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非共轭烃作为刚性线性基序:材料科学和生物有机与药物化学的等排体。

Nonconjugated Hydrocarbons as Rigid-Linear Motifs: Isosteres for Material Sciences and Bioorganic and Medicinal Chemistry.

机构信息

School of Chemistry, SFI Tetrapyrrole Laboratory, Trinity Biomedical Sciences Institute, Trinity College Dublin, The University of Dublin, 152-160 Pearse Street, Dublin, 2, Ireland.

出版信息

Chemistry. 2019 Mar 27;25(18):4590-4647. doi: 10.1002/chem.201804225. Epub 2019 Jan 14.

Abstract

Nonconjugated hydrocarbons, like bicyclo[1.1.1]pentane, bicyclo[2.2.2]octane, triptycene, and cubane are a unique class of rigid linkers. Due to their similarity in size and shape they are useful mimics of classic benzene moieties in drugs, so-called bioisosteres. Moreover, they also fulfill an important role in material sciences as linear linkers, in order to arrange various functionalities in a defined spatial manner. In this Review article, recent developments and usages of these special, rectilinear systems are discussed. Furthermore, we focus on covalently linked, nonconjugated linear arrangements and discuss the physical and chemical properties and differences of individual linkers, as well as their application in material and medicinal sciences.

摘要

非共轭烃,如双环[1.1.1]戊烷、双环[2.2.2]辛烷、三亚苯和立方烷,是一类独特的刚性连接体。由于它们在大小和形状上的相似性,它们是药物中经典苯环部分的有用模拟物,即所谓的生物等排体。此外,它们在材料科学中作为线性连接体也具有重要作用,以便以确定的空间方式排列各种功能。在这篇综述文章中,讨论了这些特殊的直线系统的最新发展和用途。此外,我们专注于共价键合的非共轭线性排列,并讨论了各个连接体的物理和化学性质和差异,以及它们在材料和医学科学中的应用。

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