Synthesis and antifungal activity of 1,2,3-triazole containing fluconazole analogues
Abstract
Fluconazole based novel mimics containing 1,2,3-triazole were designed and synthesized as antifungal agents. Their antifungal activities were evaluated in vitro by measuring the minimal inhibitory concentrations (MICs). Compounds 12, 15, and 16 were found to be more potent against Candida fungal pathogens than control drugs fluconazole and amphotericin B. The studies presented here provide structural modification of fluconazole to give 1,2,3-trazole containing molecules. Furthermore, these molecules were evaluated in vivo against Candida albicans intravenous challenge in Swiss mice and antiproliferative activities were tested against human hepatocellular carcinoma Hep3B and human epithelial carcinoma A431. It was found that compound 12 resulted in 97.4% reduction in fungal load in mice and did not show any profound proliferative effect at lower dose (0.001 mg/ml).
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Derived compounds of traditional antifungal structures include some with better antimicrobial action than the original structures.
“The second group involves derived compounds of traditional antifungal structures [54, 55] where some of them present better antimicrobial action than the original structures [55, 140].”
From <i>Candida</i>Infections, Causes, Targets, and Resistance Mechanisms: Traditional and Alternative Antifungal Agents (2013) · cites this paper as [140]
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- Authors
- Aher, N. G., Pore, V. S., Mishra, N. N., Kumar, A., Shukla, P. K., Sharma, A., & Bhat, M. K.
- Affiliations
- National Chemical Laboratory (IN)
- Central Drug Research Institute (IN)
- National Centre for Cell Science (IN)
- Corresponding author
- Pore, Vandana S.
- Venue
- Bioorganic & Medicinal Chemistry Letters
- Publisher
- Elsevier BV
- Published
- 2009-02
- Volume
- 19
- Issue
- 3
- Pages
- 759-763
- ISSN
- 0960-894X (ISSN-L)
- OpenAlex
- W2029833930
- Cited by
- 328
- References
- 46
- Citations by year
- 2026: 16 · 2025: 11 · 2024: 16 · 2023: 17 · 2022: 14 · 2021: 15 · 2020: 32 · 2019: 21 · 2018: 33 · 2017: 27 · 2016: 27 · 2015: 17 · 2014: 30 · 2013: 19 · 2012: 8
- FWCI
- 5.14
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Bioorganic & Medicinal Chemistry Letters (publishedVersion)
- PubMed (publishedVersion)
- Funders
- National Chemical Laboratory
- Topics
- Health Sciences › Medicine › Infectious Diseases › Antifungal resistance and susceptibility
- Physical Sciences › Chemistry › Organic Chemistry › Synthesis and Characterization of Heterocyclic Compounds
- Physical Sciences › Chemistry › Organic Chemistry › Structural and Chemical Analysis of Organic and Inorganic Compounds
- Keywords
- 1,2,3-triazoles, antifungal agents, Candida albicans, candidiasis, minimum inhibitory concentration, antifungal activity, antiproliferative activity, hepatocellular carcinoma, structure-activity modification
- MeSH terms
- Animals, Antifungal Agents, Bile Acids and Salts, Candida albicans, Candidiasis, Chemistry, Pharmaceutical, Drug Screening Assays, Antitumor, Humans, Models, Chemical, Triazoles, Drug Design, Fluconazole, Inhibitory Concentration 50, Cell Line, Tumor, Mice
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