Synthesis, spectroscopic and investigation on potential of p-nitroanilide derivatives as chromogenic substrates for detection of endotoxin

Abstract

The development of p-nitroanilide derivatives as chromogenic substrates has become a subject of interest due to their prominent use in detecting endotoxin chromogenically. In this study, two new p-nitroanilide compounds namely tert-butyl(1-((2-((4-nitrophenyl)amino)-2-oxoethyl)amino)-1-oxopropan-2-yl)carbamate (P1) and tert-butyl(1-((4-(methylthio)-1-((4-nitrophenyl)amino)-1-oxobutan-2-yl)amino)-1-oxopropan-2-yl)carbamate (P2) were obtained in good yield and characterized using combination of common spectroscopic techniques such as Fourier transform infrared, ultraviolet-visible, ¹H and ¹³C nuclear magnetic resonances. The synthesized compounds were subjected to biological study to investigate their potential to detect endotoxin. From this approach, it was revealed that compound P1 gave positive response towards endotoxin by rapidly changed into cloudy solution. However, compound P2, which has limited solubility in the analysis gave negative responses where the solution of P2 remained unchange