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Fluorescent Probes for Insect Ryanodine Receptors: Candidate Anthranilic Diamides
Diamide insecticides with high efficacy against pests and good environmental safety are broadly applied in crop protection. They act at a poorly-defined site in the very complex ryanodine (Ry) receptor (RyR) potentially accessible to a fluorescent probe. Two N-propynyl analogs of the major anthranil...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2014
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270845/ https://www.ncbi.nlm.nih.gov/pubmed/24699151 http://dx.doi.org/10.3390/molecules19044105 |
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author | Wang, Yi Guo, Lei Qi, Suzhen Zhang, Hao Liu, Kechang Liu, Ruiquan Liang, Pei Casida, John E. Liu, Shangzhong |
author_facet | Wang, Yi Guo, Lei Qi, Suzhen Zhang, Hao Liu, Kechang Liu, Ruiquan Liang, Pei Casida, John E. Liu, Shangzhong |
author_sort | Wang, Yi |
collection | PubMed |
description | Diamide insecticides with high efficacy against pests and good environmental safety are broadly applied in crop protection. They act at a poorly-defined site in the very complex ryanodine (Ry) receptor (RyR) potentially accessible to a fluorescent probe. Two N-propynyl analogs of the major anthranilic diamide insecticides chlorantraniliprole (Chlo) and cyantraniliprole (Cyan) were accordingly synthesized and converted into two fluorescent ligands by click reaction coupling with 3-azido-7-hydroxy-2H-chromen-2-one. The new diamide analogs and fluorescent ligands were shown to be nearly as potent as Chlo and Cyan in inhibition of [(3)H]Chlo binding and stimulation of [(3)H]Ry binding in house fly thoracic muscle RyR. Although the newly synthesized compounds had only moderate activity in insect larvicidal activity assays, their high in vitro potency in a validated insect RyR binding assay encourages further development of fluorescent probes for insect RyRs. |
format | Online Article Text |
id | pubmed-6270845 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-62708452019-01-02 Fluorescent Probes for Insect Ryanodine Receptors: Candidate Anthranilic Diamides Wang, Yi Guo, Lei Qi, Suzhen Zhang, Hao Liu, Kechang Liu, Ruiquan Liang, Pei Casida, John E. Liu, Shangzhong Molecules Article Diamide insecticides with high efficacy against pests and good environmental safety are broadly applied in crop protection. They act at a poorly-defined site in the very complex ryanodine (Ry) receptor (RyR) potentially accessible to a fluorescent probe. Two N-propynyl analogs of the major anthranilic diamide insecticides chlorantraniliprole (Chlo) and cyantraniliprole (Cyan) were accordingly synthesized and converted into two fluorescent ligands by click reaction coupling with 3-azido-7-hydroxy-2H-chromen-2-one. The new diamide analogs and fluorescent ligands were shown to be nearly as potent as Chlo and Cyan in inhibition of [(3)H]Chlo binding and stimulation of [(3)H]Ry binding in house fly thoracic muscle RyR. Although the newly synthesized compounds had only moderate activity in insect larvicidal activity assays, their high in vitro potency in a validated insect RyR binding assay encourages further development of fluorescent probes for insect RyRs. MDPI 2014-04-02 /pmc/articles/PMC6270845/ /pubmed/24699151 http://dx.doi.org/10.3390/molecules19044105 Text en © 2014 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 license (http://creativecommons.org/licenses/by/3.0/). |
spellingShingle | Article Wang, Yi Guo, Lei Qi, Suzhen Zhang, Hao Liu, Kechang Liu, Ruiquan Liang, Pei Casida, John E. Liu, Shangzhong Fluorescent Probes for Insect Ryanodine Receptors: Candidate Anthranilic Diamides |
title | Fluorescent Probes for Insect Ryanodine Receptors: Candidate Anthranilic Diamides |
title_full | Fluorescent Probes for Insect Ryanodine Receptors: Candidate Anthranilic Diamides |
title_fullStr | Fluorescent Probes for Insect Ryanodine Receptors: Candidate Anthranilic Diamides |
title_full_unstemmed | Fluorescent Probes for Insect Ryanodine Receptors: Candidate Anthranilic Diamides |
title_short | Fluorescent Probes for Insect Ryanodine Receptors: Candidate Anthranilic Diamides |
title_sort | fluorescent probes for insect ryanodine receptors: candidate anthranilic diamides |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270845/ https://www.ncbi.nlm.nih.gov/pubmed/24699151 http://dx.doi.org/10.3390/molecules19044105 |
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