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Semisynthesis of esters and oxime esters/sulfonates from furyl-ring-based acetylation derivatives of fraxinellone as insecticidal agents†
Yong Guo,Ruige Yang
RSC Advances Pub Date : 05/26/2017 00:00:00 , DOI:10.1039/C7RA03588H
Abstract

In continuation of our program to discover new natural-product-based crop protection agents, we prepared a series of esters and oxime esters/sulfonates from furyl-ring-based acetylation derivatives as pesticidal agents by structural modification of fraxinellone, a biorenewable degraded limonoid isolated from Meliaceae and Rutaceae plants. The structural assignment was based on the spectroscopic and X-ray analysis data. Their insecticidal activity was evaluated against a crop-threatening agricultural insect pest, Mythimna separata Walker. Among all derivatives, compounds 9a and 10i exhibited the most promising pesticidal activity. Their structure–activity relationships were also discussed.

Graphical abstract: Semisynthesis of esters and oxime esters/sulfonates from furyl-ring-based acetylation derivatives of fraxinellone as insecticidal agents
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