Nine‐Step Total Synthesis and Biological Evaluation of Rhizonin A,Chinese Journal of Chemistry

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Nine‐Step Total Synthesis and Biological Evaluation of Rhizonin A
Chinese Journal of Chemistry ( IF 5.5 ) Pub Date : 2020-05-20 , DOI: 10.1002/cjoc.202000222
Qingchao Liu ₁ , Langlang Liu _{1,

2} , Ranjala Ratnayake ₃ , Hendrik Luesch ₃ , Yian Guo ₂ , Tao Ye ₂

Affiliation

We have achieved the total synthesis of an architecturally and biologically intriguing cyclic polypeptide, rhizonin A (1), in an exceptionally concise and convergent fashion. The strategic route entails 9 longest linear steps to elaborate commercially available materials into the natural product with an overall yield of 9.7%. The brevity of sequence and high overall yield was fueled by the judicious selection of chemical tactics. Rhizonin A (1) showed weak inhibitory effects on the cell viability of HCT116 colorectal cancer cells and this activity was dependent on hypoxia‐inducible factors.

中文翻译：

根瘤菌素A的九步全合成与生物评价

我们已经以极其简洁和收敛的方式完成了在建筑和生物学上引人入胜的环状多肽Rhizonin A（1）的总合成。该战略路线需要9个最长的线性步骤，以将可商购获得的材料精加工成天然产品，总产率为9.7％。明智的化学策略选择为序列的简洁和高总产量提供了动力。根瘤菌素A（1）对HCT116结直肠癌细胞的细胞活力显示出微弱的抑制作用，这种活性取决于缺氧诱导因子。

更新日期：2020-05-20

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