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Synthesis and Biological Activity of Benzamides Substituted with Pyridine-Linked 1,2,4-Oxadiazole

To find pesticidal lead compounds with high activity, a series of novel benzamides substituted with pyridine-linked 1,2,4-oxadiazole were designed by bioisosterism, and synthesized easily via esterification, cyanation, cyclization and aminolysis reactions. The structures of the target compounds were...

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Autores principales: Yang, Sen, Tian, Xiao-Yu, Ma, Tian-Yang, Dai, Li, Ren, Chao-Li, Mei, Jun-Chang, Liu, Xing-Hai, Tan, Cheng-Xia
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7435590/
https://www.ncbi.nlm.nih.gov/pubmed/32752024
http://dx.doi.org/10.3390/molecules25153500
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author Yang, Sen
Tian, Xiao-Yu
Ma, Tian-Yang
Dai, Li
Ren, Chao-Li
Mei, Jun-Chang
Liu, Xing-Hai
Tan, Cheng-Xia
author_facet Yang, Sen
Tian, Xiao-Yu
Ma, Tian-Yang
Dai, Li
Ren, Chao-Li
Mei, Jun-Chang
Liu, Xing-Hai
Tan, Cheng-Xia
author_sort Yang, Sen
collection PubMed
description To find pesticidal lead compounds with high activity, a series of novel benzamides substituted with pyridine-linked 1,2,4-oxadiazole were designed by bioisosterism, and synthesized easily via esterification, cyanation, cyclization and aminolysis reactions. The structures of the target compounds were confirmed by (1)H-NMR, (13)C-NMR and HRMS. The preliminary bioassay showed that most compounds had good larvicidal activities against mosquito larvae at 10 mg/L, especially compound 7a, with a larvicidal activity as high as 100%, and even at 1 mg/L was still 40%; at 50 mg/L, all the target compounds showed good fungicidal activities against the eight tested fungi. Moreover, compound 7h exhibited better inhibitory activity (90.5%) than fluxapyroxad (63.6%) against Botrytis cinereal. Therefore, this type of compound can be further studied.
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spelling pubmed-74355902020-08-28 Synthesis and Biological Activity of Benzamides Substituted with Pyridine-Linked 1,2,4-Oxadiazole Yang, Sen Tian, Xiao-Yu Ma, Tian-Yang Dai, Li Ren, Chao-Li Mei, Jun-Chang Liu, Xing-Hai Tan, Cheng-Xia Molecules Article To find pesticidal lead compounds with high activity, a series of novel benzamides substituted with pyridine-linked 1,2,4-oxadiazole were designed by bioisosterism, and synthesized easily via esterification, cyanation, cyclization and aminolysis reactions. The structures of the target compounds were confirmed by (1)H-NMR, (13)C-NMR and HRMS. The preliminary bioassay showed that most compounds had good larvicidal activities against mosquito larvae at 10 mg/L, especially compound 7a, with a larvicidal activity as high as 100%, and even at 1 mg/L was still 40%; at 50 mg/L, all the target compounds showed good fungicidal activities against the eight tested fungi. Moreover, compound 7h exhibited better inhibitory activity (90.5%) than fluxapyroxad (63.6%) against Botrytis cinereal. Therefore, this type of compound can be further studied. MDPI 2020-07-31 /pmc/articles/PMC7435590/ /pubmed/32752024 http://dx.doi.org/10.3390/molecules25153500 Text en © 2020 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
Yang, Sen
Tian, Xiao-Yu
Ma, Tian-Yang
Dai, Li
Ren, Chao-Li
Mei, Jun-Chang
Liu, Xing-Hai
Tan, Cheng-Xia
Synthesis and Biological Activity of Benzamides Substituted with Pyridine-Linked 1,2,4-Oxadiazole
title Synthesis and Biological Activity of Benzamides Substituted with Pyridine-Linked 1,2,4-Oxadiazole
title_full Synthesis and Biological Activity of Benzamides Substituted with Pyridine-Linked 1,2,4-Oxadiazole
title_fullStr Synthesis and Biological Activity of Benzamides Substituted with Pyridine-Linked 1,2,4-Oxadiazole
title_full_unstemmed Synthesis and Biological Activity of Benzamides Substituted with Pyridine-Linked 1,2,4-Oxadiazole
title_short Synthesis and Biological Activity of Benzamides Substituted with Pyridine-Linked 1,2,4-Oxadiazole
title_sort synthesis and biological activity of benzamides substituted with pyridine-linked 1,2,4-oxadiazole
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7435590/
https://www.ncbi.nlm.nih.gov/pubmed/32752024
http://dx.doi.org/10.3390/molecules25153500
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