Design, Synthesis, and Insecticidal Activity of Some Novel Diacylhydrazine and Acylhydrazone Derivatives

In this study a series of diacylhydrazine and acylhydrazone derivatives were designed and synthesized according to the method of active group combination and the principles of aromatic group bioisosterism. The structures of the novel derivatives were determined on the basis on 1H-NMR, IR and ESI-MS...

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Main Authors: Jialong Sun, Yuanming Zhou
Format: Article
Language:English
Published: MDPI AG 2015-03-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/20/4/5625
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spelling doaj-4f6406a3fa784decb030167099ad47852020-11-25T00:12:09ZengMDPI AGMolecules1420-30492015-03-012045625563710.3390/molecules20045625molecules20045625Design, Synthesis, and Insecticidal Activity of Some Novel Diacylhydrazine and Acylhydrazone DerivativesJialong Sun0Yuanming Zhou1College of Chemistry and Pharmaceutical Sciences, Qingdao Agricultural University, Qingdao 266109, ChinaCollege of Chemistry and Pharmaceutical Sciences, Qingdao Agricultural University, Qingdao 266109, ChinaIn this study a series of diacylhydrazine and acylhydrazone derivatives were designed and synthesized according to the method of active group combination and the principles of aromatic group bioisosterism. The structures of the novel derivatives were determined on the basis on 1H-NMR, IR and ESI-MS spectral data. All of the compounds were evaluated for their in vivo insecticidal activity against the third instar larvae of Spodoptera exigua Hiibner, Helicoverpa armigera Hubner, Plutella xyllostella Linnaeus and Pieris rapae Linne, respectively, at a concentration of 10 mg/L. The results showed that all of the derivatives displayed high insecticidal activity. Most of the compounds presented higher insecticidal activity against S. exigua than the reference compounds tebufenozide, metaflumizone and tolfenpyrad, and approximately identical insecticidal activity against H. armigera, P. xyllostella and P. rapae as the references metaflumizone and tolfenpyrad.http://www.mdpi.com/1420-3049/20/4/5625diacylhydrazineacylhydrazonearomatic diamideinsecticidal activitysynthesis
collection DOAJ
language English
format Article
sources DOAJ
author Jialong Sun
Yuanming Zhou
spellingShingle Jialong Sun
Yuanming Zhou
Design, Synthesis, and Insecticidal Activity of Some Novel Diacylhydrazine and Acylhydrazone Derivatives
Molecules
diacylhydrazine
acylhydrazone
aromatic diamide
insecticidal activity
synthesis
author_facet Jialong Sun
Yuanming Zhou
author_sort Jialong Sun
title Design, Synthesis, and Insecticidal Activity of Some Novel Diacylhydrazine and Acylhydrazone Derivatives
title_short Design, Synthesis, and Insecticidal Activity of Some Novel Diacylhydrazine and Acylhydrazone Derivatives
title_full Design, Synthesis, and Insecticidal Activity of Some Novel Diacylhydrazine and Acylhydrazone Derivatives
title_fullStr Design, Synthesis, and Insecticidal Activity of Some Novel Diacylhydrazine and Acylhydrazone Derivatives
title_full_unstemmed Design, Synthesis, and Insecticidal Activity of Some Novel Diacylhydrazine and Acylhydrazone Derivatives
title_sort design, synthesis, and insecticidal activity of some novel diacylhydrazine and acylhydrazone derivatives
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2015-03-01
description In this study a series of diacylhydrazine and acylhydrazone derivatives were designed and synthesized according to the method of active group combination and the principles of aromatic group bioisosterism. The structures of the novel derivatives were determined on the basis on 1H-NMR, IR and ESI-MS spectral data. All of the compounds were evaluated for their in vivo insecticidal activity against the third instar larvae of Spodoptera exigua Hiibner, Helicoverpa armigera Hubner, Plutella xyllostella Linnaeus and Pieris rapae Linne, respectively, at a concentration of 10 mg/L. The results showed that all of the derivatives displayed high insecticidal activity. Most of the compounds presented higher insecticidal activity against S. exigua than the reference compounds tebufenozide, metaflumizone and tolfenpyrad, and approximately identical insecticidal activity against H. armigera, P. xyllostella and P. rapae as the references metaflumizone and tolfenpyrad.
topic diacylhydrazine
acylhydrazone
aromatic diamide
insecticidal activity
synthesis
url http://www.mdpi.com/1420-3049/20/4/5625
work_keys_str_mv AT jialongsun designsynthesisandinsecticidalactivityofsomenoveldiacylhydrazineandacylhydrazonederivatives
AT yuanmingzhou designsynthesisandinsecticidalactivityofsomenoveldiacylhydrazineandacylhydrazonederivatives
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