Synthesis and biological investigation of 3,3,6,6-tetramethyl-9-styryl-1,8-dioxooctahydroxanthene promoted by Fe3O4-supported citric acid as a magnetically recoverable catalyst

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Abstract

A green and attractive protocol was developed to produce 3,3,6,6-tetramethyl-9-styryl-1,8-dioxooctahydroxanthene using magnetically separable Fe3O4 modified by citric acid (Fe3O4-CA) as catalyst. After catalyst characterization using XRD, Particle Sizer, SEM and EDAX, the Fe3O4-CA was then applied in dioxooctahydroxanthene synthesis with several optimizations, such as % wt. of catalyst, reaction time, temperature and solvent. The best protocol was found when the reaction is conducted using 5% wt. of catalyst at 50°C for 6 h reaction time in methanol, with the highest yield of 80%. The product obtained was confirmed by FTIR, UV-Vis, LC-MS,1H- and13C-NMR analysis. In biological investigation, dioxooctahydroxanthene showed higher radical scavenging activity with IC50 of 24.17 ppm, whereas it has comparable antibacterial activity than cinnamaldehyde as its precursor.

Original languageEnglish
Pages (from-to)896-902
Number of pages7
JournalRasayan Journal of Chemistry
Volume9
Issue number4
Publication statusPublished - 1 Jan 2016

Keywords

  • Antibacterial
  • Antioxidative
  • Citric acid
  • Dioxooctahydroxanthene
  • Magnetite

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