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Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
10:42

Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines

Published on: January 3, 2018

Repurposing the phenylthiazole scaffold with 1,3,4-oxadiazole for selective, potent and well-tolerated antifungal

Mohamed Hagras1, Hany G Ezzat1, Abdelrahman A Abuelkhir1

  • 1Department of Pharmaceutical Organic Chemistry, College of Pharmacy, Al-Azhar University Cairo 11884 Egypt m.hagrs@azhar.edu.eg.

RSC Advances
|March 28, 2025
PubMed

Insights

Novel phenylthiazole-based oxadiazole derivatives show potent antifungal activity against resistant strains like Candida auris. Compound 35 is a promising lead candidate with a favorable safety profile, addressing the urgent need for new antifungal therapies.

Area of Science:

  • Medicinal Chemistry
  • Mycology
  • Infectious Diseases

Background:

  • Invasive fungal infections (IFIs) pose a significant threat, especially to immunocompromised patients, with high mortality rates.
  • Increasing antifungal resistance necessitates the development of novel therapeutic agents.
  • Existing treatments face challenges due to resistance and toxicity.

Purpose of the Study:

  • To rationally design and synthesize novel phenylthiazole-based oxadiazole derivatives.
  • To evaluate the antifungal activity and selectivity of these derivatives against resistant fungal strains.
  • To identify a lead compound with enhanced potency and an improved safety profile.

Main Methods:

  • Rational drug design and synthesis of phenylthiazole-based oxadiazole derivatives.
  • Antifungal susceptibility testing using Minimum Inhibitory Concentration (MIC) assays.
  • Cytotoxicity and hemolytic activity assays to assess safety profile.

Main Results:

  • Compound 35 demonstrated potent activity against *Candida albicans*, *Candida glabrata*, and multidrug-resistant *Candida auris*.
  • MIC values for compound 35 ranged from 0.5-4 μg mL⁻¹, outperforming fluconazole.
  • Compound 35 exhibited minimal cytotoxicity and negligible hemolytic activity, suggesting a favorable safety profile.

Conclusions:

  • Phenylthiazole-based oxadiazole derivatives represent a promising class of novel antifungal agents.
  • Compound 35 is a potential lead candidate for developing new treatments against invasive fungal infections, including those caused by resistant strains.
  • The favorable safety profile of compound 35 warrants further investigation for clinical development.

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