Laboratory of Bioorganic Chemistry & Membrane Biophysics (L.O.B.O.), Department of Organic and Inorganic Chemistry, University of Extremadura, 10003 Cáceres, Spain.
Molecules. 2021 Feb 27;26(5):1287. doi: 10.3390/molecules26051287.
Keto piperazines and aminocoumarins are privileged building blocks for the construction of geometrically constrained peptides and therefore valuable structures in drug discovery. Combining these two heterocycles provides unique rigid polycyclic peptidomimetics with drug-like properties including many points of diversity that could be modulated to interact with different biological receptors. This work describes an efficient multicomponent approach to condensed chromenopiperazines based on the novel enol-Ugi reaction. Importantly, this strategy involves the first reported post-condensation transformation of an enol-Ugi adduct.
酮哌嗪和氨基香豆素是构建几何约束肽的重要结构单元，因此在药物发现中是有价值的结构。将这两种杂环组合在一起，可以提供独特的刚性多环肽类似物，具有类药性，包括许多可以调节的多样性，以与不同的生物受体相互作用。这项工作描述了一种基于新型烯醇-Ugi 反应的稠合色满哌嗪的高效多组分方法。重要的是，该策略涉及烯醇-Ugi 加合物的首次报道的缩合后转化。
