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Synthesis, Physicochemical Characterization And Study Of The Antimicrobial Activity Of Chlorobutanol

Authors: H. Nadia; G. Bahdja; S. Thili Malha; Y. Zahoua; D. Taoufik; B. Mourad; M. Marzouk; +2 Authors

Synthesis, Physicochemical Characterization And Study Of The Antimicrobial Activity Of Chlorobutanol

Abstract

Introduction and objectives: Chlorobutanol is a raw material, mainly used as an antiseptic and antimicrobial preservative in injectable and ophthalmic preparations. The main objective of our study was the synthesis and evaluation of the antimicrobial activity of chlorobutanol hemihydrates. Material and methods: Chlorobutanol was synthesized according to the nucleophilic addition reaction of chloroform to acetone, identified by an infrared absorption using Spectrum One FTIR spectrometer, melting point, Scanning electron microscopy and colorimetric reactions. The dosage of Carvedilol active substance was carried out by assaying the degradation products of chlorobutanol in a basic solution. The chlorobutanol obtained was subjected to bacteriological tests in order to study its antimicrobial activity. The antibacterial activity was evaluated against strains such as Escherichia coli (ATCC 25 922), Staphylococcus aureus (ATCC 25 923) and Pseudomonas aeroginosa (ATCC = American type culture collection). The antifungal activity was evaluated against human pathogenic fungal strains, such as Candida albicans and Aspergillus niger provided by the parasitology laboratory of the Hospital of Tizi-Ouzou, Algeria. Results and discussion: Chlorobutanol was obtained in an acceptable yield. The characterization tests of the product obtained showed a white and crystalline appearance (confirmed by scanning electron microscopy), solubilities (in water, ethanol and glycerol), and a melting temperature in accordance with the requirements of the European pharmacopoeia. The colorimetric reactions were directed towards the presence of a trihalogenated carbon and an alcohol function. The spectral identification (IR) showed the presence of characteristic chlorobutanol peaks and confirmed the structure of the latter. The microbiological study revealed an antimicrobial effect on all strains tested (Sataphylococcus aureus (MIC = 1250 µg/ml), E. coli (MIC = 1250 µg/ml), Pseudomonas aeroginosa (MIC = 1250 µg/ml), Candida albicans (MIC =2500 µg/ml), Aspergillus niger (MIC =2500 µg/ml)) with MIC values close to literature data. Conclusion: Thus, on the whole, the synthesized chlorobutanol satisfied the requirements of the European Pharmacopoeia, and possesses antibacterial and antifungal activity; nevertheless it is necessary to insist on the purification step of the product in order to eliminate the maximum impurities.

{"references": ["Gim\u00e9nez-Arnau E. \u00c0 la recherche d'un conservateur id\u00e9al: la nature versus les mol\u00e9cules de synth\u00e8se? Le point de vue du chimiste. Rev. Fr. Allergol. 2015; 55: 210-1.", "Tu E. Y. Balancing antimicrobial efficacy and toxicity of currently available topical ophthalmic preservatives. Saudi J. Ophthalmol. 2014; 28: 182\u20117.", "Ho C-K, Wang T-C. Synthesis of Chlorobutanol. J. Chin. Chem. Soc. 1959; 6: 80-3.", "Conseil de l'Europe. Pharmacop\u00e9e europ\u00e8enne. 8\u00e9me \u00e9dition.", "Muylaert A, Mainil J. R\u00e9sistances bact\u00e9riennes aux antibiotiques: les m\u00e9canismes et leur \u00ab contagiosit\u00e9 \u00bb. Ann M\u00e9d V\u00e9t. 2012; 156: 109\u2013123."]}

Keywords

bacterial and fungal strains, chlorobutanol, MIC., Antimicrobial agent

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popularity
This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
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This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
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