Recent progress of on-resin cyclization for the synthesis of clycopeptidomimetics

Recent progress of on-resin cyclization for the synthesis of clycopeptidomimetics
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树脂环化合成环肽模拟物的最新进展

DOI:
10.1016/j.cclet.2016.04.024
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发表时间:
2016-12
影响因子:
9.1
通讯作者:
bing Chen
bing Chen
中科院分区:
化学1区
文献类型:
--
作者:
Zhimeng Wu;Shaozhong Liu;xiaozhong cheng;Wenzhang ding;Tao Zhu;bing Chen

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仿环肽是一类具有非自然链的环肽。它们通常表现出独特的约束结构,增强的蛋白水解稳定性和其他类似药物的特性;并已广泛应用于药物化学。因此,开发高效的合成环肽模拟物的方法受到了人们的广泛关注。树脂上环化策略是克服溶液环化过程中发生的低聚和环低聚等竞争性副反应的有效方法之一。这种方法利用了“伪稀释”效应,避免了这些不希望产生的副产物,大大简化了下游产品的纯化过程。本文综述了近年来树脂上肽环化合成拟环肽的研究进展。
Cyclopeptidomimetics are class of cyclopeptides with unnatural linkage. They usually displayed unique constrained structure, enhanced proteolytic stability, and other drug-like character; and have been widely used in medicinal chemistry. Therefore, development of efficient strategies for the synthesis of cyclopeptidomimetics has received many attentions. On-resin cyclization strategy is one of the effective approaches developed to overcome the competing side reaction such as oligomerization and cyclooligomers occurred in solution cyclization. This approach took advantage of the “pseudo-dilution” effect to avoid these undesired by-products and greatly simplified the downstream product purification process. This review summarized the recent on-resin peptide cyclization strategies for the synthesis of cyclopeptidomimetics.
DOI: 10.6023/cjoc1201142
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