10.1016/j.ejmech.2016.06.014
The research focuses on the synthesis and antimicrobial activity of a novel class of mono and bis heterocycles, including styryl, pyrrolyl, and pyrazolyl sulfonylmethyl-1,3,4-oxadiazolyl/thiadiazolyl amines. The study utilizes Z-styrylsulfonylacetic acid as a synthetic intermediate and employs various synthetic methodologies to prepare these compounds. The antimicrobial activity of these synthesized compounds was then evaluated against different bacterial and fungal strains. The reactants used in the synthesis encompass semicarbazide, thiosemicarbazide, POCl3, tosylmethyl isocyanide, sodium hydride, diazomethane, and chloranil, among others. The synthesized compounds were characterized using techniques like infrared (IR) spectroscopy, nuclear magnetic resonance (NMR), high-resolution mass spectrometry, and elemental analysis. The antimicrobial activity was assessed using the agar well diffusion method and broth dilution test to determine the minimum inhibitory concentration (MIC), minimum bactericidal concentration (MBC), and minimum fungicidal concentration (MFC). The findings revealed that mono heterocyclic compounds, particularly 5-(4-chlorostyrylsulfonylmethyl)-1,3,4-thiadiazol-2-amine (5c), exhibited superior antimicrobial activity against certain bacteria and fungi compared to the bis heterocyclic systems.
10.1016/S0008-6215(00)81064-2
The research investigates the reduction products and bromodeoxy derivatives of dehydro-L-ascorbic acid phenylhydrazone (1), aiming to explore its synthetic potential and utility as a precursor to nitrogen heterocycles. Key chemicals used include sodium borohydride for reduction, hydrogen bromide for bromination, and reagents like phenylhydrazine, semicarbazide, and thiosemicarbazide for further derivatization. The study found that reduction of compound 1 with sodium borohydride yielded L-xylo-2-hexulosono-1,4-lactone phenylhydrazone (2), which was further acetylated to produce 5O-acetyl-3,6-anhydro-L-xylo-2-hexulosono-1,4-lactone phenylhydrazone (3). Bromination of 1 resulted in 5,6-dibromo-5,6-dideoxy-L-xylo-2,3-hexodiulosono-1,4-lactone phenylhydrazone (5), which could be reacted with various hydrazines to form bis(hydrazones) and semicarbazones. The conclusions highlight the versatility of dehydro-L-ascorbic acid phenylhydrazone as a synthetic intermediate for creating diverse nitrogen-containing compounds.
