Narihito Ogawa, Ryoya Imaizumi, Tatsuya Hirano, Jun Suzuki
{"title":"3-取代弓形黄素类似物的合成及其除草活性。","authors":"Narihito Ogawa, Ryoya Imaizumi, Tatsuya Hirano, Jun Suzuki","doi":"10.1584/jpestics.D21-010","DOIUrl":null,"url":null,"abstract":"<p><p>We investigated the synthesis and herbicidal activity of 23 toxoflavin analogs, <b>1a</b>-<b>w</b>, in which aromatic rings (R) were introduced into the C-3 position. In paddy field conditions, <b>1k</b> (R=2-CF<sub>3</sub>-C<sub>6</sub>H<sub>4</sub>) and <b>1w</b> (R=2-thienyl) showed excellent herbicidal activity. Under upland field conditions, we found that toxoflavin analogs <b>1a</b> (R=C<sub>6</sub>H<sub>5</sub>), <b>1n</b> (R=2-CH<sub>3</sub>O-C<sub>6</sub>H<sub>4</sub>), and <b>1p</b> (R=4-CH<sub>3</sub>O-C<sub>6</sub>H<sub>4</sub>) exhibited wide herbicidal spectrum against <i>Echinochloa crus-galli (L) var. crus-galli</i> (ECHCG), <i>Chenopodium album</i>, and <i>Amaranthus viridis</i> (AMAVI). The analog with the 2-fluoro group on benzene ring <b>1b</b> also showed high herbicidal activity against both ECHCG and AMAVI.</p>","PeriodicalId":16712,"journal":{"name":"Journal of Pesticide Science","volume":"46 3","pages":"278-282"},"PeriodicalIF":1.5000,"publicationDate":"2021-08-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://ftp.ncbi.nlm.nih.gov/pub/pmc/oa_pdf/47/56/jps-46-3-D21-010.PMC8422260.pdf","citationCount":"0","resultStr":"{\"title\":\"Synthesis and herbicidal activity of 3-substituted toxoflavin analogs.\",\"authors\":\"Narihito Ogawa, Ryoya Imaizumi, Tatsuya Hirano, Jun Suzuki\",\"doi\":\"10.1584/jpestics.D21-010\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>We investigated the synthesis and herbicidal activity of 23 toxoflavin analogs, <b>1a</b>-<b>w</b>, in which aromatic rings (R) were introduced into the C-3 position. In paddy field conditions, <b>1k</b> (R=2-CF<sub>3</sub>-C<sub>6</sub>H<sub>4</sub>) and <b>1w</b> (R=2-thienyl) showed excellent herbicidal activity. Under upland field conditions, we found that toxoflavin analogs <b>1a</b> (R=C<sub>6</sub>H<sub>5</sub>), <b>1n</b> (R=2-CH<sub>3</sub>O-C<sub>6</sub>H<sub>4</sub>), and <b>1p</b> (R=4-CH<sub>3</sub>O-C<sub>6</sub>H<sub>4</sub>) exhibited wide herbicidal spectrum against <i>Echinochloa crus-galli (L) var. crus-galli</i> (ECHCG), <i>Chenopodium album</i>, and <i>Amaranthus viridis</i> (AMAVI). The analog with the 2-fluoro group on benzene ring <b>1b</b> also showed high herbicidal activity against both ECHCG and AMAVI.</p>\",\"PeriodicalId\":16712,\"journal\":{\"name\":\"Journal of Pesticide Science\",\"volume\":\"46 3\",\"pages\":\"278-282\"},\"PeriodicalIF\":1.5000,\"publicationDate\":\"2021-08-20\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://ftp.ncbi.nlm.nih.gov/pub/pmc/oa_pdf/47/56/jps-46-3-D21-010.PMC8422260.pdf\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Pesticide Science\",\"FirstCategoryId\":\"97\",\"ListUrlMain\":\"https://doi.org/10.1584/jpestics.D21-010\",\"RegionNum\":4,\"RegionCategory\":\"农林科学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"ENTOMOLOGY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Pesticide Science","FirstCategoryId":"97","ListUrlMain":"https://doi.org/10.1584/jpestics.D21-010","RegionNum":4,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"ENTOMOLOGY","Score":null,"Total":0}
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-CF3-C6H4) and 1w (R=2-thienyl) showed excellent herbicidal activity. Under upland field conditions, we found that toxoflavin analogs 1a (R=C6H5), 1n (R=2-CH3O-C6H4), and 1p (R=4-CH3O-C6H4) 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.
期刊介绍:
The Journal of Pesticide Science publishes the results of original research regarding the chemistry and biochemistry of pesticides including bio-based materials. It also covers their metabolism, toxicology, environmental fate and formulation.