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- Title
Synthesis, In Silico and In Vitro Evaluation of Antimicrobial and Toxicity Features of New 4-[(4-Chlorophenyl)sulfonyl]benzoic Acid Derivatives.
- Authors
Apostol, Theodora-Venera; Chifiriuc, Mariana Carmen; Draghici, Constantin; Socea, Laura-Ileana; Marutescu, Luminita Gabriela; Olaru, Octavian Tudorel; Nitulescu, George Mihai; Pahontu, Elena Mihaela; Saramet, Gabriel; Barbuceanu, Stefania-Felicia
- Abstract
The multi-step synthesis, physico-chemical characterization, and biological activity of novel valine-derived compounds, i.e., N-acyl-α-amino acids, 1,3-oxazol-5(4H)-ones, N-acyl-α-amino ketones, and 1,3-oxazoles derivatives, bearing a 4-[(4-chlorophenyl)sulfonyl]phenyl moiety are reported here. The structures of the newly synthesized compounds were confirmed by spectral (UV-Vis, FT-IR, MS, 1H- and 13C-NMR) data and elemental analysis results, and their purity was determined by RP-HPLC. The new compounds were assessed for their antimicrobial activity and toxicity to aquatic crustacean Daphnia magna. Also, in silico studies regarding their potential mechanism of action and toxicity were performed. The antimicrobial evaluation revealed that the 2-{4-[(4-chlorophenyl)sulfonyl]benzamido}-3-methylbutanoic acid and the corresponding 1,3-oxazol-5(4H)-one exhibited antimicrobial activity against Gram-positive bacterial strains and the new 1,3-oxazole containing a phenyl group at 5-position against the C. albicans strain.
- Subjects
TOXICITY testing; ACID derivatives; BENZOIC acid; ELEMENTAL analysis; DAPHNIA magna; SULFONYL compounds; TRICLOSAN
- Publication
Molecules, 2021, Vol 26, Issue 16, p5107
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules26165107