
  • Rahmat, A. (Department of Nutrition and Health Sciences, Faculty of Medicine and Health Sciences, Universiti Putra Malaysia)
  • Published : 2005.12.01
Download PDF
⟨ Previous Next ⟩

Abstract

Extensive chemical studies on the stem bark extracts of two Guttifereous plants namely Mesua daphnifolia and Garcinia nitida have led to the isolation of eight xanthones. Mesua daphnifolia gave cudraxanthone G (1), ananixanthone (2), 1,3,5-trihydroxy-4-methoxyxanthone (3) and euxanthone (4) while Garcinia nitida gave inophyllin B (5), 1,3,7-trihydroxy-2,4-bis (3-methylbut-2-enyl)xanthone (6), 3-isomangostin (7) and rubraxanthone (8). All these compounds were assayed against the MDA-MB-231 (human estrogen receptor negative breast cancer) cells. A structure-activity relationship study showed that structurally, all the 1, 3-oxygenated xanthones which carried unsaturated prenyl side chains (either 3-methylbut-2-enyl or 1,1-dimethyl-2-propenyl) at carbones C-2 and C-4 in the xanthone ring A are essential for the outstanding activities in the assay.

Keywords

References

  1. Chanmahasathien, W., Li Y., Satake M., Oshima Y., Ruangrungsi N., and Ohizumi Y., 2003. Prenylated xanthones with NGF-potentiating activity from Garcinia xanthochymus. Phytochemistry 64, 981-986 https://doi.org/10.1016/S0031-9422(03)00431-X
  2. Minami, H., Kinoshita M., Fukutama Y., Kodama M., Yoshizawa T., Sugiura M., Nakagawa K., and Tago H., 1994. Antioxidant xanthones from Garcinia subelliptica. Phytochemistry 36, 501-506 https://doi.org/10.1016/S0031-9422(00)97103-6
  3. Peres, V., Nagem T. J., and Oliveira F. F., 2000. Tetraoxygenated natural occurring xanthones. Phytochemistry 55, 683-710 https://doi.org/10.1016/S0031-9422(00)00303-4
  4. Bennett, G. J. and Lee H. H., 1989. Xanthones from Guttiferae. Phytochemistry 28, 967-998 https://doi.org/10.1016/0031-9422(89)80170-0
  5. Rahmat, A., Rosli. R., Zain W. N. I. W. M., Endrini S., and Sani H. A., 2002. Antiproliferative activity of pure lycopene compared to both extracted lycopene and juices from watermelon (Citrullus vulgaris) and papaya (Carica papaya) on human breast and liver cancer cell lines. Journal of Medical Sciences 2, 55-58 https://doi.org/10.3923/jms.2002.55.58