Synthesis of 3-phenyldibenzo[b,d]furan-type bioprobes utilizing vialinin B as a structural motif

Synthesis of 3-phenyldibenzo[b,d]furan-type bioprobes utilizing vialinin B as a structural motif
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以vialinin B为结构基序合成3-苯基二苯并[b,d]呋喃型生物探针

DOI:
10.1080/00397911.2016.1245754
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发表时间:
2017
期刊:
Syn. Comm.
影响因子:
--
通讯作者:
Koshino H.
Koshino H.
中科院分区:
--
文献类型:
--
作者:
Takahashi S.;Suda Y.;Nakamura T.;Matsuoka K.;Koshino H.

文献摘要

相似文献

Vialinin B是一种天然的3-苯基二苯并[B,d]呋喃类化合物,对肿瘤坏死因子(TNF)-α的产生具有很强的抑制活性。本文报道了三种生物素化对三联苯的合成方法,旨在阐明目的分子vialinin B。通过逐步Suzuki-Miyaura偶联完成核心的碳骨架的构建,而苯基二苯并呋喃部分通过Ullmann反应建立。生物素基单元通过点击化学连接。
Vialinin B is a natural 3-phenyldibenzo[b,d]furan product with a powerful inhibitory activity against tumor necrosis factor (TNF)–α production. This article describes the synthesis of three types of biotinylatedp-terphenyls designed for clarifying the target molecule of vialinin B. Construction of the carbon backbone of the core was accomplished by stepwise Suzuki–Miyaura coupling while the phenyl dibenzofuran moiety was built up by the Ullmann reaction. The biotinyl unit was attached through click chemistry.