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Planta Med 2019; 85(05): 424-430
DOI: 10.1055/a-0824-1294
Biological and Pharmacological Activity
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Antiprotozoal Germacranolide Sesquiterpene Lactones from Tanacetum sonbolii

Sahar Mofidi Tabatabaei
1   Department of Phytochemistry, Medicinal Plants and Drugs Research Institute, Shahid Beheshti University, G. C., Evin, Tehran, Iran
,
Samad Nejad Ebrahimi
1   Department of Phytochemistry, Medicinal Plants and Drugs Research Institute, Shahid Beheshti University, G. C., Evin, Tehran, Iran
,
Peyman Salehi
1   Department of Phytochemistry, Medicinal Plants and Drugs Research Institute, Shahid Beheshti University, G. C., Evin, Tehran, Iran
,
Ali Sonboli
2   Department of Biology, Medicinal Plants and Drugs Research Institute, Shahid Beheshti University, G. C., Evin, Tehran, Iran
,
Marzieh Tabefam
1   Department of Phytochemistry, Medicinal Plants and Drugs Research Institute, Shahid Beheshti University, G. C., Evin, Tehran, Iran
,
Marcel Kaiser
3   Swiss Tropical and Public Health Institute, Basel, Switzerland
4   University of Basel, Basel, Switzerland
,
Matthias Hamburger
5   Pharmaceutical Biology, Pharmacenter, University of Basel, Basel, Switzerland
,
Mahdi Moridi Farimani
1   Department of Phytochemistry, Medicinal Plants and Drugs Research Institute, Shahid Beheshti University, G. C., Evin, Tehran, Iran
› Author Affiliations
Further Information

Publication History

received 28 June 2018
revised 09 December 2018

accepted 16 December 2018

Publication Date:
08 January 2019 (online)

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Abstract

A phytochemical investigation of extracts from flowers and aerial parts of Tanacetum sonbolii afforded 7 new germacranolide sesquiterpene lactones. The structures were established by a combination of 1- and 2-dimensional nuclear magnetic resonance spectroscopy, high-resolution mass spectrometry, and electronic circular dichroism. The in vitro antiprotozoal activity of the compounds against Trypanosoma brucei rhodesiense and cytotoxicity against rat myoblast (L6) cells were determined. Compounds 4 and 5 showed IC50 values of 5.1 and 10.2 µM and selectivity indices of 3.9 and 4.0, respectively.

Key words

Tanacetum sonbolii - Asteraceae - sesquiterpene lactone - electronic circular dichroism - antiprotozoal activity - Trypanosoma brucei rhodesiense

Supporting Information

    NMR spectra (1D and 2D) of compounds 1–7 as well as the dose-response curves leading to the IC50 determination of compounds 1, 2, 4, and 5 are available as Supporting Information.

  • Supporting Information
 

  • References

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