Utilization of monosodium glutamate (MSG) for the synthesis of 1,8-dioxoacridine and polyhydro-quinoline derivates with SiO2-AA-glutamate catalyst and antioxidant ability test

Abstract

Derivatives of 1,8-dioxoacridine and polyhydro-quinoline compounds are active compounds that have several beneficial bioactivities. The purpose of this research is to synthesize 1,8-dioxoacridine and polyhydro-quinoline derivatives supported by SiO2-AA-Glu as the catalyst and test their antioxidant activity. The reaction was conducted at the optimum condition with ethanol solvent at boiling point temperature (78 °C) for 60 min with a catalyst concentration of 3 % mol with a yield of 88.16 %. Analysis of formation products was confirmed using FTIR, UV-Vis Spectrophotometer, and GC-MS. The results of the analysis produced three 1,8-dioxoacridine and polyhydro-quinoline derivatives, namely 3,3,6,6-tetramethyl-9-phenyl-3,4,6,7,9,10-hexahydro-2H,5H-acridine-1,8-dione (compound 1), 9-(4-hydroxy-phenyl)-3,3,6,6-tetramethyl-3,4,6,7,9,10-hexahydro-2H,5H-acridine-1,8-dione (compound 2), and 7,7-dimethyl-5-oxo-4-phenyl-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylic acid ethyl ester (compound 3). Compound 2 shows the best activity as an antioxidant compared to the other two compounds with an IC50 value of 83.72 ppm.