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Pharmaceutisch Weekblad

, Volume 11, Issue 5, pp 161–164 | Cite as

Flavones and flavonol glycosides fromEupatorium cannabinum L.

  • E. T. Elema
  • J. Schripsema
  • T. M. Malingré
Original Articles

Abstract

The 6-methoxyflavones hispidulin and eupafolin have been identified for the first time from the aerial parts ofEupatorium cannabinum L. The presence of the previously known flavonol glycosides astragalin, kaempferol-3-rutinoside, hyperoside, isoquercitrin and rutin could be confirmed. Hispidulin, eupafolin and rutin were screened for cytotoxicityin vitro.

Keywords

Asteraceae Eupafolin Eupatorium cannabinum Flavones Flavonol glycosides Hispidulin 

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References

  1. 1.
    Woerdenbag HJ.Eupatorium cannabinum L. A review emphasizing the sesquiterpene lactones and their biological activity. Pharm Weekbl [Sci] 1986;8:245–51.Google Scholar
  2. 2.
    Woerdenbag HJ, Konings AWT. Investigation of the antitumour action of eupatoriopicrin against the Lewis lung tumour. Planta Med 1987;53:318–22.PubMedGoogle Scholar
  3. 3.
    Woerdenbag HJ, Malingré ThM, Lemstra W, Konings AWT. Cytostatic activity of eupatoriopicrin in fibrosarcoma bearing mice. Phytother Res 1987;1:76–9.Google Scholar
  4. 4.
    Hendriks H, Balraadjsing W, Huizing HJ, Bruins AP. Investigation into the presence of pyrrolizidine alkaloids inEupatorium cannabinum by means of positive and negative chemical ionization GC-MS. Planta Med 1987; 53:456–61.Google Scholar
  5. 5.
    Pagani T, Romussi G. Constituents ofEupatorium cannabinum var.syriacum. Farmaco [Prat] 1967;22:771–85.Google Scholar
  6. 6.
    Aquino R, D'Agostino M, Domestico M, Senatore F. Flavonoid glycosides fromEupatorium cannabinum subsp.cannabinum. Fitoterapia 1988;59:236–8.Google Scholar
  7. 7.
    Oswiecimska M, Sandra G.Eupatorium cannabinum L. Search for biologically active fraction. Diss Pharm Pharmacol 1972;23:475–83.Google Scholar
  8. 8.
    Stefanovic M, Solaja B, Dermanovic M, Milavanovic. Chemical investigations of the plant species ofEupatorium cannabinum L. (Compositae). J Serb Chem Soc 1986;51:575–81.Google Scholar
  9. 9.
    Kupchan SM, Sigel CW, Hemingway RJ, Knox JR, Udayamurthy MS. Tumor inhibitors XXXIII. Cytostatic flavones fromEupatorium species. Tetrahedron 1969;25: 1603–15.PubMedGoogle Scholar
  10. 10.
    Ulubelen A, Oksüz S. Cytostatic flavones fromCentaurea urvillei. J Nat Prod 1982;45:373.Google Scholar
  11. 11.
    Tutin TG, Heywood VH, Burges NA, et al. Flora Europaea Vol. 4. Cambridge: Cambridge University Press, 1976:109.Google Scholar
  12. 12.
    Neu R. Chelate von Diarylborsäuren mit aliphatischen Oxyalkylaminen als Reagenzien für den Nachweis von Oxyphenyl-benzo-Ÿ-pyronen. Naturwissenschaft 1957; 44:181–2.Google Scholar
  13. 13.
    Wagner H, Bladt S, Zgainski EM. Drogenanalyse. Berlin: Springer-Verlag, 1983:299.Google Scholar
  14. 14.
    Sondheimer E, Szymanski CD, Corse JW. J Agric Food Chem 1961;9:146–9.Google Scholar
  15. 15.
    Woerdenbag HJ, Hendriks H, Malingré ThM, Van Stralen R, Van der Berg KJ, Konings AWT.In vitro cytotoxity of sesquiterpene lactones fromEupatorium cannabinum L. and semisynthetic derivations from eupatoriopicrin. Phytother Res 1988;2:109–14.Google Scholar
  16. 16.
    Mabry TJ, Markham KR, Thomas MB. The systematic identification of flavonoids. Berlin: Springer-Verlag, 1970.Google Scholar
  17. 17.
    Ulubelen A, Timmermann BN, Mabry TJ. Flavonoids fromBrickellia chlorolepis andB. dentata. Phytochemistry 1980;19:905–8.Google Scholar
  18. 18.
    Roberts MF, Timmermann BN, Mabry TJ. 6-Methoxyl flavonols fromBrickellia veronicaefolia (Compositae). Phytochemistry 1980;19:127–9.Google Scholar
  19. 19.
    Goodwin RS, Rosler KH, Mabry TJ, Varma SD. Flavonoids fromBrickellia glutinosa. J Nat Prod 1984;47: 711–4.PubMedGoogle Scholar
  20. 20.
    Samuels Brusse F, Furst R, Van Bennekom WP. Amberlite XAD-2, een literatuuroverzicht [Amberlite XAD-2, a literature review]. Pharm Weekbl 1974;109:921–9.Google Scholar
  21. 21.
    Rosler KH, Goodwin RS. A general use of XAD-2 resin for the purification of flavonoids from aqueous fractions. J Nat Prod 1984;47:188.Google Scholar
  22. 22.
    Liu YL, Mabry TJ. Flavonoids fromArtemisia ludoviciana var.ludoviciana. Phytochemistry 1982;21:209–14.Google Scholar
  23. 23.
    Mears JA, Mabry TJ. A procedure for the UV detection of hydroxyl and methoxyl groups at C6 in flavones and 3-O-substituted flavonols. Phytochemistry 1972;11: 411–2.Google Scholar
  24. 24.
    Voirin B. UV spectral differentiation of 5-hydroxy- and 5-hydroxy-3-methoxy flavones with mono-(4′), di-(3′,4′) or tri-(3′,4′,5′)-substituted B rings. Phytochemistry 1983; 22:2107–45.Google Scholar
  25. 25.
    Ferraro G, Martino V, Borrajo G, Coussio JD. 5,7,3′,4′-tetrahydroxy-6-methoxy flavanone fromEupatorium subhastatum. Phytochemistry 1987;26:3092–3.Google Scholar
  26. 26.
    Imre S, Tulus R, Sengün I. Flavone and antraquinone pigments inDigitalis species. VIII. Flavones ofDigitalis ferruginea. Phytochemistry 1973;12:2317–8.Google Scholar
  27. 27.
    Ferraro GE, Coussio JD. Flavonoids fromEupatorium subhastatum. Phytochemistry 1973;12:1825.Google Scholar
  28. 28.
    Herz W, De Groote R, Murari R, Kumar N. Sesquiterpene lactones ofEupatorium serotinum. J Org Chem 1979;44:2784–8.Google Scholar
  29. 29.
    Herz W, Govindan SV, Kumar N. Sesquiterpene lactones and other constituents ofEupatorium lancifolium andE. semiserratum. Phytochemistry 1981;20:1343–7.Google Scholar
  30. 30.
    Woerdenbag HJ. A fundamental study on the cytostatic action of sesquiterpene lactones fromEupatorium cannabinum L. [Dissertation]. Groningen: University of Groningen, 1988.Google Scholar

Copyright information

© Royal Dutch Association for Advancement of Pharmacy 1989

Authors and Affiliations

  • E. T. Elema
    • 1
  • J. Schripsema
    • 2
  • T. M. Malingré
    • 1
  1. 1.Department of Pharmacognosy, University Centre for PharmacyUniversity of GroningenAW Groningenthe Netherlands
  2. 2.Division of Pharmacognosy, Center for Bio-Pharmaceutical SciencesLeiden UniversityRA Leidenthe Netherlands

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