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Cytotoxicity of the Essential Oil of Fennel (Foeniculum vulgare) from Tajikistan

The essential oil of fennel (Foeniculum vulgare) is rich in lipophilic secondary metabolites, which can easily cross cell membranes by free diffusion. Several constituents of the oil carry reactive carbonyl groups in their ring structures. Carbonyl groups can react with amino groups of amino acid re...

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Autores principales: Sharopov, Farukh, Valiev, Abdujabbor, Satyal, Prabodh, Gulmurodov, Isomiddin, Yusufi, Salomudin, Setzer, William N., Wink, Michael
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5615285/
https://www.ncbi.nlm.nih.gov/pubmed/28846628
http://dx.doi.org/10.3390/foods6090073
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author Sharopov, Farukh
Valiev, Abdujabbor
Satyal, Prabodh
Gulmurodov, Isomiddin
Yusufi, Salomudin
Setzer, William N.
Wink, Michael
author_facet Sharopov, Farukh
Valiev, Abdujabbor
Satyal, Prabodh
Gulmurodov, Isomiddin
Yusufi, Salomudin
Setzer, William N.
Wink, Michael
author_sort Sharopov, Farukh
collection PubMed
description The essential oil of fennel (Foeniculum vulgare) is rich in lipophilic secondary metabolites, which can easily cross cell membranes by free diffusion. Several constituents of the oil carry reactive carbonyl groups in their ring structures. Carbonyl groups can react with amino groups of amino acid residues in proteins or in nucleotides of DNA to form Schiff’s bases. Fennel essential oil is rich in anise aldehyde, which should interfere with molecular targets in cells. The aim of the present study was to investigate the chemical composition of the essential oil of fennel growing in Tajikistan. Gas chromatographic-mass spectrometric analysis revealed that the main components of F. vulgare oil were trans-anethole (36.8%); α-ethyl-p-methoxy-benzyl alcohol (9.1%); p-anisaldehyde (7.7%); carvone (4.9%); 1-phenyl-penta-2,4-diyne (4.8%) and fenchyl butanoate (4.2%). The oil exhibited moderate antioxidant activities. The potential cytotoxic activity was studied against HeLa (human cervical cancer), Caco-2 (human colorectal adenocarcinoma), MCF-7 (human breast adenocarcinoma), CCRF-CEM (human T lymphoblast leukaemia) and CEM/ADR5000 (adriamycin resistant leukaemia) cancer cell lines; IC(50) values were between 30–210 mg L(−1) and thus exhibited low cytotoxicity as compared to cytotoxic reference compounds.
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spelling pubmed-56152852017-09-28 Cytotoxicity of the Essential Oil of Fennel (Foeniculum vulgare) from Tajikistan Sharopov, Farukh Valiev, Abdujabbor Satyal, Prabodh Gulmurodov, Isomiddin Yusufi, Salomudin Setzer, William N. Wink, Michael Foods Article The essential oil of fennel (Foeniculum vulgare) is rich in lipophilic secondary metabolites, which can easily cross cell membranes by free diffusion. Several constituents of the oil carry reactive carbonyl groups in their ring structures. Carbonyl groups can react with amino groups of amino acid residues in proteins or in nucleotides of DNA to form Schiff’s bases. Fennel essential oil is rich in anise aldehyde, which should interfere with molecular targets in cells. The aim of the present study was to investigate the chemical composition of the essential oil of fennel growing in Tajikistan. Gas chromatographic-mass spectrometric analysis revealed that the main components of F. vulgare oil were trans-anethole (36.8%); α-ethyl-p-methoxy-benzyl alcohol (9.1%); p-anisaldehyde (7.7%); carvone (4.9%); 1-phenyl-penta-2,4-diyne (4.8%) and fenchyl butanoate (4.2%). The oil exhibited moderate antioxidant activities. The potential cytotoxic activity was studied against HeLa (human cervical cancer), Caco-2 (human colorectal adenocarcinoma), MCF-7 (human breast adenocarcinoma), CCRF-CEM (human T lymphoblast leukaemia) and CEM/ADR5000 (adriamycin resistant leukaemia) cancer cell lines; IC(50) values were between 30–210 mg L(−1) and thus exhibited low cytotoxicity as compared to cytotoxic reference compounds. MDPI 2017-08-28 /pmc/articles/PMC5615285/ /pubmed/28846628 http://dx.doi.org/10.3390/foods6090073 Text en © 2017 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Sharopov, Farukh
Valiev, Abdujabbor
Satyal, Prabodh
Gulmurodov, Isomiddin
Yusufi, Salomudin
Setzer, William N.
Wink, Michael
Cytotoxicity of the Essential Oil of Fennel (Foeniculum vulgare) from Tajikistan
title Cytotoxicity of the Essential Oil of Fennel (Foeniculum vulgare) from Tajikistan
title_full Cytotoxicity of the Essential Oil of Fennel (Foeniculum vulgare) from Tajikistan
title_fullStr Cytotoxicity of the Essential Oil of Fennel (Foeniculum vulgare) from Tajikistan
title_full_unstemmed Cytotoxicity of the Essential Oil of Fennel (Foeniculum vulgare) from Tajikistan
title_short Cytotoxicity of the Essential Oil of Fennel (Foeniculum vulgare) from Tajikistan
title_sort cytotoxicity of the essential oil of fennel (foeniculum vulgare) from tajikistan
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5615285/
https://www.ncbi.nlm.nih.gov/pubmed/28846628
http://dx.doi.org/10.3390/foods6090073
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