Abstract
A novel series of thiazole-based heterocycles was synthesized using 1,3-dipolar cycloaddition reactions in the presence of chitosan-grafted-poly(vinylpyridine) as an eco-friendly biopolymeric basic catalyst. The molecular structure of the synthesized compounds was illustrated by spectroscopic and elemental analysis. Various in vitro biological assays were performed to explore the potential antitumor, antimicrobial and hepatoprotective activities of the newly synthesized compounds. The cytotoxic activities were assessed against human hepatocellular carcinoma (HepG-2), colorectal carcinoma (HCT-116) and breast cancer (MCF-7) cell lines and results revealed that all compounds displayed antitumor activities with the chlorine-containing derivatives, 11c and 6g, being the most potent. The majority of the tested thiazole derivatives exhibited satisfactory antibacterial activity towards the used gram positive and gram-negative bacterial species. Moreover, many derivatives showed weak hepatoprotective activity against CCl₄-induced hepatotoxicity.
Keywords:
anticancer activity; antimicrobial activity; hepatoprotective activity; hydrazonoyl halides; thiazoles.
MeSH terms
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Anti-Bacterial Agents / chemical synthesis*
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Anti-Bacterial Agents / pharmacology
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Antineoplastic Agents / chemical synthesis*
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Antineoplastic Agents / pharmacology
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Aspergillus fumigatus / drug effects
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Aspergillus fumigatus / growth & development
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Candida albicans / drug effects
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Candida albicans / growth & development
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Carbon Tetrachloride / antagonists & inhibitors*
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Carbon Tetrachloride / toxicity
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Catalysis
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Chitosan / chemistry
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Cycloaddition Reaction
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Gram-Negative Bacteria / drug effects
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Gram-Negative Bacteria / growth & development
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Gram-Positive Bacteria / drug effects
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Gram-Positive Bacteria / growth & development
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Green Chemistry Technology*
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HCT116 Cells
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Hep G2 Cells
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Hepatocytes / cytology
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Hepatocytes / drug effects
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Heterocyclic Compounds / chemical synthesis*
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Heterocyclic Compounds / pharmacology
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Humans
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Inhibitory Concentration 50
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MCF-7 Cells
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Microbial Sensitivity Tests
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Polyvinyls / chemistry
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Primary Cell Culture
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Pyridines / chemistry
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Structure-Activity Relationship
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Thiazoles / chemical synthesis*
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Thiazoles / pharmacology
Substances
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Anti-Bacterial Agents
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Antineoplastic Agents
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Heterocyclic Compounds
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Polyvinyls
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Pyridines
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Thiazoles
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Chitosan
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Carbon Tetrachloride