A combination risk assessment of paracetamol: Electrochemical oxidation behavior and cytotoxic effect evaluation of paracetamol in the presence of: N 1, N 2-dibenzylethane-1,2-diamine

Bahram Dowlati, Mohamed Rozali Othman, Azizan Ahmad, Elham Safaei

Research output: Contribution to journalArticle

Abstract

The cytotoxic effect of paracetamol in the presence of a diamine derivative was evaluated in liver cells. In this study, hydropyrazinoquinoxalinylidene-acetamide (HPQA), as an agent that is toxic to the liver, was synthesized in an electrochemical cell as a simulated body environment by an electrooxidation reaction. A direct electron transfer (DET) mechanism occurred during the process on the surface of the carbon anode. The electrochemical oxidation of paracetamol was studied using cyclic voltammetry and controlled-potential coulometry (CPC) techniques. The product was characterized by FT-IR, 1H NMR, 13C NMR and ESI-MS2 after purification. The cytotoxicity of the final compound was evaluated using an MTT assay on the CCL-13 liver cell line. The results indicate that the presence of amine derivatives leads to an increase in the toxic effects of paracetamol in the human body. The cell viability at a concentration of 500 μg mL-1 was 78% for paracetamol, whereas the viability of liver cells in the presence of the product was 18% at 168 μg mL-1. A cycloaddition mechanism was suggested according to the overall results that were obtained.

Original languageEnglish
Pages (from-to)5121-5127
Number of pages7
JournalNew Journal of Chemistry
Volume40
Issue number6
DOIs
Publication statusPublished - 2016

Fingerprint

Diamines
Electrochemical oxidation
Acetaminophen
Liver
Risk assessment
Poisons
Nuclear magnetic resonance
Coulometers
Derivatives
Cycloaddition
Electrochemical cells
Electrooxidation
Cytotoxicity
Cyclic voltammetry
Amines
Purification
Assays
Anodes
Carbon
Electrons

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis
  • Materials Chemistry

Cite this

A combination risk assessment of paracetamol : Electrochemical oxidation behavior and cytotoxic effect evaluation of paracetamol in the presence of: N 1, N 2-dibenzylethane-1,2-diamine. / Dowlati, Bahram; Othman, Mohamed Rozali; Ahmad, Azizan; Safaei, Elham.

In: New Journal of Chemistry, Vol. 40, No. 6, 2016, p. 5121-5127.

Research output: Contribution to journalArticle

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