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Green synthesis of coumarin derivatives using Brønsted acidic pyridinium based ionic liquid [MBSPy][HSO(4)] to control an opportunistic human and a devastating plant pathogenic fungus Macrophomina phaseolina
An eco-friendly simple protocol has been devised for the preparation of coumarin derivatives using doubly Brønsted acidic task specific ionic liquid (TSIL) as a catalyst. Solvent-free conditions were employed for the reaction of different substituted phenols with β-ketoester in TSIL to produce corre...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9400593/ https://www.ncbi.nlm.nih.gov/pubmed/36093243 http://dx.doi.org/10.1039/d2ra03774b |
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author | Uroos, Maliha Javaid, Arshad Bashir, Amina Tariq, Javaria Khan, Iqra Haider Naz, Sadia Fatima, Sameeta Sultan, Misbah |
author_facet | Uroos, Maliha Javaid, Arshad Bashir, Amina Tariq, Javaria Khan, Iqra Haider Naz, Sadia Fatima, Sameeta Sultan, Misbah |
author_sort | Uroos, Maliha |
collection | PubMed |
description | An eco-friendly simple protocol has been devised for the preparation of coumarin derivatives using doubly Brønsted acidic task specific ionic liquid (TSIL) as a catalyst. Solvent-free conditions were employed for the reaction of different substituted phenols with β-ketoester in TSIL to produce corresponding substituted coumarin derivatives in good to excellent yields at ambient conditions; at room temperature and with reduced reaction times. The ionic liquid catalyst can be recycled and reused up to five times. All the synthesized coumarins were evaluated for their antifungal activities against Macrophomina phaseolina, a plant as well as an opportunistic human pathogenic fungus affecting more than 500 plant species worldwide and with no registered commercial fungicide available against it, to date. Amongst all the coumarins tested, compounds 3f and 3i showed excellent antifungal activity comparable to reference fungicide mancozeb. The current methodology provides an easy and expedient way to access the coumarin core in search of potential fungicides for sustainable agriculture. |
format | Online Article Text |
id | pubmed-9400593 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-94005932022-09-08 Green synthesis of coumarin derivatives using Brønsted acidic pyridinium based ionic liquid [MBSPy][HSO(4)] to control an opportunistic human and a devastating plant pathogenic fungus Macrophomina phaseolina Uroos, Maliha Javaid, Arshad Bashir, Amina Tariq, Javaria Khan, Iqra Haider Naz, Sadia Fatima, Sameeta Sultan, Misbah RSC Adv Chemistry An eco-friendly simple protocol has been devised for the preparation of coumarin derivatives using doubly Brønsted acidic task specific ionic liquid (TSIL) as a catalyst. Solvent-free conditions were employed for the reaction of different substituted phenols with β-ketoester in TSIL to produce corresponding substituted coumarin derivatives in good to excellent yields at ambient conditions; at room temperature and with reduced reaction times. The ionic liquid catalyst can be recycled and reused up to five times. All the synthesized coumarins were evaluated for their antifungal activities against Macrophomina phaseolina, a plant as well as an opportunistic human pathogenic fungus affecting more than 500 plant species worldwide and with no registered commercial fungicide available against it, to date. Amongst all the coumarins tested, compounds 3f and 3i showed excellent antifungal activity comparable to reference fungicide mancozeb. The current methodology provides an easy and expedient way to access the coumarin core in search of potential fungicides for sustainable agriculture. The Royal Society of Chemistry 2022-08-24 /pmc/articles/PMC9400593/ /pubmed/36093243 http://dx.doi.org/10.1039/d2ra03774b Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Uroos, Maliha Javaid, Arshad Bashir, Amina Tariq, Javaria Khan, Iqra Haider Naz, Sadia Fatima, Sameeta Sultan, Misbah Green synthesis of coumarin derivatives using Brønsted acidic pyridinium based ionic liquid [MBSPy][HSO(4)] to control an opportunistic human and a devastating plant pathogenic fungus Macrophomina phaseolina |
title | Green synthesis of coumarin derivatives using Brønsted acidic pyridinium based ionic liquid [MBSPy][HSO(4)] to control an opportunistic human and a devastating plant pathogenic fungus Macrophomina phaseolina |
title_full | Green synthesis of coumarin derivatives using Brønsted acidic pyridinium based ionic liquid [MBSPy][HSO(4)] to control an opportunistic human and a devastating plant pathogenic fungus Macrophomina phaseolina |
title_fullStr | Green synthesis of coumarin derivatives using Brønsted acidic pyridinium based ionic liquid [MBSPy][HSO(4)] to control an opportunistic human and a devastating plant pathogenic fungus Macrophomina phaseolina |
title_full_unstemmed | Green synthesis of coumarin derivatives using Brønsted acidic pyridinium based ionic liquid [MBSPy][HSO(4)] to control an opportunistic human and a devastating plant pathogenic fungus Macrophomina phaseolina |
title_short | Green synthesis of coumarin derivatives using Brønsted acidic pyridinium based ionic liquid [MBSPy][HSO(4)] to control an opportunistic human and a devastating plant pathogenic fungus Macrophomina phaseolina |
title_sort | green synthesis of coumarin derivatives using brønsted acidic pyridinium based ionic liquid [mbspy][hso(4)] to control an opportunistic human and a devastating plant pathogenic fungus macrophomina phaseolina |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9400593/ https://www.ncbi.nlm.nih.gov/pubmed/36093243 http://dx.doi.org/10.1039/d2ra03774b |
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