Isolation and structure elucidation of flavonoids from Amburana cearensis resin and identification of human DNA topoisomerase II-α inhibitors
| Autor: | Andréa Lopes Bandeira Delmiro Santana, Tania M. S. Silva, Geane Pereira de Oliveira, Magna Suzana Alexandre Moreira, Telma Maria Guedes da Silva, Celso A. Camara |
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| Rok vydání: | 2017 |
| Předmět: |
Chromatography
biology Human dna 010405 organic chemistry Chemistry Stereochemistry Topoisomerase 010401 analytical chemistry Plant Science Fabaceae Isoflavones Mass spectrometry biology.organism_classification 01 natural sciences Biochemistry 0104 chemical sciences Mass chemistry.chemical_compound Amburana cearensis biology.protein Agronomy and Crop Science Two-dimensional nuclear magnetic resonance spectroscopy Biotechnology |
| Zdroj: | Phytochemistry Letters. 22:61-70 |
| ISSN: | 1874-3900 |
| Popis: | Amburana cearensis, a plant in the Fabaceae family, is extensively used in folk medicine to treat grippes, coughs, bronchitis, sinusitis and external ulcers. Ultra-performance liquid chromatography coupled with diode array and quadrupole time-of-flight mass spectrometry (UPLC-DAD-QTOF-MS/MS) and combined use of data-independent acquisition (MSE) were used for profiling and structural characterization of the phenolic compounds observed in the resin of A. cearensis (16 isoflavones, 11 flavanonols, 3 chalcones, 1 isoflavonolignan and 1 isoflavoquinone). The isoflavonolignan (1”R,2”R-trans-1”-(7”-hydroxy-6”,8”-dimethoxyphenyl)-1′-(3′-hydroxy-4′-methoxyphenyl)-2”-hydroxymethyl-5-methoxy-1”,2”-dihydro-7H-1,4-dioxino[1”,2”-h]chromen-4-one) and an isoflavone (3′-hydroxy-7,8,4′-trimethoxyisoflavone) were identified as novel compounds. In this study, we isolated 15 principal phenolics and established their structures by different spectroscopic methods, including 1D and 2D NMR experiments, as well HR-ESI–MS analysis. The isolated reference compounds were used to explore fragmentation pathways. Compound identification was based on the exact mass, general fragmentation behaviors, retention times and UV absorption. The activity of the principal compounds against human DNA topoisomerase II-α was evaluated. |
| Databáze: | OpenAIRE |
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