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Updated: Aug 29, 2025

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Recent progress toward developing axial chirality bioactive compounds.

Zheyi Wang1, Liying Meng1, Xinxin Liu1

  • 1Department of Medical Experimental Center, Qilu Hospital (Qingdao), Cheeloo College of Medicine, Shandong University, Qingdao, 266035, China.

European Journal of Medicinal Chemistry
|September 4, 2022
PubMed
Summary
This summary is machine-generated.

Atropisomers, stereoisomers with axial chirality, show potential in drug development due to their biological properties. This review covers C-C, C-N, and N-N bonded atropisomers and their activities.

Keywords:
AtropisomerAxial chiralityAxial drugsBiological activityDrug discovery

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Area of Science:

  • Medicinal Chemistry
  • Stereochemistry
  • Organic Chemistry

Background:

  • Atropisomers are stereoisomers characterized by axial chirality due to hindered rotation around a single bond.
  • Many axially chiral compounds display significant biological activities, particularly against protein targets.
  • This unique time-dependent chirality presents considerable opportunities for novel drug development.

Purpose of the Study:

  • To comprehensively review bioactive compounds featuring axial chirality.
  • To categorize and discuss atropisomers based on their core bonding structures (C-C, C-N, N-N).
  • To highlight the medicinal chemistry relevance of atropisomerism in drug discovery.

Main Methods:

  • Literature review of atropisomeric compounds with documented biological activities.
  • Categorization of atropisomers based on the type of bond restricting rotation.
  • Compilation of examples and their associated biological properties.

Main Results:

  • Identification and discussion of C-C bonded atropisomers with biological relevance.
  • Analysis of C-N bonded atropisomers and their therapeutic potential.
  • Exploration of N-N bonded atropisomers and their impact on biological targets.
  • Examples provided for each category illustrating diverse biological activities.

Conclusions:

  • Axial chirality in atropisomers is a valuable feature for developing bioactive molecules.
  • Understanding the different classes of atropisomers (C-C, C-N, N-N) aids in designing new drug candidates.
  • This review serves as a resource for medicinal chemists advancing atropisomeric drug molecules.