Selina-1,3,7(11)-trien-8-one and oxidoselina-1,3,7(11)-trien-8-one from eugenia uniflora 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

doi:10.3390/molecules26030740

Selina-1,3,7(11)-trien-8-one and oxidoselina-1,3,7(11)-trien-8-one from eugenia uniflora 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

Research output: Contribution to journal › Article › peer-review

Abstract

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.

Original language	English
Article number	740
Journal	Molecules
Volume	26
Issue number	3
DOIs	https://doi.org/10.3390/molecules26030740
Publication status	Published - Feb 2021
Externally published	Yes

Keywords

Cytotoxicity
Eugenia uniflora
Oxidoselina-1,3,7(11)-trien-8-one
selina-1,3,7(11)-trien-8-one

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.3390/molecules26030740

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Ascari, J., Felipe Maciel Pereira, M., Schaffka, V. M., Nunes, D. S., Magalhães, C. G., Santos, J. S., Granato, D., Do Carmo, M. A. V., Azevedo, L., Archilha, M. V. L. R., & Scharf, D. R. (2021). Selina-1,3,7(11)-trien-8-one and oxidoselina-1,3,7(11)-trien-8-one from eugenia uniflora leaf essential oil and their cytotoxic effects on human cell lines. Molecules, 26(3), Article 740. https://doi.org/10.3390/molecules26030740

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title = "Selina-1,3,7(11)-trien-8-one and oxidoselina-1,3,7(11)-trien-8-one from eugenia uniflora leaf essential oil and their cytotoxic effects on human cell lines",

abstract = "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.",

keywords = "Cytotoxicity, Eugenia uniflora, Oxidoselina-1,3,7(11)-trien-8-one, selina-1,3,7(11)-trien-8-one",

author = "Jociani Ascari and {Felipe Maciel Pereira}, Marcos and Schaffka, {Vinicius Monteiro} and Nunes, {Domingos S{\'a}vio} and Magalh{\~a}es, {C{\'a}ssia Gon{\c c}alves} and Santos, {J{\^a}nio Sousa} and Daniel Granato and {Do Carmo}, {Mariana Ara{\'u}jo Vieira} and Luciana Azevedo and Archilha, {Marcos Vinicio Lopes Rodrigues} and Scharf, {Dilamara Riva}",

note = "Publisher Copyright: {\textcopyright} 2021 by the authors. Licensee MDPI, Basel, Switzerland.",

year = "2021",

month = feb,

doi = "10.3390/molecules26030740",

language = "English",

volume = "26",

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Ascari, J, Felipe Maciel Pereira, M, Schaffka, VM, Nunes, DS, Magalhães, CG, Santos, JS, Granato, D, Do Carmo, MAV, Azevedo, L, Archilha, MVLR & Scharf, DR 2021, 'Selina-1,3,7(11)-trien-8-one and oxidoselina-1,3,7(11)-trien-8-one from eugenia uniflora leaf essential oil and their cytotoxic effects on human cell lines', Molecules, vol. 26, no. 3, 740. https://doi.org/10.3390/molecules26030740

TY - JOUR

T1 - Selina-1,3,7(11)-trien-8-one and oxidoselina-1,3,7(11)-trien-8-one from eugenia uniflora leaf essential oil and their cytotoxic effects on human cell lines

AU - Ascari, Jociani

AU - Felipe Maciel Pereira, Marcos

AU - Schaffka, Vinicius Monteiro

AU - Nunes, Domingos Sávio

AU - Magalhães, Cássia Gonçalves

AU - Santos, Jânio Sousa

AU - Granato, Daniel

AU - Do Carmo, Mariana Araújo Vieira

AU - Azevedo, Luciana

AU - Archilha, Marcos Vinicio Lopes Rodrigues

AU - Scharf, Dilamara Riva

PY - 2021/2

Y1 - 2021/2

N2 - 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.

AB - 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.

KW - Cytotoxicity

KW - Eugenia uniflora

KW - Oxidoselina-1,3,7(11)-trien-8-one

KW - selina-1,3,7(11)-trien-8-one

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U2 - 10.3390/molecules26030740

DO - 10.3390/molecules26030740

M3 - Article

C2 - 33572682

AN - SCOPUS:85101432678

SN - 1420-3049

VL - 26

JO - Molecules

JF - Molecules

IS - 3

M1 - 740

ER -

Selina-1,3,7(11)-trien-8-one and oxidoselina-1,3,7(11)-trien-8-one from eugenia uniflora leaf essential oil and their cytotoxic effects on human cell lines

Abstract

Keywords

UN SDGs

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