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Updated: May 31, 2025
05:07
Microwave-Assisted Preparation of 1-Aryl-1H-pyrazole-5-amines
Published on: June 23, 2019
6.6K
Synthesis, X-Ray Structure, Characterization, Antifungal Activity, DFT, and Molecular Simulation of a Novel Pyrazole
Said Tighadouini1, Imane Yamari2, Othmane Roby1
1Laboratory of Organic Synthesis, Extraction, and Valorization, Faculty of Sciences Ain Chock, Hassan II University, Route d'El Jadida Km 2, Casablanca BP 5366, Morocco.
Current Topics in Medicinal Chemistry
|January 23, 2025
Summary
A novel compound, 1-benzyl-5-methyl-1H-pyrazole-3-carboxylic acid (L1), shows moderate antifungal activity and favorable drug-like properties. It demonstrates promising interactions with Candida albicans CYP51, suggesting potential as a new antifungal agent.
Area of Science:
- Medicinal Chemistry
- Computational Chemistry
- Mycology
Background:
- Rising antifungal resistance necessitates novel therapeutic agents.
- Existing treatments face challenges due to emerging resistance patterns.
- This study investigates a new pyrazole derivative for antifungal potential.
Purpose of the Study:
- Synthesize and characterize 1-benzyl-5-methyl-1H-pyrazole-3-carboxylic acid (L1).
- Evaluate the in vitro antifungal activity of compound L1.
- Assess the molecular interactions and drug-like properties of L1.
Main Methods:
- Compound L1 synthesis and characterization (NMR, FT-IR, GC-MS, XRD).
- In vitro antifungal assays and Density Functional Theory (DFT) studies.
- Molecular docking, dynamics simulations against Candida albicans CYP51, and ADME/Tox evaluations.
Main Results:
- Compound L1 displayed moderate antifungal activity (IC50 = 34.25 μg/mL).
- DFT confirmed a stable molecular structure for L1.
- L1 showed high affinity and stability with CYP51, outperforming fluconazole in some evaluations.
Conclusions:
- Compound L1 is a promising candidate for new antifungal drug development.
- Its interaction profile with CYP51 suggests a viable mechanism of action.
- Further research is recommended to explore L1's full therapeutic potential.
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