Novel 4-Methylumbelliferone Amide Derivatives: Synthesis, Characterization and Pesticidal Activities
A series of novel 4-methylumbelliferone amide derivatives were designed, synthesized and characterized by 1H NMR, 13C 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 ant...
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doaj-297d4becdcac4b28b5f23414b0ab06ff2020-11-24T23:54:16ZengMDPI AGMolecules1420-30492018-01-0123112210.3390/molecules23010122molecules23010122Novel 4-Methylumbelliferone Amide Derivatives: Synthesis, Characterization and Pesticidal ActivitiesYan Wei0Kai-Long Miao1Shuang-Hong Hao2Research Center of Agro-Bionic Engineering & Technology of Shandong Province, College of Chemistry & Pharm., Qingdao Agricultural University, Qingdao 266109, ChinaResearch Center of Agro-Bionic Engineering & Technology of Shandong Province, College of Chemistry & Pharm., Qingdao Agricultural University, Qingdao 266109, ChinaResearch Center of Agro-Bionic Engineering & Technology of Shandong Province, College of Chemistry & Pharm., Qingdao Agricultural University, Qingdao 266109, ChinaA series of novel 4-methylumbelliferone amide derivatives were designed, synthesized and characterized by 1H NMR, 13C 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.http://www.mdpi.com/1420-3049/23/1/1224-methylumbelliferonesynthesisacaricidal activityherbicidal activityantifungal activity |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Yan Wei Kai-Long Miao Shuang-Hong Hao |
spellingShingle |
Yan Wei Kai-Long Miao Shuang-Hong Hao Novel 4-Methylumbelliferone Amide Derivatives: Synthesis, Characterization and Pesticidal Activities Molecules 4-methylumbelliferone synthesis acaricidal activity herbicidal activity antifungal activity |
author_facet |
Yan Wei Kai-Long Miao Shuang-Hong Hao |
author_sort |
Yan Wei |
title |
Novel 4-Methylumbelliferone Amide Derivatives: Synthesis, Characterization and Pesticidal Activities |
title_short |
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_sort |
novel 4-methylumbelliferone amide derivatives: synthesis, characterization and pesticidal activities |
publisher |
MDPI AG |
series |
Molecules |
issn |
1420-3049 |
publishDate |
2018-01-01 |
description |
A series of novel 4-methylumbelliferone amide derivatives were designed, synthesized and characterized by 1H NMR, 13C 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. |
topic |
4-methylumbelliferone synthesis acaricidal activity herbicidal activity antifungal activity |
url |
http://www.mdpi.com/1420-3049/23/1/122 |
work_keys_str_mv |
AT yanwei novel4methylumbelliferoneamidederivativessynthesischaracterizationandpesticidalactivities AT kailongmiao novel4methylumbelliferoneamidederivativessynthesischaracterizationandpesticidalactivities AT shuanghonghao novel4methylumbelliferoneamidederivativessynthesischaracterizationandpesticidalactivities |
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