Zeitschrift für Phytotherapie 2017; 38(S 01): S1-S44
DOI: 10.1055/s-0037-1607173
Poster
Georg Thieme Verlag KG Stuttgart · New York

Antibacterial and cytotoxic phenolic metabolites from the fruits of Amorpha fruticosa

R Muharini
1  Institute of Pharmaceutical Biology and Biotechnology, Heinrich-Heine-Universität Düsseldorf, Düsseldorf, Germany
,
A Díaz
1  Institute of Pharmaceutical Biology and Biotechnology, Heinrich-Heine-Universität Düsseldorf, Düsseldorf, Germany
,
W Ebrahim
1  Institute of Pharmaceutical Biology and Biotechnology, Heinrich-Heine-Universität Düsseldorf, Düsseldorf, Germany
2  Department of Pharmacognosy, Faculty of Pharmacy, Mansoura University, Mansoura, Egypt
,
A Mándi
3  Department of Organic Chemistry, University of Debrecen, Debrecen, Hungary
,
T Kurtán
3  Department of Organic Chemistry, University of Debrecen, Debrecen, Hungary
,
N Rehberg
1  Institute of Pharmaceutical Biology and Biotechnology, Heinrich-Heine-Universität Düsseldorf, Düsseldorf, Germany
,
R Kalscheuer
1  Institute of Pharmaceutical Biology and Biotechnology, Heinrich-Heine-Universität Düsseldorf, Düsseldorf, Germany
,
R Hartmann
4  Institute of Complex Systems: Strukturbiochemie, Forschungszentrum Jülich, Jülich, Germany
,
RS Orfali
5  Department of Pharmacognosy, Faculty of Pharmacy, King Saud University, Riyadh, Saudi Arabia
,
W Lin
6  State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing, People's Republic of China
,
Z Liu
1  Institute of Pharmaceutical Biology and Biotechnology, Heinrich-Heine-Universität Düsseldorf, Düsseldorf, Germany
,
P Proksch
1  Institute of Pharmaceutical Biology and Biotechnology, Heinrich-Heine-Universität Düsseldorf, Düsseldorf, Germany
› Author Affiliations
Further Information

Publication History

Publication Date:
27 September 2017 (online)

 

Fourteen new secondary metabolites; 2-[(Z)-styryl]-5-geranylresorcin-1-carboxylic acid (1), 8-geranyl-3,5,7-trihydroxyflavanone (2), 8-geranyl-5,7,3′-trihydroxy-4′-methoxyisoflavone (3), 6-geranyl-5,7,3′-trihydroxy-4′-methoxyisoflavone (4), amorphispironones B (5) and C, amorfrutin D, 4-O-demethylamorfrutin D, 8-geranyl-7,3′-dihydroxy-4′-methoxyisoflavone, 3-O-demethyldalbinol, 6a,12a-dehydro-3-O-demethylamorphigenin, (6aR,12aR,5′R)-amorphigenin, resokaempferol 3-O-β-d-glucopyranosyl-(1→2)-β-d-glucopyranoside-7-O-α-l-rhamnopyranoside, and daidzein 7-O-β-d-glucopyranosyl-(1→2)-β-d-glucopyranoside, together with 40 known compounds, were isolated from the fruits of Amorpha fruticosa. The structures of the new compounds were elucidated by 1D and 2D NMR spectroscopic analysis as well as from the mass spectrometry data. ECD calculations were performed to determine the absolute configurations of optically active compounds. New compounds 1, 2-4, and some other known metabolites showed potent to moderate antibacterial activities against several Gram-positive bacteria with MIC values ranging from 3.1 to 100µM. In addition, some of isolated metabolites were significantly cytotoxic against the L5178Y mouse lymphoma cell line and exhibited IC50 values from 0.2 to 10.2µM.

Zoom Image