Antibiotics exposure and health risks: Chloramphenicol

Hanekamp, Jaap C.; Bast, Aalt

doi:10.1016/j.etap.2014.11.016

Cited by 157 publications

(70 citation statements)

References 28 publications

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“…The interference with mitochondrial translation, which is the cause of the major side effects of CLM, significantly curbed the medical use of this drug in many countries [5, 15, 16]. Amending the CLM structure with the additional chemical entities that would form idiosyncratic interactions specifically with the bacterial ribosome could be one approach for the development of more selective inhibitors.…”

Section: Introductionmentioning

confidence: 99%

Binding and Action of Amino Acid Analogs of Chloramphenicol upon the Bacterial Ribosome

Tereshchenkov

Dobosz-Bartoszek

Osterman

et al. 2018

Journal of Molecular Biology

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Antibiotic chloramphenicol (CLM) binds with a moderate affinity at the peptidyl transferase center of the bacterial ribosome and inhibits peptide bond formation. As an approach for modifying and potentially improving properties of this inhibitor, we explored ribosome binding and inhibitory activity of a number of amino-acid analogues of CLM. The L-histidyl analogue binds to the ribosome with the affinity exceeding that of CLM by 10 fold. Several of the newly synthesized analogues were able to inhibit protein synthesis and exhibited the mode of action that was distinct from the action of CLM. However, the inhibitory properties of the semi-synthetic CLM-analogues did not correlate with their affinity and in general, the amino-acid analogues of CLM were less active inhibitors of translation in comparison with the original antibiotic. The X-ray crystal structures of the Thermus thermophilus 70S ribosome in complex with three semi-synthetic analogues showed that CLM derivatives bind at the peptidyl transferase center, where the aminoacyl moiety of the tested compounds established idiosyncratic interactions with rRNA. Although still fairly inefficient inhibitors of translation, the synthesized compounds represent promising chemical scaffolds that target the peptidyl transferase center of the ribosome and potentially are suitable for further exploration.

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Section: Introductionmentioning

confidence: 99%

Binding and Action of Amino Acid Analogs of Chloramphenicol upon the Bacterial Ribosome

Tereshchenkov

Dobosz-Bartoszek

Osterman

et al. 2018

Journal of Molecular Biology

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“…Chloramphenicol (CAP), thiamphenicol (TAP), and florfenicol (FF) are synthetic and broad‐spectrum antibiotics belonging to the phenicol group of antibiotics and are widely used in livestock production and aquaculture. However, CAP can bind to the 70S ribosome of human mitochondria, inhibit protein synthesis in human mitochondria, and cause aplastic anaemia and visual impairment in humans . The toxicity of FF and TAP is lower than that of CAP, but residues of these antibiotics in animal‐derived foods may lead to the emergence of drug‐resistant bacteria.…”

Section: Introductionmentioning

confidence: 99%

Development and comparison of liquid–liquid extraction and accelerated solvent extraction methods for quantitative analysis of chloramphenicol, thiamphenicol, florfenicol, and florfenicol amine in poultry eggs

et al. 2019

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Accelerated solvent extraction was investigated as a novel alternative technology for the separation and quantitative analysis of chloramphenicol, thiamphenicol, florfenicol, and florfenicol amine from poultry eggs, and the results were compared with the results of liquid–liquid extraction. Rapid quantification of the target compounds was carried out by ultra‐performance liquid chromatography‐electrospray ionization tandem triple quadrupole mass spectrometry. This optimized method was validated according to the requirements defined by the European Union and the United States Food and Drug Administration. Finally, the new approach was successfully applied to the quantitative determination of these analytes in 90 commercial poultry eggs from local supermarkets.

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“…antibiotics (Hanekamp and Bast, 2015) primarily produced by biotechnological processes from substances naturally occurring in the ecosystem. At the same time, anthropogenic chlorinated compounds (e.g.…”

Section: Discussionmentioning

confidence: 99%

The natural chlorine cycle – Formation of the carcinogenic and greenhouse gas compound chloroform in drinking water reservoirs

et al. 2016

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Antibiotics exposure and health risks: Chloramphenicol

Cited by 157 publications

References 28 publications

Binding and Action of Amino Acid Analogs of Chloramphenicol upon the Bacterial Ribosome

Binding and Action of Amino Acid Analogs of Chloramphenicol upon the Bacterial Ribosome

Development and comparison of liquid–liquid extraction and accelerated solvent extraction methods for quantitative analysis of chloramphenicol, thiamphenicol, florfenicol, and florfenicol amine in poultry eggs

The natural chlorine cycle – Formation of the carcinogenic and greenhouse gas compound chloroform in drinking water reservoirs

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