A total of 31 of thiourea derivatives was prepared reacting 3-(trifluoromethyl)aniline and commercial aliphatic and aromatic isothiocyanates. The yields varied from 35% to 82%. All compounds were evaluated in vitro for antimicrobial activity. Derivatives 3, 5, 6, 9, 15, 24 and 27 showed the highest inhibition against Gram-positive cocci (standard and hospital strains). The observed MIC values were in the range of 0.25e16 μg/ml. Inhibitory activity of thioureas 5 and 15 against topoisomerase IV isolated from Staphylococcus aureus was studied. Products 5 and 15 effectively inhibited the formation of biofilms of methicillin-resistant and standard strains of Staphylococcus epidermidis. Moreover, all obtained thioureas were evaluated for cytotoxicity and antiviral activity against a large panel of DNA and RNA viruses. Compounds 5, 6, 8e12, 15 resulted cytotoxic against MT-4 cells (CC<inf>50</inf>≤ 10μM).

Synthesis, cytotoxicity and antimicrobial activity of thiourea derivatives incorporating 3-(trifluoromethyl)phenyl moiety

SANNA, GIUSEPPINA;MADEDDU, SILVIA;BOI, STEFANO;GILIBERTI, GABRIELE;
2015

Abstract

A total of 31 of thiourea derivatives was prepared reacting 3-(trifluoromethyl)aniline and commercial aliphatic and aromatic isothiocyanates. The yields varied from 35% to 82%. All compounds were evaluated in vitro for antimicrobial activity. Derivatives 3, 5, 6, 9, 15, 24 and 27 showed the highest inhibition against Gram-positive cocci (standard and hospital strains). The observed MIC values were in the range of 0.25e16 μg/ml. Inhibitory activity of thioureas 5 and 15 against topoisomerase IV isolated from Staphylococcus aureus was studied. Products 5 and 15 effectively inhibited the formation of biofilms of methicillin-resistant and standard strains of Staphylococcus epidermidis. Moreover, all obtained thioureas were evaluated for cytotoxicity and antiviral activity against a large panel of DNA and RNA viruses. Compounds 5, 6, 8e12, 15 resulted cytotoxic against MT-4 cells (CC50≤ 10μM).
3-(Trifluoromethyl)aniline; Antimicrobial activity; Biofilm; Cytotoxicity; Thiourea derivatives; Aniline compounds; Anti-bacterial agents; Antifungal Agents; Bacteria; Cell line; Cell proliferation; DNA topoisomerase IV; Dose-response relationship, drug; Fungi; Humans; Microbial sensitivity tests; Molecular structure; Structure-activity relationship; Thiourea; Topoisomerase inhibitors; Pharmacology; Drug discovery; Pharmaceutical science; Organic chemistry
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11584/183833
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