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奥巴库酮作为强效杀虫剂的呋喃位点转化

Furan-site transformations of obacunone as potent insecticidal agents.

作者信息

Xiang Ping, Cao Qing-Hao, Dong Qing-Miao, Yang Xiao-Jun, Tang Jiang-Jiang, Bai Hongjin

机构信息

College of Plant Protection, Northwest A&F University, Yangling, 712100, PR China.

Xinjiang Production & Construction Corps Key Laboratory of Protection and Utilization of Biological Resources in Tarim Basin, Tarim University, Alar 843300, PR China.

出版信息

Heliyon. 2018 Dec 17;4(12):e01064. doi: 10.1016/j.heliyon.2018.e01064. eCollection 2018 Dec.

Abstract

Furan ring is a key pharmacophore for insecticidal activity of limoninoids. To develop natural-product-based insecticidal agents, a series of furan-site transformations (, and -) of obacunone were synthesized by selective bromination and following coupling reactions without altering other functional groups. Bioassays indicated that derivatives and displayed more potent insecticidal activity than obacunone and toosendanin against the instar larvae of Walker. Besides, their structure-activity relationships were discussed.

摘要

呋喃环是柠檬苦素类化合物杀虫活性的关键药效基团。为了开发基于天然产物的杀虫剂,通过选择性溴化和后续的偶联反应,在不改变其他官能团的情况下合成了一系列奥巴昆酮的呋喃位点转化产物(、和-)。生物测定表明,衍生物和对棉铃虫幼虫的杀虫活性比奥巴昆酮和川楝素更强。此外,还讨论了它们的构效关系。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca3e/6298901/a45c245cc538/gr1.jpg

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