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Newly Synthesized Thymol Derivative and Its Effect on Colorectal Cancer Cells

Thymol affects various types of tumor cell lines, including colorectal cancer cells. However, the hydrophobic properties of thymol prevent its wider use. Therefore, new derivatives (acetic acid thymol ester, thymol β-D-glucoside) have been synthesized with respect to hydrophilic properties. The cyto...

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Autores principales: Blažíčková, Michaela, Blaško, Jaroslav, Kubinec, Róbert, Kozics, Katarína
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9103784/
https://www.ncbi.nlm.nih.gov/pubmed/35565973
http://dx.doi.org/10.3390/molecules27092622
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author Blažíčková, Michaela
Blaško, Jaroslav
Kubinec, Róbert
Kozics, Katarína
author_facet Blažíčková, Michaela
Blaško, Jaroslav
Kubinec, Róbert
Kozics, Katarína
author_sort Blažíčková, Michaela
collection PubMed
description Thymol affects various types of tumor cell lines, including colorectal cancer cells. However, the hydrophobic properties of thymol prevent its wider use. Therefore, new derivatives (acetic acid thymol ester, thymol β-D-glucoside) have been synthesized with respect to hydrophilic properties. The cytotoxic effect of the new derivatives on the colorectal cancer cell lines HT-29 and HCT-116 was assessed via MTT assay. The genotoxic effect was determined by comet assay and micronucleus analysis. ROS production was evaluated using ROS-Glo™ H(2)O(2) Assay. We confirmed that one of the thymol derivatives (acetic acid thymol ester) has the potential to have a cyto/genotoxic effect on colorectal cancer cells, even at much lower (IC(50)~0.08 μg/mL) concentrations than standard thymol (IC(50)~60 μg/mL) after 24 h of treatment. On the other side, the genotoxic effect of the second studied derivative—thymol β-D-glucoside was observed at a concentration of about 1000 μg/mL. The antiproliferative effect of studied derivatives of thymol on the colorectal cancer cell lines was found to be both dose- and time-dependent at 100 h. Moreover, thymol derivative-treated cells did not show any significantly increased rate of micronuclei formation. New derivatives of thymol significantly increased ROS production too. The results confirmed that the effect of the derivative on tumor cells depends on its chemical structure, but further detailed research is needed. However, thymol and its derivatives have great potential in the prevention and treatment of colorectal cancer, which remains one of the most common cancers in the world.
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spelling pubmed-91037842022-05-14 Newly Synthesized Thymol Derivative and Its Effect on Colorectal Cancer Cells Blažíčková, Michaela Blaško, Jaroslav Kubinec, Róbert Kozics, Katarína Molecules Article Thymol affects various types of tumor cell lines, including colorectal cancer cells. However, the hydrophobic properties of thymol prevent its wider use. Therefore, new derivatives (acetic acid thymol ester, thymol β-D-glucoside) have been synthesized with respect to hydrophilic properties. The cytotoxic effect of the new derivatives on the colorectal cancer cell lines HT-29 and HCT-116 was assessed via MTT assay. The genotoxic effect was determined by comet assay and micronucleus analysis. ROS production was evaluated using ROS-Glo™ H(2)O(2) Assay. We confirmed that one of the thymol derivatives (acetic acid thymol ester) has the potential to have a cyto/genotoxic effect on colorectal cancer cells, even at much lower (IC(50)~0.08 μg/mL) concentrations than standard thymol (IC(50)~60 μg/mL) after 24 h of treatment. On the other side, the genotoxic effect of the second studied derivative—thymol β-D-glucoside was observed at a concentration of about 1000 μg/mL. The antiproliferative effect of studied derivatives of thymol on the colorectal cancer cell lines was found to be both dose- and time-dependent at 100 h. Moreover, thymol derivative-treated cells did not show any significantly increased rate of micronuclei formation. New derivatives of thymol significantly increased ROS production too. The results confirmed that the effect of the derivative on tumor cells depends on its chemical structure, but further detailed research is needed. However, thymol and its derivatives have great potential in the prevention and treatment of colorectal cancer, which remains one of the most common cancers in the world. MDPI 2022-04-19 /pmc/articles/PMC9103784/ /pubmed/35565973 http://dx.doi.org/10.3390/molecules27092622 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/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 (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Blažíčková, Michaela
Blaško, Jaroslav
Kubinec, Róbert
Kozics, Katarína
Newly Synthesized Thymol Derivative and Its Effect on Colorectal Cancer Cells
title Newly Synthesized Thymol Derivative and Its Effect on Colorectal Cancer Cells
title_full Newly Synthesized Thymol Derivative and Its Effect on Colorectal Cancer Cells
title_fullStr Newly Synthesized Thymol Derivative and Its Effect on Colorectal Cancer Cells
title_full_unstemmed Newly Synthesized Thymol Derivative and Its Effect on Colorectal Cancer Cells
title_short Newly Synthesized Thymol Derivative and Its Effect on Colorectal Cancer Cells
title_sort newly synthesized thymol derivative and its effect on colorectal cancer cells
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9103784/
https://www.ncbi.nlm.nih.gov/pubmed/35565973
http://dx.doi.org/10.3390/molecules27092622
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