Synthesis and antiviral activities of some 2,4,6-trisubstituted 1,3,5-triazines

Chem Pharm Bull (Tokyo). 2014;62(10):1032-40. doi: 10.1248/cpb.c14-00421.

Abstract

We describe the synthesis and results of biological evaluation of newly designed 2,4,6-trisubstituted symmetrical 1,3,5-triazine (TAZ) derivatives. Among the tested trisubstituted TAZ derivatives, some CS-symmetrical alkoxy-amino-substituted TAZ derivatives, including 7ggp and 6dpp, showed significant antiviral activity against herpes simplex virus type 1 (HSV-1). The compound with the highest level of antiviral activity was C3-symmetrical trialkoxy-TAZ derivative 4bbb, which showed a considerably high selectivity index (IC50/EC50=256.6). The structure-activity relationships for anti-HSV-1 activity of the tested 2,4,6-trisubstituted TAZ derivatives are also described.

MeSH terms

  • Animals
  • Antiviral Agents / chemical synthesis*
  • Antiviral Agents / chemistry
  • Antiviral Agents / pharmacology
  • Cell Survival / drug effects
  • Chlorocebus aethiops
  • Herpesvirus 1, Human / drug effects
  • Humans
  • Structure-Activity Relationship
  • Triazines / chemical synthesis
  • Triazines / chemistry*
  • Triazines / pharmacology
  • Vero Cells

Substances

  • Antiviral Agents
  • Triazines
  • cyanuric chloride