Planta Med 2010; 76 - P380
DOI: 10.1055/s-0030-1264678

Secondary metabolites from endemic Iranecio species from Iran

T Asgari 1, 2, G Amin 1, C Passreiter 2, W Hauschild 2
  • 1Tehran University of Medical Sciences, Pursina Ave, 14155–6451 Tehran, Iran, Islamic Republic Of
  • 2Heinrich-Heine-University of Duesseldorf, Institute of Pharmaceutical Biology and Biotechnology, Universitaetsstrasse 1, Gebaeude 26.23, 40225 Dusseldorf, Germany

The genus Iranecio belongs to the Asteraceae and contains four species, whose main habitat is Iran. Except for botanical information in the Flora Iranica [1], no information about the chemistry of the plants is given in the literature. Since many members of the Asteraceae contain secondary metabolites which display cytotoxic effects [2,3], extracts from Iranecio elbruzensis Bioss (endemic to Iran) and I. othonae were tested for cytotoxic activity, following the method previously reported by Azizi et al. [4], IC50 values were found at 1mg/ml and 0.75mg/ml, respectively. Aerial parts of I. elbruzensis and I. othonae were extracted with dichloromethane in a Soxhlet apparatus and the obtained extracts purified by column chromatography using methanol and Sephadex LH-20. Purification of two fractions by repeated column chromatography, flash chromatography or preparative TLC afforded the steroids β-sitosterol [5] and its glycoside daucosterol [6], as well as the sesquiterpene spathulenol [7] from I. elbruzensis. Iranecio othonae also contained daucosterol and a rarely found palmitic acid ester derivate of calenduladiol (see fig.) [8].


All structures were elucidated by means of their mass and NMR spectra. Calenduladiol palmitate, which was found in larger amounts, will be tested on its cytotoxicity in the near future.

Acknowledgements: Institute of Pharmaceutical Biology and Biotechnology of Heinrich Heine University of Dusseldorf, Mrs Eva Müller

References: 1. Ditrich, M et al. (1982) Flora Iranica Compositae IV. Rechinger, KH (ed). Akademische Druck und Verlagsanstalt, Graz, Austria.

2. Woerdenbag, HJ et al. (1994) Planta Med, 60:434–437.

3. Francois, G. et al. (1996) Planta Med. 62:126–129.

4. Azizi, E. et al (2008)J. Biol. Sci. 8:380–385.

5. Seo, S. et al. (1988)J. Chem Soc. Perkin Trans I 2407–2414.

6. Gu, J-Q et al (2004) Z. Naturforsch. 59c: 797–802.

7. Brochini, CB and Roque, NF (2000) Braz.Chem.Soc. 11:361–364.

8. Schmidt, T. et al (2004) Planta Med. 70:967–977.