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Total synthesis and modification of Bacicyclin (1), a new marine antibacterial cyclic hexapeptide
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2020-12-11 , DOI: 10.1016/j.tetlet.2020.152705
Qing Chen , Ming-hao Wu , Qi Chang , Xia Zhao

The Bacicyclin (1), a new marine antibacterial cyclic hexapeptide, was synthesized for the first time by utilizing a two-step solid-phase/solution synthesis strategy. In order to investigate the relationship between activity and structure of Bacicyclin (1), we synthesized 6 analogues using the same method. The HR-QTOF-MS, 1H NMR and 13C NMR spectral data of Bacicyclin (1) and its analogues show that we successfully synthesized all the compounds. It's worth noting that the unnatural amino acids with aryl fluorosulfate group have the potential to improve the anti-tumor activity of cyclic peptides.



中文翻译:

新型海洋抗菌环六肽Bacicyclin(1)的全合成和修饰

利用两步固相/溶液合成策略,首次合成了新的海洋抗菌环六肽Bacicyclin(1)。为了研究Bacicyclin(1)的活性与结构之间的关系,我们使用相同的方法合成了6种类似物。Bacicyclin(1)及其类似物的HR-QTOF-MS,1 H NMR和13 C NMR光谱数据表明,我们已成功合成了所有化合物。值得注意的是,带有氟代芳基的非天然氨基酸具有改善环肽抗肿瘤活性的潜力。

更新日期:2021-01-07
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