Nemoto Kenji, Takikawa Hirosato, Ogura Yusuke
Department of Applied Biological Chemistry, Graduate School of Agricultural and Life Sciences, The University of Tokyo.
J Pestic Sci. 2023 Aug 20;48(3):111-115. doi: 10.1584/jpestics.D23-029.
Synthesis of (+)-costic acid, isolated from (L.) W. Greuter as a natural acaricidal sesquiterpenoid, was achieved in 16 steps from ()-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 . Among them, (+)-costal especially exhibited potent acaricidal activity.
从(L.)W. Greuter中分离得到的天然杀螨倍半萜(+)-肋状酸,以()-香芹酮为原料,经16步反应合成,总收率为4.8%,其中关键步骤是硒酯的自由基环化反应构建十氢萘酮骨架。还合成了其他结构相关的天然产物(+)-肋醛、(+)-肋醇和(+)-β-芹子烯。对这四种天然产物和一些合成中间体对……的杀螨活性也进行了评估。其中,(+)-肋醛尤其表现出较强的杀螨活性。