Isolation of compounds from the roots of Ambrosia artemisiifolia and their effects on human cancer cell lines

Author:

Ferencz Elek12,Spengler Gabriella3ORCID,Zupkó István4,Vollár Martin1,Zomborszki Zoltán Péter1,Kúsz Norbert1,Hohmann Judit15,Kovács Balázs1,Csupor Dezső167,Laczkó-Zöld Eszter8,Csupor-Löffler Boglárka16

Affiliation:

1. Faculty of Pharmacy , Institute of Pharmacognosy, University of Szeged , Eötvös u. 6, H-6720 Szeged , Hungary

2. Department of Physical Chemistry , George Emil Palade University of Medicine, Pharmacy, Science, and Technology of Targu Mures , Gh. Marinescu 38, RO-540139 Tîrgu Mureș , Romania

3. Department of Medical Microbiology , Albert Szent-Györgyi Health Center and Albert Szent-Györgyi Medical School, University of Szeged , Semmelweis u. 6, H-6725 Szeged , Hungary

4. Faculty of Pharmacy , Institute of Pharmacodynamics and Biopharmacy, University of Szeged , Eötvös u. 6, H-6720 Szeged , Hungary

5. ELKH-USZ Biologically Active Natural Products Research Group, University of Szeged , Eötvös u. 6, H-6720 Szeged , Hungary

6. Medical School , Institute for Translational Medicine, University of Pécs , Szigeti út 12, H-7624 Pécs , Hungary

7. Faculty of Pharmacy , Institute of Clinical Pharmacy, University of Szeged , Szikra u. 8, H-6725 Szeged , Hungary

8. Department of Pharmacognosy , George Emil Palade University of Medicine, Pharmacy, Science, and Technology of Targu Mures , Gh. Marinescu 38, RO-540139 Tîrgu Mureș , Romania

Abstract

Abstract Common ragweed (Ambrosia artemisiifolia L.) is an invasive plant in Europe with spreading use in the contemporary folk medicine. The chemical composition of the above-ground parts is extensively studied, however, the metabolites of the roots are less discovered. By multiple chromatographic purification of the root extracts, we isolated thiophene A (1), n-dodecene (2), taraxerol-3-O-acetate (3), α-linoleic acid (4), (+)-pinoresinol (5), and thiophene E (7,10-epithio-7,9-tridecadiene-3,5,11-triyne-1,2-diol) (6). The 1H NMR data published earlier for 1 were supplemented together with the assignment of 13C NMR data. Thiophene E (6), which is reported for the first time from this species, exerted cytotoxic and antiproliferative effects on A-431 epidermoid skin cancer cells, whereas taraxerol-3-O-acetate (3) and α-linoleic acid (4) had slight antiproliferative effect on gynecological cancer cell lines. Thiophene E (6) and taraxerol-3-O-acetate (3) displayed antiproliferative and cytotoxic effects on MRC-5 fibroblast cells. Thiophene E (6) exerted weak antibacterial activity (MIC 25 μg/mL) on MRSA ATCC 43300, on Staphylococcus aureus ATCC 25923, Escherichia coli AG100 and E. coli ATCC 25922 both thiophenes were inactive. Although the isolated compounds exerted no remarkable cytotoxic or antiproliferative activities, the effects on MRC-5 fibroblast cells highlight the necessity of further studies to support the safety of ragweed root.

Funder

National Research, Development and Innovation Office, Hungary

Publisher

Walter de Gruyter GmbH

Subject

General Biochemistry, Genetics and Molecular Biology

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