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Total Synthesis of Kanamienamide and Clarification of Biological Activity
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2017-11-08 00:00:00 , DOI: 10.1021/acs.joc.7b02288
Daisuke Ojima 1 , Arihiro Iwasaki 1 , Kiyotake Suenaga 1
Affiliation  

The total synthesis of kanamienamide, an enamide with an enol ether and an 11-membered macrolactone of marine origin, was achieved. The synthesis features the construction of an enamide adjacent to an enol ether by Buchwald amidation and an 11-membered ring by Mitsunobu lactonization. In addition, on the basis of the biological assay of synthetic 1, we clarified that kanamienamide (1) was not an apoptosis-like cell death inducer, as reported in the isolation paper, and revealed its real biological activity as a necrosis-like cell death inducer.

中文翻译:

Kanamienamide的全合成及生物活性的澄清

实现了卡那米酰胺,一种带有烯醇醚的烯酰胺和一种海洋来源的11元大内酯的全合成。该合成的特征在于通过布赫瓦尔德酰胺化与烯醇醚相邻的烯酰胺的构建和通过光延内酯化的11元环的构建。此外,根据合成物1的生物学分析,我们澄清了卡那酰胺(1)并非如隔离纸中所述的凋亡样细胞死亡诱导剂,并揭示了其作为坏死样细胞的真正生物学活性。死亡诱因。
更新日期:2017-11-09
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