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. 2021 Jan 31;26(3):740. doi: 10.3390/molecules26030740.

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

MeSH terms

  • Antineoplastic Agents / pharmacology*
  • Antioxidants / pharmacology*
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Eugenia / chemistry*
  • Humans
  • Naphthalenes / pharmacology*
  • Oils, Volatile / chemistry*
  • Plant Leaves / chemistry*
  • Sesquiterpenes / pharmacology*

Substances

  • Antineoplastic Agents
  • Antioxidants
  • Naphthalenes
  • Oils, Volatile
  • Sesquiterpenes
  • oxidoselina-1,3,7(11)-trien-8-one
  • selina-1,3,7(11)-trien-8-one