Discovery and Biomimetic Synthesis of a Phloroglucinol-Terpene Adduct Collection fromBaeckea frutescensand Its Biogenetic Origin Insight
文献类型： 外文期刊
第一作者： Luo, Shi-Lin
作者： Luo, Shi-Lin;Hu, Li-Jun;Huang, Xiao-Jun;Su, Jun-Cheng;Wang, Lei;Wang, Ying;Ye, Wen-Cai;Luo, Shi-Lin;Hu, Li-Jun;Huang, Xiao-Jun;Su, Jun-Cheng;Wang, Lei;Wang, Ying;Ye, Wen-Cai;Li, Chuang-Chuang;Shao, Xue-Hua;Xu, Han-Hong
作者机构：
关键词： Baeckea frutescensL; biomimetic synthesis; biosynthetic pathways; natural products; phloroglucinol-terpene adduct
期刊名称：CHEMISTRY-A EUROPEAN JOURNAL （ 影响因子：5.236； 五年影响因子：4.843 ）
ISSN： 0947-6539
年卷期： 2020 年 26 卷 49 期
页码：
收录情况： SCI
摘要： A phloroglucinol-terpene adduct (PTA) collection consisting of twenty-four molecules featuring three skeletons was discovered fromBaeckea frutescens. Inspired by its biosynthetic hypothesis, we synthesized this PTA collection by reductive activation of stable phloroglucinol precursors into highly reactiveortho-quinone methide (o-QM) intermediates and subsequently Diels-Alder cycloaddition. We also demonstrated, for the first time, the generation process of the activeo-QM by performing dynamic NMR and HPLC-MS monitoring experiments. Moreover, the PTA collection showed significant antifeedant effect toward thePlutella xylostellalarvae.
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