FURTHER SESQUITERPENE LACTONES AND FLAVONES FROM Centaurea bruguierana

Abstract

A further investigation of the aerial parts of Centaurea bruguierana (DC.) Hand.-Mazz. afforded four sesquiterpene lactones namely, cnicin, 1 1,13- dehydromelitensin, 8a-(5-hydroxy)-angeloyloxy-l l, 13-dehydromelitensin, 8a- (3',4'-dihydroxyethy1)-acryloxy- 1 1,13-dehydromelitensin and five flavonoids; eupatilin, 5-hydroxy-6,7,3',4'-tetramethoxyflavone, jaceosidin, pectolinarigenin and cirsilineol. The'structures were determined by spectral methods especially by high field NMR spectroscopy. In course of our research of the genus Ceiztaurea, we have examined Ceiztaui-ea blvguielmza (DC.) Hand.-Mazz. (Syrz. C. phllocephala Boiss.) a Saudi Arabian plant, which was distributed in Najid province of Saudi Arabia. The plant has been investigated previously by one of us, F.M. Harraz, and the presence of a germacranolide; cnicin, an eudesmanolide; 11,13-dehydromelitensin 8a-acetate and three flavonoids; circilineol, cirsimaritin and hispudilin 7-0-rutinoside were reported (1).

Keywords

• Centaurea bruguielmzu
• Compositae
• sesquiterpene lactones
• flavones

FURTHER SESQUITERPENE LACTONES AND FLAVONES FROM Centaurea bruguierana

Abstract

Centaurea bruguierana (DC.) Hand.-Mazz. bitkisinin toprak iistii luslmlanndan dort seskiterpen lakton; 1 1,13-dehydromelitensin, cnicin, 8a-(5-hidroksi)-angeloyiloksi- 1 1 , 13-dehidromelitensin 8a-(3',4'-dihidroksieti1)-akriloksi11,13-dehidromelitensin ve beg flavonoid bilegik, eupatilin, 5-hidroksi-6,7,3',4'- tetrametoksiflavon, jaceosidin, pectolinarigenin ve cirsilineol elde edilmigtir. Bilegiklerh yapllari spektroskopik yontemler ile agklanrn~g~

Centaurea bruguierana (DC.) Hand.-Mazz. bitkisinin toprak iistii luslmlanndan dort seskiterpen lakton; 1 1,13-dehydromelitensin, cnicin, 8a-(5-hidroksi)-angeloyiloksi- 1 1 , 13-dehidromelitensin 8a-(3',4'-dihidroksieti1)-akriloksi11,13-dehidromelitensin ve beg flavonoid bilegik, eupatilin, 5-hidroksi-6,7,3',4'- tetrametoksiflavon, jaceosidin, pectolinarigenin ve cirsilineol elde edilmigtir. Bilegiklerh yapllari spektroskopik yontemler ile agklanrn~g~

Keywords

• Centaurea bruguielmzu
• Compositae
• sesquiterpene lactones
• flavones

References

1. 1. Harraz, F.M., Kassem, F.F. and El-Shaer, N.S. Alex. J. Parm. Sci. 8,219-222 (1994). '
2. 2. Jakupovic, J., Jia, Y., Pathak, V.P., Bohlmann, F. and King, R.M. Plalzta Medica 52, 399 (1986).
3. 3. Barrero, A.F., Sanchez, J.I., Rodrigez, I. and Sonia, C.An. Quim, Ser. C. 84, 344 (1988).
4. 4. Bruno, M. and Herz, W.Phytoclzemistry 27,1873-1875 (1988).
5. 5. Bruno, M., Fazio, C., Passananti, S., Paternostro, M.P., Diaz, J.G. and Herz, W. Phytochemishy35, 1371-1372 (1994).
6. 6. Tsankova, E. and Ognyanov, I. Planta Medica 465-466 (1985).
7. 7. Gonzalez, A.G., Berrnejo, J., Cabrera, I. and Massanet, G.M.An. Quim. 70, 74 (1974).
8. 8. Kupchan, S.M., Sigel, C.W., Hemingway, R.J., Knox, J.R., Udayamurthy, M.S. Tetrahedron 25, 1603-1615 (1969).

9. 9. Dobberstein, R.H., Tin-Wa, M., Fong, H.H.S., Crane, F.A., Farnsworth, N.R. J. Parm. Sci. 66,600-602 (1977).
10. 10. Breton Funes, J.L., Marrero, B.G. and Gonzalez, A.G.An. Quim. 64,187-192 (1968).
11. 11. Herz, W. and Sudarsanam, V. Pllytochemistry 9,895-896 (1970).