Synthesis and insecticidal activities of 5-deoxyavermectin B2a oxime ester derivatives

Three series of avermectin B2a oxime ester derivatives were synthesized using avermectin B2a as starting material. All of the compounds were characterized by (1)H NMR, (13)C NMR, and HRMS. Bioassay results indicated that some of the derivatives (8b, 8c, 8d, 8f, 11k, 11l, 14c, 14j) showed potent inse...

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Detalles Bibliográficos
Autores principales: Sun, Guoshao, Zhang, Jingjing, Jin, Shuhui, Zhang, Jianjun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2018
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9078043/
https://www.ncbi.nlm.nih.gov/pubmed/35542930
http://dx.doi.org/10.1039/c7ra13258a
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author Sun, Guoshao
Zhang, Jingjing
Jin, Shuhui
Zhang, Jianjun
author_facet Sun, Guoshao
Zhang, Jingjing
Jin, Shuhui
Zhang, Jianjun
author_sort Sun, Guoshao
collection PubMed
description Three series of avermectin B2a oxime ester derivatives were synthesized using avermectin B2a as starting material. All of the compounds were characterized by (1)H NMR, (13)C NMR, and HRMS. Bioassay results indicated that some of the derivatives (8b, 8c, 8d, 8f, 11k, 11l, 14c, 14j) showed potent insecticidal activities against Myzus persicae, Caenorhabditis elegans, or Tetranychus cinnabarinus. As shown by initial insecticidal activity data, compound 8d showed excellent activities (>90%) against M. persicae and C. elegans, which were more potent than that of avermectin B2a. Compound 8d might be a lead compound for designing new avermectin B2a derivatives.
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spelling pubmed-90780432022-05-09 Synthesis and insecticidal activities of 5-deoxyavermectin B2a oxime ester derivatives Sun, Guoshao Zhang, Jingjing Jin, Shuhui Zhang, Jianjun RSC Adv Chemistry Three series of avermectin B2a oxime ester derivatives were synthesized using avermectin B2a as starting material. All of the compounds were characterized by (1)H NMR, (13)C NMR, and HRMS. Bioassay results indicated that some of the derivatives (8b, 8c, 8d, 8f, 11k, 11l, 14c, 14j) showed potent insecticidal activities against Myzus persicae, Caenorhabditis elegans, or Tetranychus cinnabarinus. As shown by initial insecticidal activity data, compound 8d showed excellent activities (>90%) against M. persicae and C. elegans, which were more potent than that of avermectin B2a. Compound 8d might be a lead compound for designing new avermectin B2a derivatives. The Royal Society of Chemistry 2018-01-22 /pmc/articles/PMC9078043/ /pubmed/35542930 http://dx.doi.org/10.1039/c7ra13258a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Sun, Guoshao
Zhang, Jingjing
Jin, Shuhui
Zhang, Jianjun
Synthesis and insecticidal activities of 5-deoxyavermectin B2a oxime ester derivatives
title Synthesis and insecticidal activities of 5-deoxyavermectin B2a oxime ester derivatives
title_full Synthesis and insecticidal activities of 5-deoxyavermectin B2a oxime ester derivatives
title_fullStr Synthesis and insecticidal activities of 5-deoxyavermectin B2a oxime ester derivatives
title_full_unstemmed Synthesis and insecticidal activities of 5-deoxyavermectin B2a oxime ester derivatives
title_short Synthesis and insecticidal activities of 5-deoxyavermectin B2a oxime ester derivatives
title_sort synthesis and insecticidal activities of 5-deoxyavermectin b2a oxime ester derivatives
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9078043/
https://www.ncbi.nlm.nih.gov/pubmed/35542930
http://dx.doi.org/10.1039/c7ra13258a
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AT zhangjingjing synthesisandinsecticidalactivitiesof5deoxyavermectinb2aoximeesterderivatives
AT jinshuhui synthesisandinsecticidalactivitiesof5deoxyavermectinb2aoximeesterderivatives
AT zhangjianjun synthesisandinsecticidalactivitiesof5deoxyavermectinb2aoximeesterderivatives

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