Chiral sulfonamides with various N-heterocyclic and aromatic units - Synthesis and antiviral activity evaluation

Biomed Pharmacother. 2022 Sep:153:113473. doi: 10.1016/j.biopha.2022.113473. Epub 2022 Aug 1.

Abstract

Chiral sulfonamides with aromatic fragments are important chemical building blocks found widely in many natural products, catalysts, and molecules of biological importance. In this report, we describe the efficient synthesis of a series of chiral sulfonamides which, in addition to the aromatic part (phenyl, biphenyl, and dansyl units), possess N-heterocyclic systems. The described compounds were obtained by nucleophilic substitution of chiral N-heterocyclic amines and commercially available aromatic sulfonyl chlorides under mild conditions. All derivatives were examined in antiviral assay against AdV5, HSV-1, HPIV-3, HCMV, and EMCV viruses.

Keywords: 2–azabicycloalkanes; Antiviral agents; Aryl sulfonamides; Chiral N–heterocycles.

MeSH terms

  • Amines
  • Antiviral Agents / chemistry
  • Antiviral Agents / pharmacology
  • Catalysis
  • Herpesvirus 1, Human*
  • Sulfonamides* / chemistry
  • Sulfonamides* / pharmacology

Substances

  • Amines
  • Antiviral Agents
  • Sulfonamides