SYNTHESIS, STRUCTURAL, PHISICO-CHEMICAL CHARACTERIZATION AND ANTIMICROBIAL ACTIVITY SCREENING OF NEW THIOUREA DERIVATIVES
CARMELLINA DANIELA BĂDICEANU 1, DIANA CAMELIA NUȚĂ 1*, ALEXANDRU-VASILE MISSIR 1, MĂDĂLINA HRUBARU 2, CRISTINA DELCARU 4, LIA MARA DIȚU 3, MARIANA-CARMEN CHIFIRIUC 3,4, CARMEN LIMBAN 1
1University of Medicine and Pharmacy, “Carol Davila”, Faculty of Farmacy, Department of Pharmaceutical Chemistry, 6
Traian Vuia Street, 020956, Bucharest, Romania
2Romanian Academy, Organic Chemistry Center “C. D. Nenițescu”, 202B Splaiul Independenței Street, 060023, Bucharest,
Romania
3Microbiology Department, Faculty of Biology, University of Bucharest, 1-4 Portocalelor Alley, 060101, Bucharest, Romania
4Earth, Environmental and Life Sciences Section – ICUB, Research Institute of the University of Bucharest, University of
Bucharest, 90 Panduri Street, 050663, Bucharest, Romania
*corresponding author: diananuta@yahoo.com
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Abstract:
A number of seven new thiourea derivatives having thiophene skeleton, obtained from 2-thiopheneacetic acid, have been
synthesized, characterized by their physical properties (melting point, solubility), FT-IR, NMR spectroscopy and tested by
qualitative and quantitative microbiological methods on various bacterial and fungal strains in order to identify their
antimicrobial and antibiofilm activities, planktonic and biofilm growth state. The new compounds were prepared by the
reaction of 2-thienyl-isothiocyanate with various primary aromatic amines. The antimicrobial activity of the obtained
thiourea derivatives was evaluated by using both qualitative and quantitative assays, allowing to establish the Minimal
Inhibitory Concentration (MIC) as well as the spectrum of antimicrobial and anti-biofilm activities. The compounds N-(2-
trifluoromethylphenyl)-N’-(2-thienyl)-thiourea (4a) and N-(4-trifluoromethylphenyl)-N’-(2-thienyl)-thiourea (4c), proved to
be the most efficient, showing antimicrobial activity on the majority of the tested strains in planktonic growth state. The
compounds N-(3,5-dimethoxyphenyl)-N’-(2-thienyl)-thiourea (4d) and N-(3-trifluoromethylphenyl)-N-(2-thienyl)-thiourea
(4b) had the broadest spectrum of anti-biofilm activity, which included the most clinically relevant biofilm forming
microorganisms, i.e. Staphylococcus aureus, Pseudomonas aeruginosa and Candida albicans.
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