Cargando…
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 s...
Autores principales: | , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Pesticide Science Society of Japan
2023
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10513954/ https://www.ncbi.nlm.nih.gov/pubmed/37745169 http://dx.doi.org/10.1584/jpestics.D23-029 |
_version_ | 1785108628331560960 |
---|---|
author | Nemoto, Kenji Takikawa, Hirosato Ogura, Yusuke |
author_facet | Nemoto, Kenji Takikawa, Hirosato Ogura, Yusuke |
author_sort | Nemoto, Kenji |
collection | PubMed |
description | 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. |
format | Online Article Text |
id | pubmed-10513954 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | Pesticide Science Society of Japan |
record_format | MEDLINE/PubMed |
spelling | pubmed-105139542023-09-23 Syntheses of (+)-costic acid and structurally related eudesmane sesquiterpenoids and their biological evaluations as acaricidal agents against Varroa destructor Nemoto, Kenji Takikawa, Hirosato Ogura, Yusuke J Pestic Sci Brief Report 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. Pesticide Science Society of Japan 2023-08-20 /pmc/articles/PMC10513954/ /pubmed/37745169 http://dx.doi.org/10.1584/jpestics.D23-029 Text en © 2023 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 Nemoto, Kenji Takikawa, Hirosato Ogura, Yusuke Syntheses of (+)-costic acid and structurally related eudesmane sesquiterpenoids and their biological evaluations as acaricidal agents against Varroa destructor |
title | Syntheses of (+)-costic acid and structurally related eudesmane sesquiterpenoids and their biological evaluations as acaricidal agents against Varroa destructor |
title_full | Syntheses of (+)-costic acid and structurally related eudesmane sesquiterpenoids and their biological evaluations as acaricidal agents against Varroa destructor |
title_fullStr | Syntheses of (+)-costic acid and structurally related eudesmane sesquiterpenoids and their biological evaluations as acaricidal agents against Varroa destructor |
title_full_unstemmed | Syntheses of (+)-costic acid and structurally related eudesmane sesquiterpenoids and their biological evaluations as acaricidal agents against Varroa destructor |
title_short | Syntheses of (+)-costic acid and structurally related eudesmane sesquiterpenoids and their biological evaluations as acaricidal agents against Varroa destructor |
title_sort | syntheses of (+)-costic acid and structurally related eudesmane sesquiterpenoids and their biological evaluations as acaricidal agents against varroa destructor |
topic | Brief Report |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10513954/ https://www.ncbi.nlm.nih.gov/pubmed/37745169 http://dx.doi.org/10.1584/jpestics.D23-029 |
work_keys_str_mv | AT nemotokenji synthesesofcosticacidandstructurallyrelatedeudesmanesesquiterpenoidsandtheirbiologicalevaluationsasacaricidalagentsagainstvarroadestructor AT takikawahirosato synthesesofcosticacidandstructurallyrelatedeudesmanesesquiterpenoidsandtheirbiologicalevaluationsasacaricidalagentsagainstvarroadestructor AT ogurayusuke synthesesofcosticacidandstructurallyrelatedeudesmanesesquiterpenoidsandtheirbiologicalevaluationsasacaricidalagentsagainstvarroadestructor |