Literature DB >> 33572682

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 Ascari1, Marcos Felipe Maciel Pereira1, Vinicius Monteiro Schaffka2, Domingos Sávio Nunes2, Cássia Gonçalves Magalhães2, Jânio Sousa Santos2, Daniel Granato3, Mariana Araújo Vieira do Carmo4, Luciana Azevedo4, Marcos Vinicio Lopes Rodrigues Archilha5, Dilamara Riva Scharf6.   

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.

Entities:  

Keywords:  Eugenia uniflora; cytotoxicity; oxidoselina-1,3,7(11)-trien-8-one; selina-1,3,7(11)-trien-8-one

Mesh：

Substances：

Year:  2021        PMID： 33572682      PMCID： PMC7867026          DOI： 10.3390/molecules26030740

Source DB:  PubMed          Journal:  Molecules        ISSN： 1420-3049            Impact factor:   4.411


  11 in total

1.  Chemical composition, antifungal activity and potential anti-virulence evaluation of the Eugenia uniflora essential oil against Candida spp.

Authors:  Joycy Francely Sampaio Dos Santos; Janaína Esmeraldo Rocha; Camila Fonseca Bezerra; Maria Karollyna do Nascimento Silva; Yedda Maria Lobo Soares de Matos; Thiago Sampaio de Freitas; Antonia Thassya Lucas Dos Santos; Rafael Pereira da Cruz; Antonio Júdson Targino Machado; Tigressa Helena Soares Rodrigues; Edy Sousa de Brito; Dédora Lima Sales; Waltécio de Oliveira Almeida; José Galberto Martins da Costa; Henrique Douglas Melo Coutinho; Maria Flaviana Bezerra Morais-Braga
Journal:  Food Chem       Date:  2018-04-12       Impact factor: 7.514

2.  Hydroalcoholic Myrciaria dubia (camu-camu) seed extracts prevent chromosome damage and act as antioxidant and cytotoxic agents.

Authors:  Mariana Araújo Vieira Do Carmo; Marina Fidelis; Carolina Girotto Pressete; Marcos José Marques; Angel Mauricio Castro-Gamero; Takao Myoda; Daniel Granato; Luciana Azevedo
Journal:  Food Res Int       Date:  2019-07-12       Impact factor: 6.475

Review 3.  Twenty-five years of total antioxidant capacity measurement of foods and biological fluids: merits and limitations.

Authors:  Nicoletta Pellegrini; Paola Vitaglione; Daniel Granato; Vincenzo Fogliano
Journal:  J Sci Food Agric       Date:  2019-02-08       Impact factor: 3.638

Review 4.  Prooxidant Activity of Polyphenols, Flavonoids, Anthocyanins and Carotenoids: Updated Review of Mechanisms and Catalyzing Metals.

Authors:  Samira Eghbaliferiz; Mehrdad Iranshahi
Journal:  Phytother Res       Date:  2016-05-30       Impact factor: 5.878

5.  Volatile constituents of Eugenia uniflora leaf oil.

Authors:  P Weyerstahl; H Marschall-Weyerstahl; C Christiansen; B O Oguntimein; A O Adeoye
Journal:  Planta Med       Date:  1988-12       Impact factor: 3.352

6.  In vitro antioxidant and antihypertensive compounds from camu-camu (Myrciaria dubia McVaugh, Myrtaceae) seed coat: A multivariate structure-activity study.

Authors:  Marina Fidelis; Jânio Sousa Santos; Graziela Bragueto Escher; Mariana Vieira do Carmo; Luciana Azevedo; Marcia Cristina da Silva; Predrag Putnik; Daniel Granato
Journal:  Food Chem Toxicol       Date:  2018-07-25       Impact factor: 6.023

7.  Composition, antioxidant capacity and cytotoxic activity of Eugenia uniflora L. chemotype-oils from the Amazon.

Authors:  Pablo Luis B Figueiredo; Laine C Pinto; Jamile S da Costa; Alberto Ray C da Silva; Rosa Helena V Mourão; Raquel C Montenegro; Joyce Kelly R da Silva; José Guilherme S Maia
Journal:  J Ethnopharmacol       Date:  2018-12-10       Impact factor: 4.360

8.  Efficient, highly enantioselective synthesis of selina-1,3, 7(11)-trien-8-one, a major component of the essential oil of Eugenia uniflora.

Authors:  A Kanazawa; A Patin; A E Greene
Journal:  J Nat Prod       Date:  2000-09       Impact factor: 4.050

9.  Chemical profiling of secondary metabolites of Eugenia uniflora and their antioxidant, anti-inflammatory, pain killing and anti-diabetic activities: A comprehensive approach.

Authors:  Mansour Sobeh; Mohamed El-Raey; Samar Rezq; Mohamed A O Abdelfattah; Ganna Petruk; Samir Osman; Assem M El-Shazly; Hesham A El-Beshbishy; Mona F Mahmoud; Michael Wink
Journal:  J Ethnopharmacol       Date:  2019-05-13       Impact factor: 4.360

10.  Involvement of serotoninergic and adrenergic systems on the antidepressant-like effect of E. uniflora L. leaves essential oil and further analysis of its antioxidant activity.

Authors:  Francine Novack Victoria; Arthur de Siqueira Brahm; Lucielli Savegnago; Eder João Lenardão
Journal:  Neurosci Lett       Date:  2013-04-10       Impact factor: 3.046
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