A New Method for the Synthesis of New Derivatives of “1,3- diaryl-2-n-azaphenalene and n-acyl-1,3-diaryl-2-N-azephenylene” by Using Nano catalyst and Analyzing Antibacterial Activity of Structures

Document Type: Original Research Paper

Authors

1 Department of Organic Chemistry, Faculty of Pharmaceutical Chemistry, Tehran Medical Sciences, Islamic Azad University, Tehran, Iran

2 Department of Chemistry, Tehran North Branch,Islamic Azad University, Tehran, Islamic Republic of Iran

10.22034/jna.2019.669647

Abstract

In this research, synthesized well derivatives of 1,3-diaryl-2-N-azaphenalene and N-acyl-1.3-diaryl-
2-N- azaphenalene as a macromolecule in the presence of nanoparticles (Fe3O4 coated with L-Arginine)
as a magnetic Nano catalyst in a one-pot reaction of compounds 7.2-Naphthalene diol, aldehydes,
ammonium derivatives (ammonium acetate or ammonium hydro phosphates) and solvent (water
and alcohol) with high yield and short reaction times, economical and simple workup. In this study,
apart from the innovation in the synthesis of a macromolecule, the antibacterial activity of these
compounds was evaluated for the first time. The reaction was doe under very moderate conditions
at room temperature. The chemical structures of all synthesized compounds were determined using
infrared, 1H NMR and 13C NMR spectroscopies. After the production of nanoparticles, the structure of
the obtained nanoparticles was characterized via Fourier transform infrared spectroscopy (IR) and field
emission scanning electron microscopy (FE-SEM). The results demonstrated that the average size of
the synthesized magnetite nanoparticles is about 21 nm. The heterogeneous catalyst used was easily
separated magnetically and reused without any significant loss of catalytic activity and magnetism.
Eventually, antibacterial activity of the synthesized compounds was investigated by Escherichia coli
(ATCC: 25922) and Pseudomonas aeruginosa (ATCC: 27853) as gram negative bacteria, Staphylococcus
epidermidis (ATCC: 14990) and Staphylococcus aureus (ATCC: 29213) as gram positive bacteria. Some
of these products exhibit significant antibacterial activity.

Keywords