In vitro multitarget activity of sulfadiazine substituted triazenes as antimicrobial, cytotoxic, and larvicidal agents

J Biochem Mol Toxicol. 2023 Oct;37(10):e23467. doi: 10.1002/jbt.23467. Epub 2023 Jul 19.

Abstract

Multidrug resistance (MDR) causes difficulties in the treatment of infections and cancer. Research and development studies have become increasingly important for the strategy of preventing MDR. There is a need for new multitarget drug research and advancement to reduce the development of drug resistance in drug-drug interactions and reduce cost and toxic effects. This study aimed to determine the effects of multi-target triazene compounds on antibacterial, antifungal, antiviral, cytotoxic, and larvicidal activities were investigated in vitro. A series of 12 novel of 1,3-diaryltriazene-substituted sulfadiazine (SDZ) derivatives were synthesized, and the obtained pure products characterized in detail by spectroscopic and analytic methods (FT-IR, 1 H-NMR, 13 C-NMR, and melting points). The antibacterial and antifungal activities of these derivatives (AH1-12) were determined by broth microdilution method. All derivatives have been evaluated in cell-based assays for cytotoxic and antiviral activities against Modified Vaccinia Virus Ankara. The larvicidal efficacy of these chemical compounds was also investigated by using Lucilia sericata (L. sericata) larvae. Twelve 1,3-diaryltriazene-substituted SDZ derivatives (AH1-12) were designed and developed as potent multitargeted compounds. Among them, the AH1 derivative showed the most antibacterial and antifungal activity. Besides, synthesized derivatives AH2, AH3, AH5, and AH7 showed higher antiviral activity than SDZ. All synthesized derivatives showed higher cytotoxic activity than SDZ. Also, they showed larvicidal activity at 72 h of the experiment. As a result, these compounds might be great leads for the development of next-generation multitargeted agents.

Keywords: 1,3-diaryl triazenes; antibacterial; antifungal; antiviral activity; sulfa drugs.

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Antifungal Agents / pharmacology
  • Antineoplastic Agents* / pharmacology
  • Antiviral Agents / pharmacology
  • Microbial Sensitivity Tests
  • Spectroscopy, Fourier Transform Infrared
  • Structure-Activity Relationship
  • Sulfadiazine*
  • Triazenes / chemistry
  • Triazenes / pharmacology

Substances

  • Sulfadiazine
  • Antifungal Agents
  • Triazenes
  • Antineoplastic Agents
  • Anti-Bacterial Agents
  • Antiviral Agents

Supplementary concepts

  • Modified Vaccinia Ankara virus