Synthesis and herbicidal activity of 3-substituted toxoflavin analogs

We investigated the synthesis and herbicidal activity of 23 toxoflavin analogs, 1a–w, in which aromatic rings (R) were introduced into the C-3 position. In paddy field conditions, 1k (R=2-CF(3)–C(6)H(4)) and 1w (R=2-thienyl) showed excellent herbicidal activity. Under upland field conditions, we fou...

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Autores principales: Ogawa, Narihito, Imaizumi, Ryoya, Hirano, Tatsuya, Suzuki, Jun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Pesticide Science Society of Japan 2021
Materias:
Brief Report
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8422260/
https://www.ncbi.nlm.nih.gov/pubmed/34566462
http://dx.doi.org/10.1584/jpestics.D21-010
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author Ogawa, Narihito
Imaizumi, Ryoya
Hirano, Tatsuya
Suzuki, Jun
author_facet Ogawa, Narihito
Imaizumi, Ryoya
Hirano, Tatsuya
Suzuki, Jun
author_sort Ogawa, Narihito
collection PubMed
description We investigated the synthesis and herbicidal activity of 23 toxoflavin analogs, 1a–w, in which aromatic rings (R) were introduced into the C-3 position. In paddy field conditions, 1k (R=2-CF(3)–C(6)H(4)) and 1w (R=2-thienyl) showed excellent herbicidal activity. Under upland field conditions, we found that toxoflavin analogs 1a (R=C(6)H(5)), 1n (R=2-CH(3)O–C(6)H(4)), and 1p (R=4-CH(3)O–C(6)H(4)) exhibited wide herbicidal spectrum against Echinochloa crus-galli (L) var. crus-galli (ECHCG), Chenopodium album, and Amaranthus viridis (AMAVI). The analog with the 2-fluoro group on benzene ring 1b also showed high herbicidal activity against both ECHCG and AMAVI.
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spelling pubmed-84222602021-09-24 Synthesis and herbicidal activity of 3-substituted toxoflavin analogs Ogawa, Narihito Imaizumi, Ryoya Hirano, Tatsuya Suzuki, Jun J Pestic Sci Brief Report We investigated the synthesis and herbicidal activity of 23 toxoflavin analogs, 1a–w, in which aromatic rings (R) were introduced into the C-3 position. In paddy field conditions, 1k (R=2-CF(3)–C(6)H(4)) and 1w (R=2-thienyl) showed excellent herbicidal activity. Under upland field conditions, we found that toxoflavin analogs 1a (R=C(6)H(5)), 1n (R=2-CH(3)O–C(6)H(4)), and 1p (R=4-CH(3)O–C(6)H(4)) exhibited wide herbicidal spectrum against Echinochloa crus-galli (L) var. crus-galli (ECHCG), Chenopodium album, and Amaranthus viridis (AMAVI). The analog with the 2-fluoro group on benzene ring 1b also showed high herbicidal activity against both ECHCG and AMAVI. Pesticide Science Society of Japan 2021-08-20 /pmc/articles/PMC8422260/ /pubmed/34566462 http://dx.doi.org/10.1584/jpestics.D21-010 Text en © 2021 Pesticide Science Society of Japan https://creativecommons.org/licenses/by-nc-nd/4.0/This is an open access article distributed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0) License.
spellingShingle Brief Report
Ogawa, Narihito
Imaizumi, Ryoya
Hirano, Tatsuya
Suzuki, Jun
Synthesis and herbicidal activity of 3-substituted toxoflavin analogs
title Synthesis and herbicidal activity of 3-substituted toxoflavin analogs
title_full Synthesis and herbicidal activity of 3-substituted toxoflavin analogs
title_fullStr Synthesis and herbicidal activity of 3-substituted toxoflavin analogs
title_full_unstemmed Synthesis and herbicidal activity of 3-substituted toxoflavin analogs
title_short Synthesis and herbicidal activity of 3-substituted toxoflavin analogs
title_sort synthesis and herbicidal activity of 3-substituted toxoflavin analogs
topic Brief Report
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8422260/
https://www.ncbi.nlm.nih.gov/pubmed/34566462
http://dx.doi.org/10.1584/jpestics.D21-010
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