2. Academic Validation
  3. Antibacterial and Cytotoxic Phenolic Metabolites from the Fruits of Amorpha fruticosa

Antibacterial and Cytotoxic Phenolic Metabolites from the Fruits of Amorpha fruticosa

  • J Nat Prod. 2017 Jan 27;80(1):169-180. doi: 10.1021/acs.jnatprod.6b00809.
Rini Muharini 1 2,  Adriana Díaz 1,  Weaam Ebrahim 1 3,  Attila Mándi 4,  Tibor Kurtán 4,  Nidja Rehberg 1,  Rainer Kalscheuer 1,  Rudolf Hartmann 5,  Raha S Orfali 6,  Wenhan Lin 7,  Zhen Liu 1,  Peter Proksch 1
Affiliations

Affiliations

  • 1 Institute of Pharmaceutical Biology and Biotechnology, Heinrich-Heine-Universität Düsseldorf , 40225 Düsseldorf, Germany.
  • 2 Department of Chemistry Education, Faculty of Education, Tanjungpura University , 78124 Pontianak, Indonesia.
  • 3 Department of Pharmacognosy, Faculty of Pharmacy, Mansoura University , Mansoura 35516, Egypt.
  • 4 Department of Organic Chemistry, University of Debrecen , Debrecen 4032, Hungary.
  • 5 Institute of Complex Systems: Strukturbiochemie, Forschungszentrum Juelich , 52428 Juelich, Germany.
  • 6 Department of Pharmacognosy, Faculty of Pharmacy, King Saud University , Riyadh, Saudi Arabia.
  • 7 State Key Laboratory of Natural and Biomimetic Drugs, Peking University , Beijing 100191, People's Republic of China.
PMID: 28075580 DOI: 10.1021/acs.jnatprod.6b00809
Abstract

Fourteen new Natural Products, namely, 2-[(Z)-styryl]-5-geranylresorcin-1-carboxylic acid (1), amorfrutin D (2), 4-O-demethylamorfrutin D (3), 8-geranyl-3,5,7-trihydroxyflavanone (4), 8-geranyl-5,7,3'-trihydroxy-4'-methoxyisoflavone (5), 6-geranyl-5,7,3'-trihydroxy-4'-methoxyisoflavone (6), 8-geranyl-7,3'-dihydroxy-4'-methoxyisoflavone (7), 3-O-demethyldalbinol (8), 6a,12a-dehydro-3-O-demethylamorphigenin (9), (6aR,12aR,5'R)-amorphigenin (10), amorphispironones B and C (11 and 12), resokaempferol 3-O-β-d-glucopyranosyl-(1→2)-β-d-glucopyranoside-7-O-α-l-rhamnopyranoside (13), and daidzein 7-O-β-d-glucopyranosyl-(1→2)-β-d-glucopyranoside (14), 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 11 and 15. Compounds 1, 4-6, and 16-23 showed potent to moderate Antibacterial activities against several Gram-positive bacteria with MIC values ranging from 3.1 to 100 μM. In addition, compounds 11 and 24-33 were significantly cytotoxic against the L5178Y mouse lymphoma cell line and exhibited IC50 values from 0.2 to 10.2 μM.

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