New Pregnane Glycosides from <i>Mandevilla dardanoi</i> and Their Anti-Inflammatory Activity
<i>Mandevilla</i> Lindl. is an important genus of the Apocynaceae family, not only as ornamental plants but also for its medicinal uses. In Brazil, <i>Mandevilla</i> species are indicated to treat asthma and skin infections, their anti-inflammatory potential and wound healing...
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MDPI AG
2022-09-01
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| Series: | Molecules |
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| author | Francisca S. V. Lins Thalisson A. de Souza Luiza C. F. Opretzka Joanda P. R. e Silva Laiane C. O. Pereira Lucas S. Abreu Anderson A. V. Pinheiro George L. D. dos Santos Yuri M. do Nascimento José Iranildo Miranda de Melo Raimundo Braz-Filho Cristiane F. Villarreal Marcelo S. da Silva Josean F. Tavares |
| author_facet | Francisca S. V. Lins Thalisson A. de Souza Luiza C. F. Opretzka Joanda P. R. e Silva Laiane C. O. Pereira Lucas S. Abreu Anderson A. V. Pinheiro George L. D. dos Santos Yuri M. do Nascimento José Iranildo Miranda de Melo Raimundo Braz-Filho Cristiane F. Villarreal Marcelo S. da Silva Josean F. Tavares |
| author_sort | Francisca S. V. Lins |
| collection | DOAJ |
| description | <i>Mandevilla</i> Lindl. is an important genus of the Apocynaceae family, not only as ornamental plants but also for its medicinal uses. In Brazil, <i>Mandevilla</i> species are indicated to treat asthma and skin infections, their anti-inflammatory potential and wound healing properties are also reported in the literature. Concerning their chemical composition, this group of plants is a conspicuous producer of pregnane glycosides. <i>Mandevilla dardanoi</i> is an endemic species from the Brazilian semiarid region not studied by any phytochemical methods. In view of the medicinal potential of <i>Mandevilla</i> species, this study aimed to isolate new pregnane glycosides from <i>M. dardanoi</i>. To achieve this main goal, modern chromatography techniques were employed. Five new pregnane glycosides, dardanols A-E, were isolated from the roots of <i>M. dardanoi</i> by HPLC. Their structures were determined using extensive 1D and 2D-NMR and mass spectrometry (MS<sup>n</sup> and HRESIMS) data. The cytotoxicity and the anti-inflammatory potential of these compounds were evaluated. The first was evaluated by measuring proinflammatory cytokines and nitric oxide production by stimulated macrophages. Dardanols were able to inhibit the production of nitric oxide and reduce IL-1β and TNF-α. The current work demonstrates the chemodiversity of Brazilian semiarid species and contributes to amplifying knowledge about the biological potential of the <i>Mandevilla</i> genus. |
| first_indexed | 2024-03-09T23:01:26Z |
| format | Article |
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| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-09T23:01:26Z |
| publishDate | 2022-09-01 |
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| series | Molecules |
| spelling | doaj.art-cb78ab3044944548bef5cfa8f9797eb12023-11-23T18:02:22ZengMDPI AGMolecules1420-30492022-09-012718599210.3390/molecules27185992New Pregnane Glycosides from <i>Mandevilla dardanoi</i> and Their Anti-Inflammatory ActivityFrancisca S. V. Lins0Thalisson A. de Souza1Luiza C. F. Opretzka2Joanda P. R. e Silva3Laiane C. O. Pereira4Lucas S. Abreu5Anderson A. V. Pinheiro6George L. D. dos Santos7Yuri M. do Nascimento8José Iranildo Miranda de Melo9Raimundo Braz-Filho10Cristiane F. Villarreal11Marcelo S. da Silva12Josean F. Tavares13Postgraduate Program in Natural and Synthetic Bioactive Products, Federal University of Paraíba, João Pessoa 58051-90, Paraíba, BrazilPostgraduate Program in Natural and Synthetic Bioactive Products, Federal University of Paraíba, João Pessoa 58051-90, Paraíba, BrazilSchool of Pharmacy, Federal University of Bahia, Salvador 40170-115, Bahia, BrazilPostgraduate Program in Natural and Synthetic Bioactive Products, Federal University of Paraíba, João Pessoa 58051-90, Paraíba, BrazilPostgraduate Program in Natural and Synthetic Bioactive Products, Federal University of Paraíba, João Pessoa 58051-90, Paraíba, BrazilDepartment of Chemistry, Institute of Chemistry, Fluminense Federal University, Niterói 24020-150, Rio de Janeiro, BrazilPostgraduate Program in Natural and Synthetic Bioactive Products, Federal University of Paraíba, João Pessoa 58051-90, Paraíba, BrazilPostgraduate Program in Natural and Synthetic Bioactive Products, Federal University of Paraíba, João Pessoa 58051-90, Paraíba, BrazilPostgraduate Program in Natural and Synthetic Bioactive Products, Federal University of Paraíba, João Pessoa 58051-90, Paraíba, BrazilDepartment of Biology, Centre of Biological Sciences and Health, State University of Paraíba, Campina Grande 58429-500, Paraíba, BrazilDepartment of Chemistry, Institute of Chemistry, Federal Rural University of Rio de Janeiro, Seropédica 23851-970, Rio de Janeiro, BrazilSchool of Pharmacy, Federal University of Bahia, Salvador 40170-115, Bahia, BrazilPostgraduate Program in Natural and Synthetic Bioactive Products, Federal University of Paraíba, João Pessoa 58051-90, Paraíba, BrazilPostgraduate Program in Natural and Synthetic Bioactive Products, Federal University of Paraíba, João Pessoa 58051-90, Paraíba, Brazil<i>Mandevilla</i> Lindl. is an important genus of the Apocynaceae family, not only as ornamental plants but also for its medicinal uses. In Brazil, <i>Mandevilla</i> species are indicated to treat asthma and skin infections, their anti-inflammatory potential and wound healing properties are also reported in the literature. Concerning their chemical composition, this group of plants is a conspicuous producer of pregnane glycosides. <i>Mandevilla dardanoi</i> is an endemic species from the Brazilian semiarid region not studied by any phytochemical methods. In view of the medicinal potential of <i>Mandevilla</i> species, this study aimed to isolate new pregnane glycosides from <i>M. dardanoi</i>. To achieve this main goal, modern chromatography techniques were employed. Five new pregnane glycosides, dardanols A-E, were isolated from the roots of <i>M. dardanoi</i> by HPLC. Their structures were determined using extensive 1D and 2D-NMR and mass spectrometry (MS<sup>n</sup> and HRESIMS) data. The cytotoxicity and the anti-inflammatory potential of these compounds were evaluated. The first was evaluated by measuring proinflammatory cytokines and nitric oxide production by stimulated macrophages. Dardanols were able to inhibit the production of nitric oxide and reduce IL-1β and TNF-α. The current work demonstrates the chemodiversity of Brazilian semiarid species and contributes to amplifying knowledge about the biological potential of the <i>Mandevilla</i> genus.https://www.mdpi.com/1420-3049/27/18/5992<i>Mandevilla dardanoi</i>Apocynaceaepregnane glycosidesanti-inflammatory |
| spellingShingle | Francisca S. V. Lins Thalisson A. de Souza Luiza C. F. Opretzka Joanda P. R. e Silva Laiane C. O. Pereira Lucas S. Abreu Anderson A. V. Pinheiro George L. D. dos Santos Yuri M. do Nascimento José Iranildo Miranda de Melo Raimundo Braz-Filho Cristiane F. Villarreal Marcelo S. da Silva Josean F. Tavares New Pregnane Glycosides from <i>Mandevilla dardanoi</i> and Their Anti-Inflammatory Activity Molecules <i>Mandevilla dardanoi</i> Apocynaceae pregnane glycosides anti-inflammatory |
| title | New Pregnane Glycosides from <i>Mandevilla dardanoi</i> and Their Anti-Inflammatory Activity |
| title_full | New Pregnane Glycosides from <i>Mandevilla dardanoi</i> and Their Anti-Inflammatory Activity |
| title_fullStr | New Pregnane Glycosides from <i>Mandevilla dardanoi</i> and Their Anti-Inflammatory Activity |
| title_full_unstemmed | New Pregnane Glycosides from <i>Mandevilla dardanoi</i> and Their Anti-Inflammatory Activity |
| title_short | New Pregnane Glycosides from <i>Mandevilla dardanoi</i> and Their Anti-Inflammatory Activity |
| title_sort | new pregnane glycosides from i mandevilla dardanoi i and their anti inflammatory activity |
| topic | <i>Mandevilla dardanoi</i> Apocynaceae pregnane glycosides anti-inflammatory |
| url | https://www.mdpi.com/1420-3049/27/18/5992 |
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