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
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
Affiliations
Jociani Ascari
Department of Biology, Federal Technological University of Paraná, 85892-000 Santa Helena, PR, Brazil
Marcos Felipe Maciel Pereira
Department of Biology, Federal Technological University of Paraná, 85892-000 Santa Helena, PR, Brazil
Vinicius Monteiro Schaffka
Department of Chemistry, State University of Ponta Grossa, 84030-900 Ponta Grossa, PR, Brazil
Domingos Sávio Nunes
Department of Chemistry, State University of Ponta Grossa, 84030-900 Ponta Grossa, PR, Brazil
Cássia Gonçalves Magalhães
Department of Chemistry, State University of Ponta Grossa, 84030-900 Ponta Grossa, PR, Brazil
Jânio Sousa Santos
Department of Chemistry, State University of Ponta Grossa, 84030-900 Ponta Grossa, PR, Brazil
Daniel Granato
Food Processing and Quality, Natural Resources Institute Finland (Luke), FI-02150 Espoo, Finland
Mariana Araújo Vieira do Carmo
Nutrition Faculty, Federal University of Alfenas, 37130-000 Alfenas, MG, Brazil
Luciana Azevedo
Nutrition Faculty, Federal University of Alfenas, 37130-000 Alfenas, MG, Brazil
Marcos Vinicio Lopes Rodrigues Archilha
Institute of Chemistry, University of São Paulo, 05508-000 São Paulo, SP, Brazil
Dilamara Riva Scharf
Department of Chemical Engineering, Regional University of Blumenau Foundation, 89030-000 Blumenau, SC, Brazil
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 Eugenia uniflora 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.
