Novel Coumarin 7-Carboxamide/Sulfonamide Derivatives as Potential Fungicidal Agents: Design, Synthesis, and Biological Evaluation
Coumarin compounds have a variety of biological activities such as anti-tumor, anti-coagulation, anti-HIV, anti-fungal, and insecticidal. Amide and sulfonamide compounds have been used as fungicides for half a century, and dozens of varieties have been developed so far. This study focused on the int...
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MDPI AG
2022-10-01
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Series: | Molecules |
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Online Access: | https://www.mdpi.com/1420-3049/27/20/6904 |
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author | Shu-Guang Zhang Yu-Qiang Wan Ya Wen Wei-Hua Zhang |
author_facet | Shu-Guang Zhang Yu-Qiang Wan Ya Wen Wei-Hua Zhang |
author_sort | Shu-Guang Zhang |
collection | DOAJ |
description | Coumarin compounds have a variety of biological activities such as anti-tumor, anti-coagulation, anti-HIV, anti-fungal, and insecticidal. Amide and sulfonamide compounds have been used as fungicides for half a century, and dozens of varieties have been developed so far. This study focused on the introduction of carboxamide and sulfonamide moieties in a coumarin core to discover novel derivatives. Based on this strategy, we synthesized two series of novel carboxamide and sulfonamide substituted coumarin derivatives, and their fungicidal activity was also investigated. Some designed compounds possessed potential activities against six phytopathogenic fungi in the primary assays, highlighted by compound <b>6r</b>. Compound <b>6r</b> exhibited stronger fungicidal activity against <i>Botrytis cinerea</i> (EC<sub>50</sub> = 20.52 µg/mL) and will be the lead structure for further study. |
first_indexed | 2024-03-09T19:42:55Z |
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id | doaj.art-f2a4ee5a4be341449be1bf47e11a9747 |
institution | Directory Open Access Journal |
issn | 1420-3049 |
language | English |
last_indexed | 2024-03-09T19:42:55Z |
publishDate | 2022-10-01 |
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spelling | doaj.art-f2a4ee5a4be341449be1bf47e11a97472023-11-24T01:33:29ZengMDPI AGMolecules1420-30492022-10-012720690410.3390/molecules27206904Novel Coumarin 7-Carboxamide/Sulfonamide Derivatives as Potential Fungicidal Agents: Design, Synthesis, and Biological EvaluationShu-Guang Zhang0Yu-Qiang Wan1Ya Wen2Wei-Hua Zhang3Jiangsu Key Laboratory of Pesticide Science, College of Sciences, Nanjing Agricultural University, Nanjing 210095, ChinaJiangsu Key Laboratory of Pesticide Science, College of Sciences, Nanjing Agricultural University, Nanjing 210095, ChinaJiangsu Key Laboratory of Pesticide Science, College of Sciences, Nanjing Agricultural University, Nanjing 210095, ChinaJiangsu Key Laboratory of Pesticide Science, College of Sciences, Nanjing Agricultural University, Nanjing 210095, ChinaCoumarin compounds have a variety of biological activities such as anti-tumor, anti-coagulation, anti-HIV, anti-fungal, and insecticidal. Amide and sulfonamide compounds have been used as fungicides for half a century, and dozens of varieties have been developed so far. This study focused on the introduction of carboxamide and sulfonamide moieties in a coumarin core to discover novel derivatives. Based on this strategy, we synthesized two series of novel carboxamide and sulfonamide substituted coumarin derivatives, and their fungicidal activity was also investigated. Some designed compounds possessed potential activities against six phytopathogenic fungi in the primary assays, highlighted by compound <b>6r</b>. Compound <b>6r</b> exhibited stronger fungicidal activity against <i>Botrytis cinerea</i> (EC<sub>50</sub> = 20.52 µg/mL) and will be the lead structure for further study.https://www.mdpi.com/1420-3049/27/20/6904coumarincarboxamidesulfonamidefungicidal activity |
spellingShingle | Shu-Guang Zhang Yu-Qiang Wan Ya Wen Wei-Hua Zhang Novel Coumarin 7-Carboxamide/Sulfonamide Derivatives as Potential Fungicidal Agents: Design, Synthesis, and Biological Evaluation Molecules coumarin carboxamide sulfonamide fungicidal activity |
title | Novel Coumarin 7-Carboxamide/Sulfonamide Derivatives as Potential Fungicidal Agents: Design, Synthesis, and Biological Evaluation |
title_full | Novel Coumarin 7-Carboxamide/Sulfonamide Derivatives as Potential Fungicidal Agents: Design, Synthesis, and Biological Evaluation |
title_fullStr | Novel Coumarin 7-Carboxamide/Sulfonamide Derivatives as Potential Fungicidal Agents: Design, Synthesis, and Biological Evaluation |
title_full_unstemmed | Novel Coumarin 7-Carboxamide/Sulfonamide Derivatives as Potential Fungicidal Agents: Design, Synthesis, and Biological Evaluation |
title_short | Novel Coumarin 7-Carboxamide/Sulfonamide Derivatives as Potential Fungicidal Agents: Design, Synthesis, and Biological Evaluation |
title_sort | novel coumarin 7 carboxamide sulfonamide derivatives as potential fungicidal agents design synthesis and biological evaluation |
topic | coumarin carboxamide sulfonamide fungicidal activity |
url | https://www.mdpi.com/1420-3049/27/20/6904 |
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