Cargando…
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...
Autores principales: | , , , , , , , |
---|---|
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 |
_version_ | 1783572357539954688 |
---|---|
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. |
format | Online Article Text |
id | pubmed-7435590 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT yangsen synthesisandbiologicalactivityofbenzamidessubstitutedwithpyridinelinked124oxadiazole AT tianxiaoyu synthesisandbiologicalactivityofbenzamidessubstitutedwithpyridinelinked124oxadiazole AT matianyang synthesisandbiologicalactivityofbenzamidessubstitutedwithpyridinelinked124oxadiazole AT daili synthesisandbiologicalactivityofbenzamidessubstitutedwithpyridinelinked124oxadiazole AT renchaoli synthesisandbiologicalactivityofbenzamidessubstitutedwithpyridinelinked124oxadiazole AT meijunchang synthesisandbiologicalactivityofbenzamidessubstitutedwithpyridinelinked124oxadiazole AT liuxinghai synthesisandbiologicalactivityofbenzamidessubstitutedwithpyridinelinked124oxadiazole AT tanchengxia synthesisandbiologicalactivityofbenzamidessubstitutedwithpyridinelinked124oxadiazole |