Bioactivities of <i>Centaurium erythraea</i> (Gentianaceae) Decoctions: Antioxidant Activity, Enzyme Inhibition and Docking Studies
<i>Centaurium erythraea</i> is recommended for the treatment of gastrointestinal disorders and to reduce hypercholesterolemia in ethno-medicinal practice. To perform a top-down study that could give some insight into the molecular basis of these bioactivities, decoctions from <i>C....
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| Format: | Article |
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MDPI AG
2019-10-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/24/20/3795 |
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| author | Laura Guedes Pedro B. P. S. Reis Miguel Machuqueiro Asma Ressaissi Rita Pacheco Maria Luísa Serralheiro |
| author_facet | Laura Guedes Pedro B. P. S. Reis Miguel Machuqueiro Asma Ressaissi Rita Pacheco Maria Luísa Serralheiro |
| author_sort | Laura Guedes |
| collection | DOAJ |
| description | <i>Centaurium erythraea</i> is recommended for the treatment of gastrointestinal disorders and to reduce hypercholesterolemia in ethno-medicinal practice. To perform a top-down study that could give some insight into the molecular basis of these bioactivities, decoctions from <i>C. erythraea</i> leaves were prepared and the compounds were identified by liquid chromatography-high resolution tandem mass spectrometry (LC−MS/MS). Secoiridoids glycosides, like gentiopicroside and sweroside, and several xanthones, such as di-hydroxy-dimethoxyxanthone, were identified. Following some of the bioactivities previously ascribed to <i>C. erythraea</i>, we have studied its antioxidant capacity and the ability to inhibit acetylcholinesterase (AChE) and 3-hydroxy-3-methylglutaryl coenzyme A reductase (HMGR). Significant antioxidant activities were observed, following three assays: free radical 2,2-diphenyl-1-picrylhydrazyl (DPPH) reduction; lipoperoxidation; and NO radical scavenging capacity. The AChE and HMGR inhibitory activities for the decoction were also measured (56% at 500 μg/mL and 48% at 10 μg/mL, respectively). Molecular docking studies indicated that xanthones are better AChE inhibitors than gentiopicroside, while this compound exhibits a better shape complementarity with the HMGR active site than xanthones. To the extent of our knowledge, this is the first report on AChE and HMGR activities by <i>C. erythraea</i> decoctions, in a top-down analysis, complemented with <i>in silico</i> molecular docking, which aims to understand, at the molecular level, some of the biological effects ascribed to infusions from this plant. |
| first_indexed | 2024-12-13T04:29:47Z |
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| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-13T04:29:47Z |
| publishDate | 2019-10-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-aa02006af2ee406c8c7833fde229d0ac2022-12-21T23:59:34ZengMDPI AGMolecules1420-30492019-10-012420379510.3390/molecules24203795molecules24203795Bioactivities of <i>Centaurium erythraea</i> (Gentianaceae) Decoctions: Antioxidant Activity, Enzyme Inhibition and Docking StudiesLaura Guedes0Pedro B. P. S. Reis1Miguel Machuqueiro2Asma Ressaissi3Rita Pacheco4Maria Luísa Serralheiro5Faculty of Sciences, BioISI—Biosystems & Integrative Sciences Institute, University of Lisbon, 1649-004 Lisboa, PortugalFaculty of Sciences, CQB—Centre of Chemistry and Biochemistry, University of Lisbon, 1649-004 Lisboa, PortugalFaculty of Sciences, CQB—Centre of Chemistry and Biochemistry, University of Lisbon, 1649-004 Lisboa, PortugalFaculty of Sciences, BioISI—Biosystems & Integrative Sciences Institute, University of Lisbon, 1649-004 Lisboa, PortugalFaculty of Sciences, BioISI—Biosystems & Integrative Sciences Institute, University of Lisbon, 1649-004 Lisboa, PortugalFaculty of Sciences, BioISI—Biosystems & Integrative Sciences Institute, University of Lisbon, 1649-004 Lisboa, Portugal<i>Centaurium erythraea</i> is recommended for the treatment of gastrointestinal disorders and to reduce hypercholesterolemia in ethno-medicinal practice. To perform a top-down study that could give some insight into the molecular basis of these bioactivities, decoctions from <i>C. erythraea</i> leaves were prepared and the compounds were identified by liquid chromatography-high resolution tandem mass spectrometry (LC−MS/MS). Secoiridoids glycosides, like gentiopicroside and sweroside, and several xanthones, such as di-hydroxy-dimethoxyxanthone, were identified. Following some of the bioactivities previously ascribed to <i>C. erythraea</i>, we have studied its antioxidant capacity and the ability to inhibit acetylcholinesterase (AChE) and 3-hydroxy-3-methylglutaryl coenzyme A reductase (HMGR). Significant antioxidant activities were observed, following three assays: free radical 2,2-diphenyl-1-picrylhydrazyl (DPPH) reduction; lipoperoxidation; and NO radical scavenging capacity. The AChE and HMGR inhibitory activities for the decoction were also measured (56% at 500 μg/mL and 48% at 10 μg/mL, respectively). Molecular docking studies indicated that xanthones are better AChE inhibitors than gentiopicroside, while this compound exhibits a better shape complementarity with the HMGR active site than xanthones. To the extent of our knowledge, this is the first report on AChE and HMGR activities by <i>C. erythraea</i> decoctions, in a top-down analysis, complemented with <i>in silico</i> molecular docking, which aims to understand, at the molecular level, some of the biological effects ascribed to infusions from this plant.https://www.mdpi.com/1420-3049/24/20/3795<i>centaurium erythraea</i>acetylcholinesterasehmg-coa reductasegentiopicrosidexanthonesdocking studies |
| spellingShingle | Laura Guedes Pedro B. P. S. Reis Miguel Machuqueiro Asma Ressaissi Rita Pacheco Maria Luísa Serralheiro Bioactivities of <i>Centaurium erythraea</i> (Gentianaceae) Decoctions: Antioxidant Activity, Enzyme Inhibition and Docking Studies Molecules <i>centaurium erythraea</i> acetylcholinesterase hmg-coa reductase gentiopicroside xanthones docking studies |
| title | Bioactivities of <i>Centaurium erythraea</i> (Gentianaceae) Decoctions: Antioxidant Activity, Enzyme Inhibition and Docking Studies |
| title_full | Bioactivities of <i>Centaurium erythraea</i> (Gentianaceae) Decoctions: Antioxidant Activity, Enzyme Inhibition and Docking Studies |
| title_fullStr | Bioactivities of <i>Centaurium erythraea</i> (Gentianaceae) Decoctions: Antioxidant Activity, Enzyme Inhibition and Docking Studies |
| title_full_unstemmed | Bioactivities of <i>Centaurium erythraea</i> (Gentianaceae) Decoctions: Antioxidant Activity, Enzyme Inhibition and Docking Studies |
| title_short | Bioactivities of <i>Centaurium erythraea</i> (Gentianaceae) Decoctions: Antioxidant Activity, Enzyme Inhibition and Docking Studies |
| title_sort | bioactivities of i centaurium erythraea i gentianaceae decoctions antioxidant activity enzyme inhibition and docking studies |
| topic | <i>centaurium erythraea</i> acetylcholinesterase hmg-coa reductase gentiopicroside xanthones docking studies |
| url | https://www.mdpi.com/1420-3049/24/20/3795 |
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