Phenolic Compounds and Capsaicinoids in Three <i>Capsicum annuum</i> Varieties: From Analytical Characterization to In Silico Hypotheses on Biological Activity
The affinity of specific phenolic compounds (PCs) and capsaicinoids (CAPs) present in three <i>Capsicum annuum</i> varieties (Friariello, Cayenne and Dzuljunska Sipka) to the transient receptor potential vanilloid member 1 (TRPV1) was investigated by integrating an analytic approach for...
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MDPI AG
2023-09-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/28/19/6772 |
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| author | Deborah Giordano Angelo Facchiano Paola Minasi Nunzio D’Agostino Mario Parisi Virginia Carbone |
| author_facet | Deborah Giordano Angelo Facchiano Paola Minasi Nunzio D’Agostino Mario Parisi Virginia Carbone |
| author_sort | Deborah Giordano |
| collection | DOAJ |
| description | The affinity of specific phenolic compounds (PCs) and capsaicinoids (CAPs) present in three <i>Capsicum annuum</i> varieties (Friariello, Cayenne and Dzuljunska Sipka) to the transient receptor potential vanilloid member 1 (TRPV1) was investigated by integrating an analytic approach for the simultaneous extraction and analysis through high-performance liquid chromatography coupled with ion trap mass spectrometry (HPLC/ITMS) and UV detection (HPLC-UV) of PCs and CAPs and structural bioinformatics based on the protein modelling and molecular simulations of protein–ligand docking. Overall, a total of 35 compounds were identified in the different samples and CAPs were quantified. The highest content of total polyphenols was recorded in the pungent Dzuljunska Sipka variety (8.91 ± 0.05 gGAE/Kg DW) while the lowest was found in the non-pungent variety Friariello (3.58 ± 0.02 gGAE/Kg DW). Protein modelling generated for the first time a complete model of the homotetrameric human TRPV1, and it was used for docking simulations with the compounds detected via the analytic approach, as well as with other compounds, as an inhibitor reference. The simulations indicate that different capsaicinoids can interact with the receptor, providing details on the molecular interaction, with similar predicted binding energy values. These results offer new insights into the interaction of capsaicinoids with TRPV1 and their possible actions. |
| first_indexed | 2024-03-10T21:39:27Z |
| format | Article |
| id | doaj.art-29db9011366c4a33b37f1b24ed3077f4 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-10T21:39:27Z |
| publishDate | 2023-09-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-29db9011366c4a33b37f1b24ed3077f42023-11-19T14:45:22ZengMDPI AGMolecules1420-30492023-09-012819677210.3390/molecules28196772Phenolic Compounds and Capsaicinoids in Three <i>Capsicum annuum</i> Varieties: From Analytical Characterization to In Silico Hypotheses on Biological ActivityDeborah Giordano0Angelo Facchiano1Paola Minasi2Nunzio D’Agostino3Mario Parisi4Virginia Carbone5Institute of Food Sciences, National Research Council, Via Roma 64, 83100 Avellino, ItalyInstitute of Food Sciences, National Research Council, Via Roma 64, 83100 Avellino, ItalyInstitute of Food Sciences, National Research Council, Via Roma 64, 83100 Avellino, ItalyDepartment of Agricultural Sciences, University of Naples Federico II, 80055 Portici, ItalyCREA Research Centre for Vegetable and Ornamental Crops, Via Cavalleggeri 25, 84098 Pontecagnano, ItalyInstitute of Food Sciences, National Research Council, Via Roma 64, 83100 Avellino, ItalyThe affinity of specific phenolic compounds (PCs) and capsaicinoids (CAPs) present in three <i>Capsicum annuum</i> varieties (Friariello, Cayenne and Dzuljunska Sipka) to the transient receptor potential vanilloid member 1 (TRPV1) was investigated by integrating an analytic approach for the simultaneous extraction and analysis through high-performance liquid chromatography coupled with ion trap mass spectrometry (HPLC/ITMS) and UV detection (HPLC-UV) of PCs and CAPs and structural bioinformatics based on the protein modelling and molecular simulations of protein–ligand docking. Overall, a total of 35 compounds were identified in the different samples and CAPs were quantified. The highest content of total polyphenols was recorded in the pungent Dzuljunska Sipka variety (8.91 ± 0.05 gGAE/Kg DW) while the lowest was found in the non-pungent variety Friariello (3.58 ± 0.02 gGAE/Kg DW). Protein modelling generated for the first time a complete model of the homotetrameric human TRPV1, and it was used for docking simulations with the compounds detected via the analytic approach, as well as with other compounds, as an inhibitor reference. The simulations indicate that different capsaicinoids can interact with the receptor, providing details on the molecular interaction, with similar predicted binding energy values. These results offer new insights into the interaction of capsaicinoids with TRPV1 and their possible actions.https://www.mdpi.com/1420-3049/28/19/6772<i>Capsicum annuum</i>phenolic compoundscapsaicinoidsHPLC-MStransient receptor potential vanilloid member 1 (TRPV1)TRPV1–capsaicin interaction |
| spellingShingle | Deborah Giordano Angelo Facchiano Paola Minasi Nunzio D’Agostino Mario Parisi Virginia Carbone Phenolic Compounds and Capsaicinoids in Three <i>Capsicum annuum</i> Varieties: From Analytical Characterization to In Silico Hypotheses on Biological Activity Molecules <i>Capsicum annuum</i> phenolic compounds capsaicinoids HPLC-MS transient receptor potential vanilloid member 1 (TRPV1) TRPV1–capsaicin interaction |
| title | Phenolic Compounds and Capsaicinoids in Three <i>Capsicum annuum</i> Varieties: From Analytical Characterization to In Silico Hypotheses on Biological Activity |
| title_full | Phenolic Compounds and Capsaicinoids in Three <i>Capsicum annuum</i> Varieties: From Analytical Characterization to In Silico Hypotheses on Biological Activity |
| title_fullStr | Phenolic Compounds and Capsaicinoids in Three <i>Capsicum annuum</i> Varieties: From Analytical Characterization to In Silico Hypotheses on Biological Activity |
| title_full_unstemmed | Phenolic Compounds and Capsaicinoids in Three <i>Capsicum annuum</i> Varieties: From Analytical Characterization to In Silico Hypotheses on Biological Activity |
| title_short | Phenolic Compounds and Capsaicinoids in Three <i>Capsicum annuum</i> Varieties: From Analytical Characterization to In Silico Hypotheses on Biological Activity |
| title_sort | phenolic compounds and capsaicinoids in three i capsicum annuum i varieties from analytical characterization to in silico hypotheses on biological activity |
| topic | <i>Capsicum annuum</i> phenolic compounds capsaicinoids HPLC-MS transient receptor potential vanilloid member 1 (TRPV1) TRPV1–capsaicin interaction |
| url | https://www.mdpi.com/1420-3049/28/19/6772 |
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