Synthesis and Antifungal Activity AgainstCandidaStrains of Mesoionic System Derived From 1,3-Thyazolium-5-thiolate

Abstract

A series of ten new compounds have been synthetized in satisfactory yields (85-95%) through the treatment of isopropyl mesoionic 1,3-thiazolium-5-thiolate with 2-chloro-N-arylacetamides and characterized by elemental analysis, infrared (IR), 1 H and 13 C nuclear magnetic resonance (NMR) spectroscopies. The newly synthesized compounds were evaluated as new drug candidates in in silico study and for their antifungal activity against several strains of Candida albicans. In silico study indicates that no compound has potential to be a new drug while four compounds showed medium to strong activity with minimum inhibitory concentration (MIC) range of 256-1024 μg mL -1 .

Potential of 2-Chloro-N-(4-fluoro-3-nitrophenyl)acetamide Against Klebsiella pneumoniae and In Vitro Toxicity Analysis

“…The compound N -(4-fluoro-3-nitrophenyl)acetamide ( A1 ) was obtained with 85% yield from the acetylation reaction of 4-fluoro-3-nitroaniline with acetic anhydride at room temperature [ 16 ]. The compound 2-chloro- N -(4-fluoro-3-nitrophenyl)acetamide ( A2 ) was obtained from the reaction between 2-chloroacetyl chloride and 4-fluoro-3-nitroaniline in the presence of triethyamine (Et 3 N), with a yield of 80% [ 17 ]. All compounds were purified using the recrystallization method and their purities were confirmed by the melting point.…”

“…: 91–93 °C (Lit. [ 17 ]: 90–92 °C). IV (ATR): ν/cm −1 3332 (N-H), 3132, 3074 (C-H Ar ), 2943 (C-H Aliph ), 1678 (C=O), 1606 (N-H), 1529 and 1338 (NO 2 ), 1492 (C=C), 1228 (C Ar -F), 831 (C-N for ArNO 2 ).…”

“…1 H-NMR (500 MHz, CDCl 3 ) δ 8.47 (s, 1H, NH), 8.32 (dd, J = 6.4, 2.8 Hz, 1H, CH Ar ), 7.89–7.85 (m, 1H, CH Ar ), 7.29 (dd, J = 10.1, 9.1 Hz, 1H, CH Ar ), 4.22 (s, 2H, CH 2 ). 13 C-NMR (126 MHz, CDCl 3 ) δ 164.53, 152.43 ( J = 263.6 Hz), 133.44, 133.41, 127.13 ( J = 8.1 Hz), 119.13 ( J = 22.1 Hz), 117.55 ( J = 2.9 Hz), 42.81 [ 17 ].…”

“…The N -(4-fluoro-3-nitrophenyl)acetamide ( A1 ) and 2-chloro- N -(4-fluoro-3-nitrophenyl)acetamide ( A2 ) are substances commonly used as reaction intermediates [ 16 , 17 ], about which there are still no reports in the scientific literature on their biological activities. In view of the antimicrobial potential of acetamides and chloroacetamides, and the urgent need to develop new therapeutic alternatives for the treatment of infections caused by K. pneumoniae , this study aimed to investigate the antibacterial activity of these molecules on K. pneumoniae , evaluating whether the presence of the chloro atom improves this effect.…”

Oats forage management during winter and nitrogen application to corn in succession

“…After weighing, the quantities of straw deposited per hectare and the material was crushed in a Willey grinder to determine the concentrations of N and C. The N concentration was determined by sulfuric acid digestion and distillation using a Kjeldhal semi-micro system (Embrapa, 2009), while C was obtained from the determination of organic matter using a muffle furnace, as described by Silva and Queiroz (2006). To estimate the concentration of C in organic matter, organic matter content values of samples were divided by 1.72, as recommended by Peixoto et al (2007). The C and N stocks were calculated from the residual straw and concentrations of elements.…”