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Novel 4-Methylumbelliferone Amide Derivatives: Synthesis, Characterization and Pesticidal Activities

A series of novel 4-methylumbelliferone amide derivatives were designed, synthesized and characterized by (1)H NMR, (13)C NMR and HR-ESI-MS. The structures of compounds 4bd and 4be (compounds named by authors) were further confirmed by X-ray single crystal diffraction. The acaricidal, herbicidal and...

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Autores principales: Wei, Yan, Miao, Kai-Long, Hao, Shuang-Hong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6017845/
https://www.ncbi.nlm.nih.gov/pubmed/29316710
http://dx.doi.org/10.3390/molecules23010122
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author Wei, Yan
Miao, Kai-Long
Hao, Shuang-Hong
author_facet Wei, Yan
Miao, Kai-Long
Hao, Shuang-Hong
author_sort Wei, Yan
collection PubMed
description A series of novel 4-methylumbelliferone amide derivatives were designed, synthesized and characterized by (1)H NMR, (13)C NMR and HR-ESI-MS. The structures of compounds 4bd and 4be (compounds named by authors) were further confirmed by X-ray single crystal diffraction. The acaricidal, herbicidal and antifungal activities of the synthesized compounds were assayed for their potential use as pesticide. The results indicated that compounds 4bi, 4ac and 4bd were strong acaricidals against Tetranychus cinnabarinus, with 72h corrected mortalities of greater than 80% at 1000 mg/L. Meanwhile, compounds 4bh and 4bf exhibit the strongest inhibition against the taproot development of Digitaria sanguinalis and Chenopodium glaucum, and were even more potent than the commercial herbicide Acetochlor against D. sanguinalis. In addition, compounds 4bk, 4bh and 4bp showed the highest antifungal activity against the mycelium growth of Valsa mali, which makes them more effective than commercial fungicide Carbendazim.
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spelling pubmed-60178452018-11-13 Novel 4-Methylumbelliferone Amide Derivatives: Synthesis, Characterization and Pesticidal Activities Wei, Yan Miao, Kai-Long Hao, Shuang-Hong Molecules Article A series of novel 4-methylumbelliferone amide derivatives were designed, synthesized and characterized by (1)H NMR, (13)C NMR and HR-ESI-MS. The structures of compounds 4bd and 4be (compounds named by authors) were further confirmed by X-ray single crystal diffraction. The acaricidal, herbicidal and antifungal activities of the synthesized compounds were assayed for their potential use as pesticide. The results indicated that compounds 4bi, 4ac and 4bd were strong acaricidals against Tetranychus cinnabarinus, with 72h corrected mortalities of greater than 80% at 1000 mg/L. Meanwhile, compounds 4bh and 4bf exhibit the strongest inhibition against the taproot development of Digitaria sanguinalis and Chenopodium glaucum, and were even more potent than the commercial herbicide Acetochlor against D. sanguinalis. In addition, compounds 4bk, 4bh and 4bp showed the highest antifungal activity against the mycelium growth of Valsa mali, which makes them more effective than commercial fungicide Carbendazim. MDPI 2018-01-08 /pmc/articles/PMC6017845/ /pubmed/29316710 http://dx.doi.org/10.3390/molecules23010122 Text en © 2018 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Wei, Yan
Miao, Kai-Long
Hao, Shuang-Hong
Novel 4-Methylumbelliferone Amide Derivatives: Synthesis, Characterization and Pesticidal Activities
title Novel 4-Methylumbelliferone Amide Derivatives: Synthesis, Characterization and Pesticidal Activities
title_full Novel 4-Methylumbelliferone Amide Derivatives: Synthesis, Characterization and Pesticidal Activities
title_fullStr Novel 4-Methylumbelliferone Amide Derivatives: Synthesis, Characterization and Pesticidal Activities
title_full_unstemmed Novel 4-Methylumbelliferone Amide Derivatives: Synthesis, Characterization and Pesticidal Activities
title_short Novel 4-Methylumbelliferone Amide Derivatives: Synthesis, Characterization and Pesticidal Activities
title_sort novel 4-methylumbelliferone amide derivatives: synthesis, characterization and pesticidal activities
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6017845/
https://www.ncbi.nlm.nih.gov/pubmed/29316710
http://dx.doi.org/10.3390/molecules23010122
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