Abstract
A series of fluorinated 1,2,4-triazolo[1,5-a]pyrimidine-6-carboxylic acid derivatives was designed and synthesized as fluoroquinolone analogues. The synthesized compounds were screened against Mycobacterium tuberculosis H(37)R(v) strain at 6.25 microg/mL concentration. Compound 4, the 7-oxo-2-(trifluoromethyl)-4,7-dihydro-1,2,4-triazolo[5,1-a]pyrimidine-6-carboxylic acid was found to be a very potent inhibitor, being able to inhibit 92% growth of M. tuberculosis H(37)R(v )at 6.25 microg/mL concentration. At the same time, it proofed to be nontoxic to mammalian cells (IC(50) > 62.5 microg/mL in VERO cells).
MeSH terms
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Animals
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Antitubercular Agents / chemical synthesis*
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Antitubercular Agents / chemistry
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Antitubercular Agents / pharmacology
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Antitubercular Agents / toxicity
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Cell Survival / drug effects
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Chlorocebus aethiops
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Fluoroquinolones / chemical synthesis*
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Fluoroquinolones / chemistry
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Fluoroquinolones / pharmacology
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Fluoroquinolones / toxicity
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Microbial Sensitivity Tests
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Mycobacterium tuberculosis / drug effects*
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Mycobacterium tuberculosis / growth & development
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Pyrimidines / chemical synthesis*
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Pyrimidines / chemistry
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Pyrimidines / pharmacology
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Pyrimidines / toxicity
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Structure-Activity Relationship
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Triazoles / chemical synthesis*
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Triazoles / chemistry
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Triazoles / pharmacology
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Triazoles / toxicity
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Vero Cells
Substances
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7-oxo-2-(trifluoromethyl)-4,7-dihydro-1,2,4-triazolo(5,1-a)pyrimidine-6-carboxylic acid
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Antitubercular Agents
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Fluoroquinolones
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Pyrimidines
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Triazoles