Four New Anthraquinones with Histone Deacetylase Inhibitory Activity from <i>Ventilago denticulata</i> Roots
Chromatographic separation of the crude extracts from the roots of <i>Ventilago denticulata</i> led to the isolation of four new anthraquinones, ventilanones L–O (<b>1</b>–<b>4</b>), together with eight known anthraquinones (<b>5</b>–<b>12</b&...
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2022-02-01
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author | Nattika Hangsamai Kanokwan Photai Thidathep Mahaamnart Somdej Kanokmedhakul Kwanjai Kanokmedhakul Thanaset Senawong Siripit Pitchuanchom Mongkol Nontakitticharoen |
author_facet | Nattika Hangsamai Kanokwan Photai Thidathep Mahaamnart Somdej Kanokmedhakul Kwanjai Kanokmedhakul Thanaset Senawong Siripit Pitchuanchom Mongkol Nontakitticharoen |
author_sort | Nattika Hangsamai |
collection | DOAJ |
description | Chromatographic separation of the crude extracts from the roots of <i>Ventilago denticulata</i> led to the isolation of four new anthraquinones, ventilanones L–O (<b>1</b>–<b>4</b>), together with eight known anthraquinones (<b>5</b>–<b>12</b>). Their structures were elucidated by spectroscopic methods (UV, IR, <sup>1</sup>H NMR, <sup>13</sup>C NMR, and 2D NMR) and mass spectrometry (MS), as well as comparison of their spectroscopic data with those reported in the literature. HDACs inhibitory activity evaluation resulted that compound <b>2</b> exhibited moderate antiproliferative activity against HeLa and A549 cell lines but nontoxic to normal cell. Molecular docking indicated the phenolic functionality of <b>2</b> plays crucial interactions with class II HDAC4 enzyme. |
first_indexed | 2024-03-09T23:26:43Z |
format | Article |
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institution | Directory Open Access Journal |
issn | 1420-3049 |
language | English |
last_indexed | 2024-03-09T23:26:43Z |
publishDate | 2022-02-01 |
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series | Molecules |
spelling | doaj.art-c1e9da8556874ed39c1cec3d67bc27102023-11-23T17:17:27ZengMDPI AGMolecules1420-30492022-02-01273108810.3390/molecules27031088Four New Anthraquinones with Histone Deacetylase Inhibitory Activity from <i>Ventilago denticulata</i> RootsNattika Hangsamai0Kanokwan Photai1Thidathep Mahaamnart2Somdej Kanokmedhakul3Kwanjai Kanokmedhakul4Thanaset Senawong5Siripit Pitchuanchom6Mongkol Nontakitticharoen7Natural Products Research Unit, Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Khon Kaen University, Khon Kaen 40002, ThailandNatural Products Research Unit, Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Khon Kaen University, Khon Kaen 40002, ThailandNatural Products Research Unit, Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Khon Kaen University, Khon Kaen 40002, ThailandNatural Products Research Unit, Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Khon Kaen University, Khon Kaen 40002, ThailandNatural Products Research Unit, Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Khon Kaen University, Khon Kaen 40002, ThailandNatural Products Research Unit, Department of Biochemistry, Faculty of Science, Khon Kaen University, Khon Kaen 40002, ThailandDepartment of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Mahasarakham University, Maha Sarakham 44150, ThailandNatural Products Research Unit, Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Khon Kaen University, Khon Kaen 40002, ThailandChromatographic separation of the crude extracts from the roots of <i>Ventilago denticulata</i> led to the isolation of four new anthraquinones, ventilanones L–O (<b>1</b>–<b>4</b>), together with eight known anthraquinones (<b>5</b>–<b>12</b>). Their structures were elucidated by spectroscopic methods (UV, IR, <sup>1</sup>H NMR, <sup>13</sup>C NMR, and 2D NMR) and mass spectrometry (MS), as well as comparison of their spectroscopic data with those reported in the literature. HDACs inhibitory activity evaluation resulted that compound <b>2</b> exhibited moderate antiproliferative activity against HeLa and A549 cell lines but nontoxic to normal cell. Molecular docking indicated the phenolic functionality of <b>2</b> plays crucial interactions with class II HDAC4 enzyme.https://www.mdpi.com/1420-3049/27/3/1088<i>Ventilago denticulata</i>anthraquinoneHDAC inhibitorcytotoxicity |
spellingShingle | Nattika Hangsamai Kanokwan Photai Thidathep Mahaamnart Somdej Kanokmedhakul Kwanjai Kanokmedhakul Thanaset Senawong Siripit Pitchuanchom Mongkol Nontakitticharoen Four New Anthraquinones with Histone Deacetylase Inhibitory Activity from <i>Ventilago denticulata</i> Roots Molecules <i>Ventilago denticulata</i> anthraquinone HDAC inhibitor cytotoxicity |
title | Four New Anthraquinones with Histone Deacetylase Inhibitory Activity from <i>Ventilago denticulata</i> Roots |
title_full | Four New Anthraquinones with Histone Deacetylase Inhibitory Activity from <i>Ventilago denticulata</i> Roots |
title_fullStr | Four New Anthraquinones with Histone Deacetylase Inhibitory Activity from <i>Ventilago denticulata</i> Roots |
title_full_unstemmed | Four New Anthraquinones with Histone Deacetylase Inhibitory Activity from <i>Ventilago denticulata</i> Roots |
title_short | Four New Anthraquinones with Histone Deacetylase Inhibitory Activity from <i>Ventilago denticulata</i> Roots |
title_sort | four new anthraquinones with histone deacetylase inhibitory activity from i ventilago denticulata i roots |
topic | <i>Ventilago denticulata</i> anthraquinone HDAC inhibitor cytotoxicity |
url | https://www.mdpi.com/1420-3049/27/3/1088 |
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