Synthesis and antiviral evaluation of some sugar arylglycinoylhydrazones and their oxadiazoline derivatives

Arch Pharm (Weinheim). 2006 Dec;339(12):656-63. doi: 10.1002/ardp.200600100.

Abstract

Sugar N-arylaminoacetylhydrazones 2-5 were prepared by the reaction of N-arylaminoacetylhydrazides 1 with equivalent amounts of the corresponding monosaccharides. Per-O-acetyl derivatives 6-9 of sugar hydrazones 2-5 were prepared by using acetic anhydride in pyridine at room temperature, while on boiling with acetic anhydride, cyclization had taken place to give the oxadiazolines 10-12. The prepared compounds were tested for antiviral activity against Herpes Simplex virus type-1 (HSV-1) and hepatitis-A virus (HAV, MBB-cell culture adapted strain). Plaque reduction infectivity assay was used to determine virus count reduction as a result of treatment with tested compounds.

MeSH terms

  • Aniline Compounds / chemical synthesis*
  • Aniline Compounds / pharmacology*
  • Animals
  • Antiviral Agents / chemical synthesis*
  • Antiviral Agents / pharmacology*
  • Chlorocebus aethiops
  • Drug Evaluation, Preclinical
  • Hepatitis A virus / drug effects
  • Herpesvirus 1, Human / drug effects
  • Hydrazones / chemical synthesis*
  • Hydrazones / pharmacology*
  • Indicators and Reagents
  • Magnetic Resonance Spectroscopy
  • Oxadiazoles / chemical synthesis*
  • Oxadiazoles / pharmacology*
  • Spectrophotometry, Infrared
  • Viral Plaque Assay

Substances

  • Aniline Compounds
  • Antiviral Agents
  • Hydrazones
  • Indicators and Reagents
  • Oxadiazoles