{"title":"(+)-costic acid和结构相关的真结烷倍半萜类化合物的合成及其作为灭螨剂的生物学评价。","authors":"Kenji Nemoto, Hirosato Takikawa, Yusuke Ogura","doi":"10.1584/jpestics.D23-029","DOIUrl":null,"url":null,"abstract":"<p><p>Synthesis of (+)-costic acid, isolated from <i>Dittrichia viscosa</i> (L.) W. Greuter as a natural acaricidal sesquiterpenoid, was achieved in 16 steps from (<i>R</i>)-carvone with an overall yield of 4.8%, involving the radical cyclization of selenoester to construct a decalone framework as the key step. Other structurally related natural products, (+)-costal, (+)-costol, and (+)-β-selinene, were also synthesized. The acaricidal activities of these four natural products and some synthetic intermediates were also evaluated against <i>Varroa destructor</i>. Among them, (+)-costal especially exhibited potent acaricidal activity.</p>","PeriodicalId":16712,"journal":{"name":"Journal of Pesticide Science","volume":"48 3","pages":"111-115"},"PeriodicalIF":1.5000,"publicationDate":"2023-08-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://ftp.ncbi.nlm.nih.gov/pub/pmc/oa_pdf/a9/a4/jps-48-3-D23-029.PMC10513954.pdf","citationCount":"0","resultStr":"{\"title\":\"Syntheses of (+)-costic acid and structurally related eudesmane sesquiterpenoids and their biological evaluations as acaricidal agents against <i>Varroa destructor</i>.\",\"authors\":\"Kenji Nemoto, Hirosato Takikawa, Yusuke Ogura\",\"doi\":\"10.1584/jpestics.D23-029\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>Synthesis of (+)-costic acid, isolated from <i>Dittrichia viscosa</i> (L.) W. Greuter as a natural acaricidal sesquiterpenoid, was achieved in 16 steps from (<i>R</i>)-carvone with an overall yield of 4.8%, involving the radical cyclization of selenoester to construct a decalone framework as the key step. Other structurally related natural products, (+)-costal, (+)-costol, and (+)-β-selinene, were also synthesized. The acaricidal activities of these four natural products and some synthetic intermediates were also evaluated against <i>Varroa destructor</i>. Among them, (+)-costal especially exhibited potent acaricidal activity.</p>\",\"PeriodicalId\":16712,\"journal\":{\"name\":\"Journal of Pesticide Science\",\"volume\":\"48 3\",\"pages\":\"111-115\"},\"PeriodicalIF\":1.5000,\"publicationDate\":\"2023-08-20\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://ftp.ncbi.nlm.nih.gov/pub/pmc/oa_pdf/a9/a4/jps-48-3-D23-029.PMC10513954.pdf\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Pesticide Science\",\"FirstCategoryId\":\"97\",\"ListUrlMain\":\"https://doi.org/10.1584/jpestics.D23-029\",\"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.D23-029","RegionNum":4,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"ENTOMOLOGY","Score":null,"Total":0}
Syntheses of (+)-costic acid and structurally related eudesmane sesquiterpenoids and their biological evaluations as acaricidal agents against Varroa destructor.
Synthesis of (+)-costic acid, isolated from Dittrichia viscosa (L.) W. Greuter as a natural acaricidal sesquiterpenoid, was achieved in 16 steps from (R)-carvone with an overall yield of 4.8%, involving the radical cyclization of selenoester to construct a decalone framework as the key step. Other structurally related natural products, (+)-costal, (+)-costol, and (+)-β-selinene, were also synthesized. The acaricidal activities of these four natural products and some synthetic intermediates were also evaluated against Varroa destructor. Among them, (+)-costal especially exhibited potent acaricidal activity.
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.