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首页> 外文期刊>The Journal of Organic Chemistry >Selective molecular sequestration with concurrent natural product functionalization and derivatization: From crude natural product extracts to a single natural product derivative in one step
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Selective molecular sequestration with concurrent natural product functionalization and derivatization: From crude natural product extracts to a single natural product derivative in one step

机译:选择性分子螯合,同时进行天然产物功能化和衍生化:一步一步从粗天然产物提取物到单一天然产物衍生物

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摘要

A resin-bound nitroso compound sequestered a single unexpected component from crude plant seed extracts. Several plants, including Piper nigrum, Eugenia caryophyllata, and Pimenta dioica, were extracted with organic solvent in the presence of a nitroso-containing resin. The nitroso resin selectively sequestered a single compound, β-caryophyllene, via a chemo- and regioselective ene reaction. The ene product was released from the resin, and proper selection of the solid-phase linker and cleavage cocktail allowed concomitant further transformation of the primary ene product to a novel functionalized polycycle. Preliminary studies indicate that the new hydroxylamine-containing natural product derivatives have antibiotic activity.
机译:树脂结合的亚硝基化合物从植物粗种子提取物中螯合了单个意外成分。在含亚硝基树脂的存在下,用有机溶剂提取了几种植物,包括黑胡椒,番樱桃叶番木和Pimenta dioica。亚硝基树脂通过化学和区域选择性烯反应选择性地螯合单一化合物β-石竹烯。烯产物从树脂中释放出来,适当选择固相连接物和裂解混合物可使烯产物进一步转化为新型的官能化多环。初步研究表明,新的含羟胺的天然产物衍生物具有抗生素活性。

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