Cargando…
Synthesis and evaluation of novel 1-(((6-substitutedbenzo[d]thiazol-2-yl)amino)(heteroaryl)methyl)naphthalen-2-ol as pesticidal agents
To discover new agrochemicals with prominent pesticidal properties, a series of novel β-naphthol derivatives containing benzothiazolylamino and various heteroaryl groups (8a-q) were efficiently synthesised via Betti reaction. The bioassay results showed that most of the synthesised compounds exhibit...
Autores principales: | , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Taylor & Francis
2022
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8797731/ https://www.ncbi.nlm.nih.gov/pubmed/35086409 http://dx.doi.org/10.1080/14756366.2022.2032687 |
_version_ | 1784641622832578560 |
---|---|
author | Shang, Junfeng Li, Yuxin Yang, Na Xiong, Lixia Wang, Baolei |
author_facet | Shang, Junfeng Li, Yuxin Yang, Na Xiong, Lixia Wang, Baolei |
author_sort | Shang, Junfeng |
collection | PubMed |
description | To discover new agrochemicals with prominent pesticidal properties, a series of novel β-naphthol derivatives containing benzothiazolylamino and various heteroaryl groups (8a-q) were efficiently synthesised via Betti reaction. The bioassay results showed that most of the synthesised compounds exhibited favourable insecticidal potentials, particularly towards oriental armyworm (50–100% at 200 mg·L(−1)) and diamondback moth (50–95% at 10 mg·L(−1)). Compounds 8 b, 8f, 8 g, 8j, 8k, 8n, and 8o possessed LC(50) values of 0.0988–5.8864 mg·L(−1) against diamondback moth. Compounds 8i, 8 l, and 8 m also displayed lethality rates of 30–90% against spider mite at the concentration of 100 mg·L(−1). Overall, some compounds could be considered as new insecticidal/acaricidal leading structures for further investigation. The calcium imaging experiments revealed that 8 h, 8i, and viii could activate the release of calcium ions in insect (M. separata) central neurons at a higher concentration (50 mg·L(−1)). The SAR analysis provided valuable information for further structural modifications. |
format | Online Article Text |
id | pubmed-8797731 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | Taylor & Francis |
record_format | MEDLINE/PubMed |
spelling | pubmed-87977312022-01-29 Synthesis and evaluation of novel 1-(((6-substitutedbenzo[d]thiazol-2-yl)amino)(heteroaryl)methyl)naphthalen-2-ol as pesticidal agents Shang, Junfeng Li, Yuxin Yang, Na Xiong, Lixia Wang, Baolei J Enzyme Inhib Med Chem Research Paper To discover new agrochemicals with prominent pesticidal properties, a series of novel β-naphthol derivatives containing benzothiazolylamino and various heteroaryl groups (8a-q) were efficiently synthesised via Betti reaction. The bioassay results showed that most of the synthesised compounds exhibited favourable insecticidal potentials, particularly towards oriental armyworm (50–100% at 200 mg·L(−1)) and diamondback moth (50–95% at 10 mg·L(−1)). Compounds 8 b, 8f, 8 g, 8j, 8k, 8n, and 8o possessed LC(50) values of 0.0988–5.8864 mg·L(−1) against diamondback moth. Compounds 8i, 8 l, and 8 m also displayed lethality rates of 30–90% against spider mite at the concentration of 100 mg·L(−1). Overall, some compounds could be considered as new insecticidal/acaricidal leading structures for further investigation. The calcium imaging experiments revealed that 8 h, 8i, and viii could activate the release of calcium ions in insect (M. separata) central neurons at a higher concentration (50 mg·L(−1)). The SAR analysis provided valuable information for further structural modifications. Taylor & Francis 2022-01-27 /pmc/articles/PMC8797731/ /pubmed/35086409 http://dx.doi.org/10.1080/14756366.2022.2032687 Text en © 2022 The Author(s). Published by Informa UK Limited, trading as Taylor & Francis Group. https://creativecommons.org/licenses/by/4.0/This is an Open Access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) ), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Research Paper Shang, Junfeng Li, Yuxin Yang, Na Xiong, Lixia Wang, Baolei Synthesis and evaluation of novel 1-(((6-substitutedbenzo[d]thiazol-2-yl)amino)(heteroaryl)methyl)naphthalen-2-ol as pesticidal agents |
title | Synthesis and evaluation of novel 1-(((6-substitutedbenzo[d]thiazol-2-yl)amino)(heteroaryl)methyl)naphthalen-2-ol as pesticidal agents |
title_full | Synthesis and evaluation of novel 1-(((6-substitutedbenzo[d]thiazol-2-yl)amino)(heteroaryl)methyl)naphthalen-2-ol as pesticidal agents |
title_fullStr | Synthesis and evaluation of novel 1-(((6-substitutedbenzo[d]thiazol-2-yl)amino)(heteroaryl)methyl)naphthalen-2-ol as pesticidal agents |
title_full_unstemmed | Synthesis and evaluation of novel 1-(((6-substitutedbenzo[d]thiazol-2-yl)amino)(heteroaryl)methyl)naphthalen-2-ol as pesticidal agents |
title_short | Synthesis and evaluation of novel 1-(((6-substitutedbenzo[d]thiazol-2-yl)amino)(heteroaryl)methyl)naphthalen-2-ol as pesticidal agents |
title_sort | synthesis and evaluation of novel 1-(((6-substitutedbenzo[d]thiazol-2-yl)amino)(heteroaryl)methyl)naphthalen-2-ol as pesticidal agents |
topic | Research Paper |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8797731/ https://www.ncbi.nlm.nih.gov/pubmed/35086409 http://dx.doi.org/10.1080/14756366.2022.2032687 |
work_keys_str_mv | AT shangjunfeng synthesisandevaluationofnovel16substitutedbenzodthiazol2ylaminoheteroarylmethylnaphthalen2olaspesticidalagents AT liyuxin synthesisandevaluationofnovel16substitutedbenzodthiazol2ylaminoheteroarylmethylnaphthalen2olaspesticidalagents AT yangna synthesisandevaluationofnovel16substitutedbenzodthiazol2ylaminoheteroarylmethylnaphthalen2olaspesticidalagents AT xionglixia synthesisandevaluationofnovel16substitutedbenzodthiazol2ylaminoheteroarylmethylnaphthalen2olaspesticidalagents AT wangbaolei synthesisandevaluationofnovel16substitutedbenzodthiazol2ylaminoheteroarylmethylnaphthalen2olaspesticidalagents |