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Utilization of charge-transfer complexation for the detection of carcinogenic substances in foods: Spectroscopic characterization of ethyl carbamate with some traditional pi-acceptors
Faculty
Science
Year:
2013
Type of Publication:
Article
Pages:
376-392
Authors:
Refat, Moamen S, Adam, Abdel Majid A, Saad, Hosam A
DOI:
10.1016/j.molstruc.2013.01.033
Journal:
JOURNAL OF MOLECULAR STRUCTURE ELSEVIER SCIENCE BV
Volume:
1037
Research Area:
Chemistry
ISSN
ISI:000316924000049
Keywords :
Ethyl carbamate, Charge-transfer, Thermal analysis, Antimicrobial activity
Abstract:
The study of toxic and carcinogenic substances in foods represents one of the most demanding areas in food safety, due to their repercussions for public health. One potentially toxic compound for humans is ethyl carbamate (EC). EC is a multi-site genotoxic carcinogen of widespread occurrence in fermented foods and alcoholic beverages. Structural and thermal stability of charge-transfer complexes formed between EC as a donor with quinol (QL), picric acid (PA), chloranilic acid (CLA), p-chloranil (p-CHL) and 1,3-dinitrobenzene (DNB) as acceptors were reported. Elemental analysis (CHN), electronic absorption spectra, photometric titration, IR, and H-1 NMR spectra show that the interaction between EC and acceptors was stabilized by hydrogen bonding, via a 1:1 stoichiometry. Thermogravimetric (TG) analysis indicates that the formation of molecular CT complexes was stable, exothermic and spontaneous. Finally, the CT complexes were screened for their antibacterial and antifungal activities. The results indicated that the {[}(EC)(QL)] complex exhibited strong antimicrobial activities against various bacterial and fungal strains compared with standard drugs. (C) 2013 Elsevier B.V. All rights reserved.
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