Cited by 328Antifungal resistance and susceptibilitySynthesis and Characterization of Heterocyclic CompoundsStructural and Chemical Analysis of Organic and Inorganic Compounds

Synthesis and antifungal activity of 1,2,3-triazole containing fluconazole analogues

Aher, Nilkanth G., Pore, Vandana S., Mishra, Nripendra N., Kumar, Awanit, Shukla, Praveen K., Sharma, Aanchal, Bhat, Manoj K.·2009·Bioorganic & Medicinal Chemistry Letters

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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Crossref · 10.1016/j.bmcl.2008.12.026

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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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