Ethynylbenzenoid metabolites of Antrodia camphorata: synthesis and inhibition of TNF expression
Ethynylbenzenoid metabolites of Antrodia camphorata: synthesis and inhibition of TNF expression
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DOI：
10.1039/c3ob42333f
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发表时间：
2014-01-01
影响因子：
3.2
通讯作者：
Piggott, Matthew J.
中科院分区：
文献类型：
--
作者：
Buccini, Marco;Punch, Kathryn A.;Piggott, Matthew J.
本文介绍了抗炎天然产物antrophin A（2）的改进合成方法，其中涉及关键的Castro-Stephens反应，以及其同系物antrophin B的首次全合成（沿着）（3）。获得更复杂的共代谢物antrodioxolanone（4）的方法不成功，但B中的antrodioxolanone的二碘化钐介导的频哪醇偶联确实提供了手性差向异构体（51）。Antrophilin A（2）抑制肿瘤坏死因子（TNF）报告基因的表达，但其作为抗炎剂的发展可能受到细胞毒性的限制。
An improved synthesis of the anti-inflammatory natural product antrocamphin A (2), involving a key Castro-Stephens reaction, is presented, along with the first total synthesis of its congener antrocamphin B (3). Approaches towards the more complex co-metabolite antrodioxolanone (4) were unsuccessful, but a samarium diiodide-mediated pinacol coupling of antrocamphin B did provide the chiral epimers (51). Antrocamphin A (2) inhibits Tumour Necrosis Factor (TNF) reporter gene expression, but its development as an anti-inflammatory agent may be limited by cytotoxicity.