Synthesis, Structure–Activity Relationship Studies, and ADMET Properties of 3‐Aminocyclohex‐2‐en‐1‐ones as Chemokine Receptor 2 (CXCR2) Antagonists

Abstract

Herein we describe the synthesis and structure–activity relationships of 3‐aminocyclohex‐2‐en‐1‐one derivatives as novel chemokine receptor 2 (CXCR2) antagonists. Thirteen out of 44 derivatives were found to inhibit CXCR2 downstream signaling in a Tango assay specific for CXCR2, with IC50 values less than 10 μm. In silico ADMET prediction suggests that all active compounds possess drug‐like properties. None of these compounds show significant cytotoxicity, suggesting their potential application in inflammatory mediated diseases. A structure–activity relationship (SAR) map has been generated to gain better understanding of their binding mechanism to guide further optimization of these new CXCR2 antagonists.

Document Details

Document Type
Pub Defense Publication
Publication Date
Apr 30, 2018
Source ID
10.1002/cmdc.201800027

Entities

People

  • Bikash Debnath
  • Nouri Neamati
  • Weiyang Dai
  • Wenmin Chen
  • Yong Wu

Organizations

  • China Scholarship Council
  • Sichuan University
  • United States Department of Defense
  • University of Michigan

Tags

Fields of Study

  • Chemistry
  • Medicine

Readers

  • Instructional Design and Training Evaluation.
  • Neurotoxicology
  • Oncology (Cancer Research).