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Synthesis and in vitro assay of hydroxyxanthones as antioxidant and anticancer agents
In the present work, three hydroxyxanthones were synthesized in 11.15–33.42% yield from 2,6-dihydroxybenzoic acid as the starting material. The chemical structures of prepared hydroxyxanthones have been elucidated by using spectroscopic techniques. Afterward, the hydroxyxanthones were evaluated as a...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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Nature Publishing Group UK
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8795354/ https://www.ncbi.nlm.nih.gov/pubmed/35087149 http://dx.doi.org/10.1038/s41598-022-05573-5 |
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author | Fatmasari, Nela Kurniawan, Yehezkiel Steven Jumina, Jumina Anwar, Chairil Priastomo, Yoga Pranowo, Harno Dwi Zulkarnain, Abdul Karim Sholikhah, Eti Nurwening |
author_facet | Fatmasari, Nela Kurniawan, Yehezkiel Steven Jumina, Jumina Anwar, Chairil Priastomo, Yoga Pranowo, Harno Dwi Zulkarnain, Abdul Karim Sholikhah, Eti Nurwening |
author_sort | Fatmasari, Nela |
collection | PubMed |
description | In the present work, three hydroxyxanthones were synthesized in 11.15–33.42% yield from 2,6-dihydroxybenzoic acid as the starting material. The chemical structures of prepared hydroxyxanthones have been elucidated by using spectroscopic techniques. Afterward, the hydroxyxanthones were evaluated as antioxidant agents through radical scavenging assay; and anticancer agents through in vitro assays against WiDr, MCF-7, and HeLa cancer cell lines. Hydroxyxanthone 3b was categorized as a strong antioxidant agent (IC(50) = 349 ± 68 µM), while the other compounds were categorized as moderate antioxidant agents (IC(50) > 500 µM). On the other hand, hydroxyxanthone 3a exhibited the highest anticancer activity (IC(50) = 184 ± 15 µM) and the highest selectivity (SI = 18.42) against MCF-7 cancer cells. From the molecular docking study, it was found that hydroxyxanthone 3a interacted with the active sites of Topoisomerase II protein through Hydrogen bonding with DG13 and π–π stacking interactions with DA12 and DC8. These findings revealed that hydroxyxanthones are potential candidates to be developed as antioxidant and anticancer agents in the future. |
format | Online Article Text |
id | pubmed-8795354 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | Nature Publishing Group UK |
record_format | MEDLINE/PubMed |
spelling | pubmed-87953542022-01-28 Synthesis and in vitro assay of hydroxyxanthones as antioxidant and anticancer agents Fatmasari, Nela Kurniawan, Yehezkiel Steven Jumina, Jumina Anwar, Chairil Priastomo, Yoga Pranowo, Harno Dwi Zulkarnain, Abdul Karim Sholikhah, Eti Nurwening Sci Rep Article In the present work, three hydroxyxanthones were synthesized in 11.15–33.42% yield from 2,6-dihydroxybenzoic acid as the starting material. The chemical structures of prepared hydroxyxanthones have been elucidated by using spectroscopic techniques. Afterward, the hydroxyxanthones were evaluated as antioxidant agents through radical scavenging assay; and anticancer agents through in vitro assays against WiDr, MCF-7, and HeLa cancer cell lines. Hydroxyxanthone 3b was categorized as a strong antioxidant agent (IC(50) = 349 ± 68 µM), while the other compounds were categorized as moderate antioxidant agents (IC(50) > 500 µM). On the other hand, hydroxyxanthone 3a exhibited the highest anticancer activity (IC(50) = 184 ± 15 µM) and the highest selectivity (SI = 18.42) against MCF-7 cancer cells. From the molecular docking study, it was found that hydroxyxanthone 3a interacted with the active sites of Topoisomerase II protein through Hydrogen bonding with DG13 and π–π stacking interactions with DA12 and DC8. These findings revealed that hydroxyxanthones are potential candidates to be developed as antioxidant and anticancer agents in the future. Nature Publishing Group UK 2022-01-27 /pmc/articles/PMC8795354/ /pubmed/35087149 http://dx.doi.org/10.1038/s41598-022-05573-5 Text en © The Author(s) 2022 https://creativecommons.org/licenses/by/4.0/Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons licence, and indicate if changes were made. The images or other third party material in this article are included in the article's Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article's Creative Commons licence and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this licence, visit http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) . |
spellingShingle | Article Fatmasari, Nela Kurniawan, Yehezkiel Steven Jumina, Jumina Anwar, Chairil Priastomo, Yoga Pranowo, Harno Dwi Zulkarnain, Abdul Karim Sholikhah, Eti Nurwening Synthesis and in vitro assay of hydroxyxanthones as antioxidant and anticancer agents |
title | Synthesis and in vitro assay of hydroxyxanthones as antioxidant and anticancer agents |
title_full | Synthesis and in vitro assay of hydroxyxanthones as antioxidant and anticancer agents |
title_fullStr | Synthesis and in vitro assay of hydroxyxanthones as antioxidant and anticancer agents |
title_full_unstemmed | Synthesis and in vitro assay of hydroxyxanthones as antioxidant and anticancer agents |
title_short | Synthesis and in vitro assay of hydroxyxanthones as antioxidant and anticancer agents |
title_sort | synthesis and in vitro assay of hydroxyxanthones as antioxidant and anticancer agents |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8795354/ https://www.ncbi.nlm.nih.gov/pubmed/35087149 http://dx.doi.org/10.1038/s41598-022-05573-5 |
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