Selina-1,3,7(11)-trien-8-one and Oxidoselina-1,3,7(11)-trien-8-one from <i>Eugenia uniflora</i> Leaf Essential Oil and Their Cytotoxic Effects on Human Cell Lines
The sesquiterpenes selina-1,3,7(11)-trien-8-one and oxidoselina-1,3,7(11)-trien-8-one were isolated from the essential oil of <i>Eugenia uniflora</i> L. leaves. The structures were elucidated using spectrometric methods (UV, GC–MS, NMR, and specific optical rotation). The relationship be...
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| Format: | Article |
| Language: | English |
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MDPI AG
2021-01-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/26/3/740 |
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| author | Jociani Ascari Marcos Felipe Maciel Pereira Vinicius Monteiro Schaffka Domingos Sávio Nunes Cássia Gonçalves Magalhães Jânio Sousa Santos Daniel Granato Mariana Araújo Vieira do Carmo Luciana Azevedo Marcos Vinicio Lopes Rodrigues Archilha Dilamara Riva Scharf |
| author_facet | Jociani Ascari Marcos Felipe Maciel Pereira Vinicius Monteiro Schaffka Domingos Sávio Nunes Cássia Gonçalves Magalhães Jânio Sousa Santos Daniel Granato Mariana Araújo Vieira do Carmo Luciana Azevedo Marcos Vinicio Lopes Rodrigues Archilha Dilamara Riva Scharf |
| author_sort | Jociani Ascari |
| collection | DOAJ |
| description | The sesquiterpenes selina-1,3,7(11)-trien-8-one and oxidoselina-1,3,7(11)-trien-8-one were isolated from the essential oil of <i>Eugenia uniflora</i> L. leaves. The structures were elucidated using spectrometric methods (UV, GC–MS, NMR, and specific optical rotation). The relationship between antioxidant activity, as determined by DPPH assay, and the cytotoxic effect was evaluated using tumor cells, namely lung adenocarcinoma epithelial cells (A549) and human hepatoma carcinoma cells (HepG2), as well as a model of normal human lung fibroblast cells (IMR90). Both compounds did not show prominent free-radical scavenging activity according to DPPH assay, and did not inhibit lipid peroxidation in Wistar rat brain homogenate. The isolated compounds showed pro-oxidative effects and cytotoxicity in relation to the IMR90 cell line. |
| first_indexed | 2024-03-09T06:18:21Z |
| format | Article |
| id | doaj.art-fcb3d7bdfdac4f8a98b08b70e6f1e851 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-09T06:18:21Z |
| publishDate | 2021-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-fcb3d7bdfdac4f8a98b08b70e6f1e8512023-12-03T11:51:21ZengMDPI AGMolecules1420-30492021-01-0126374010.3390/molecules26030740Selina-1,3,7(11)-trien-8-one and Oxidoselina-1,3,7(11)-trien-8-one from <i>Eugenia uniflora</i> Leaf Essential Oil and Their Cytotoxic Effects on Human Cell LinesJociani Ascari0Marcos Felipe Maciel Pereira1Vinicius Monteiro Schaffka2Domingos Sávio Nunes3Cássia Gonçalves Magalhães4Jânio Sousa Santos5Daniel Granato6Mariana Araújo Vieira do Carmo7Luciana Azevedo8Marcos Vinicio Lopes Rodrigues Archilha9Dilamara Riva Scharf10Department of Biology, Federal Technological University of Paraná, 85892-000 Santa Helena, PR, BrazilDepartment of Biology, Federal Technological University of Paraná, 85892-000 Santa Helena, PR, BrazilDepartment of Chemistry, State University of Ponta Grossa, 84030-900 Ponta Grossa, PR, BrazilDepartment of Chemistry, State University of Ponta Grossa, 84030-900 Ponta Grossa, PR, BrazilDepartment of Chemistry, State University of Ponta Grossa, 84030-900 Ponta Grossa, PR, BrazilDepartment of Chemistry, State University of Ponta Grossa, 84030-900 Ponta Grossa, PR, BrazilFood Processing and Quality, Natural Resources Institute Finland (Luke), FI-02150 Espoo, FinlandNutrition Faculty, Federal University of Alfenas, 37130-000 Alfenas, MG, BrazilNutrition Faculty, Federal University of Alfenas, 37130-000 Alfenas, MG, BrazilInstitute of Chemistry, University of São Paulo, 05508-000 São Paulo, SP, BrazilDepartment of Chemical Engineering, Regional University of Blumenau Foundation, 89030-000 Blumenau, SC, BrazilThe sesquiterpenes selina-1,3,7(11)-trien-8-one and oxidoselina-1,3,7(11)-trien-8-one were isolated from the essential oil of <i>Eugenia uniflora</i> L. leaves. The structures were elucidated using spectrometric methods (UV, GC–MS, NMR, and specific optical rotation). The relationship between antioxidant activity, as determined by DPPH assay, and the cytotoxic effect was evaluated using tumor cells, namely lung adenocarcinoma epithelial cells (A549) and human hepatoma carcinoma cells (HepG2), as well as a model of normal human lung fibroblast cells (IMR90). Both compounds did not show prominent free-radical scavenging activity according to DPPH assay, and did not inhibit lipid peroxidation in Wistar rat brain homogenate. The isolated compounds showed pro-oxidative effects and cytotoxicity in relation to the IMR90 cell line.https://www.mdpi.com/1420-3049/26/3/740<i>Eugenia uniflora</i>selina-1,3,7(11)-trien-8-oneoxidoselina-1,3,7(11)-trien-8-onecytotoxicity |
| spellingShingle | Jociani Ascari Marcos Felipe Maciel Pereira Vinicius Monteiro Schaffka Domingos Sávio Nunes Cássia Gonçalves Magalhães Jânio Sousa Santos Daniel Granato Mariana Araújo Vieira do Carmo Luciana Azevedo Marcos Vinicio Lopes Rodrigues Archilha Dilamara Riva Scharf Selina-1,3,7(11)-trien-8-one and Oxidoselina-1,3,7(11)-trien-8-one from <i>Eugenia uniflora</i> Leaf Essential Oil and Their Cytotoxic Effects on Human Cell Lines Molecules <i>Eugenia uniflora</i> selina-1,3,7(11)-trien-8-one oxidoselina-1,3,7(11)-trien-8-one cytotoxicity |
| title | Selina-1,3,7(11)-trien-8-one and Oxidoselina-1,3,7(11)-trien-8-one from <i>Eugenia uniflora</i> Leaf Essential Oil and Their Cytotoxic Effects on Human Cell Lines |
| title_full | Selina-1,3,7(11)-trien-8-one and Oxidoselina-1,3,7(11)-trien-8-one from <i>Eugenia uniflora</i> Leaf Essential Oil and Their Cytotoxic Effects on Human Cell Lines |
| title_fullStr | Selina-1,3,7(11)-trien-8-one and Oxidoselina-1,3,7(11)-trien-8-one from <i>Eugenia uniflora</i> Leaf Essential Oil and Their Cytotoxic Effects on Human Cell Lines |
| title_full_unstemmed | Selina-1,3,7(11)-trien-8-one and Oxidoselina-1,3,7(11)-trien-8-one from <i>Eugenia uniflora</i> Leaf Essential Oil and Their Cytotoxic Effects on Human Cell Lines |
| title_short | Selina-1,3,7(11)-trien-8-one and Oxidoselina-1,3,7(11)-trien-8-one from <i>Eugenia uniflora</i> Leaf Essential Oil and Their Cytotoxic Effects on Human Cell Lines |
| title_sort | selina 1 3 7 11 trien 8 one and oxidoselina 1 3 7 11 trien 8 one from i eugenia uniflora i leaf essential oil and their cytotoxic effects on human cell lines |
| topic | <i>Eugenia uniflora</i> selina-1,3,7(11)-trien-8-one oxidoselina-1,3,7(11)-trien-8-one cytotoxicity |
| url | https://www.mdpi.com/1420-3049/26/3/740 |
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