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Structural comparison of tetracycline, oxytetracycline, and chlortetracycline

Structural comparison of tetracycline, oxytetracycline, and chlortetracycline

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Tetracycline pollution is a growing global threat to aquatic and terrestrial biodiversity due to its unprecedented use in aquaculture, livestock, and human disease prevention. The influx of tetracycline may annihilate the microbial ecology structure in the environment and pose a severe threat to humans by disturbing the food chain. Although signifi...

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Tetracycline pollution is a growing global threat to aquatic and terrestrial biodiversity due to its unprecedented use in aquaculture, livestock, and human disease prevention. The influx of tetracycline may annihilate the microbial ecology structure in the environment and pose a severe threat to humans by disturbing the food chain. Although signifi...

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... In this study, drug metabolites and their degradation products were not assessed. However, various environmental degradation pathways have already been discussed previously in the literature for some of the drugs studied [3,17,18], and separate studies need to be conducted to comment on their levels while considering the dynamic changes of the surface and aquafer hydro-currents. ...
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The relative contribution of factors responsible for the environmental exposure of active pharmaceutical ingredients (APIs) is of interest for appropriate remedial measures. This study was carried out to evaluate the post-lockdown levels of APIs in water resources, in comparison to our previously published study from 2016. The environmental levels of 28 drugs from different classes were analyzed in surface water (Yamuna River), aquifers, and leachate samples collected from 26 locations in Delhi-NCR using the previously validated liquid chromatography-mass spectrometry (LC-MS/MS) methods. In addition, the prevalence of antimicrobial resistance in coliforms isolated from targeted surface water samples was also studied. This study revealed that more than 90% of APIs, including antibiotics, decreased drastically in both surface water and aquifers compared to our previous data. Selected samples subjected to antimicrobial resistance (AMR) analysis revealed the presence of cephalosporin-resistant coliform bacteria. Tracing cephalosporins in the surface and drain water samples revealed the presence of ceftriaxone in the drain and water samples from Yamuna River. Higher levels of ceftriaxone in landfill leachate were also found, which were found to be associated with coliform resistance and indicate the un-segregated disposal of medical waste into landfills. Social restrictions enforced due to COVID-19 resulted in a drastic decrease in antimicrobials and other APIs in aquatic water resources. Increased ceftriaxone and cephalosporin resistance was seen in coliform from surface water and drain, indicating the possibility of hospital waste and treatment-related drugs entering Yamuna River. Enforcement of the regulations for the safe disposal of antibiotics at hospitals and preliminary disinfection of hospital sewage before its inflow into common drains might help minimize the spread of antibiotic resistance in the environment.
... Tetracycline (Scheme 1), a broad-spectrum antibiotic with M w = 444.435 g/mol, extensively used in aquaculture, human and veterinary medicine [17,18], is raising concerns due to its persistence in the environment and potential adverse effects on ecosystems [19,20] and human health [21,22]. Daghrir and Drogui [23] reported that following medication, over 70% of tetracycline antibiotics are excreted and released in an active form into the environment through urine and feces from both humans and animals. ...
... Tetracycline (Scheme 1), a broad-spectrum antibiotic with Mw = 444.435 g/mol, extensively used in aquaculture, human and veterinary medicine [17,18], is raising concerns due to its persistence in the environment and potential adverse effects on ecosystems [19,20] and human health [21,22]. Daghrir and Drogui [23] reported that following medication, over 70% of tetracycline antibiotics are excreted and released in an active form into the environment through urine and feces from both humans and animals. ...
... Daghrir and Drogui [23] reported that following medication, over 70% of tetracycline antibiotics are excreted and released in an active form into the environment through urine and feces from both humans and animals. Furthermore, it has the potential to accumulate within the food chain, leading to toxicity in the microbial community [17], promoting the emergence and spread of antibiotic resistance, posing risks to drinking and irrigation water and disturbing the microbial flora in the human intestine [18]. On the contrary, insufficient wastewater systems are a key factor contributing to the increase in antibiotic concentrations in aquatic sources. ...
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... One particular group of antibiotics, tetracyclines (TC), represent the highest percentage of antibiotics used due to their relatively low cost and varied application for infections such as gastrointestinal infections, pneumonia, and sexually transmitted infections [1,2]. Despite their popularity in treating a wide range of conditions, these organic compounds do not degrade easily after use due to their composition of various methyl, keto, and diethylamino functional groups [3]. Inefficient removal of TCs during the wastewater treatment process combined with excessive use is resulting in frequent pollution of surface water and groundwater systems [4]. ...
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... These resistance profile results, for the environmental E. faecium isolates, are comparable to results obtained by Dos Santos et al. [16], where environmental isolates (n = 40) exhibited susceptibility to ampicillin while resistance towards several antibiotics including tetracycline (n = 10; 25 %), doxycycline (n = 10; 25 %), minocycline (n = 6; 15 %) was recorded. Tetracyclines are widely used in human and animal medicine due to the broad-spectrum activity and lower cost of application [94]. However, tetracyclines are not easily metabolised in the human and animal digestive system leading to 50-80 % excretion in human and animal excrement [94,95]. ...
... Tetracyclines are widely used in human and animal medicine due to the broad-spectrum activity and lower cost of application [94]. However, tetracyclines are not easily metabolised in the human and animal digestive system leading to 50-80 % excretion in human and animal excrement [94,95]. Indiscriminate and excessive use of tetracyclines has also resulted in increased bacterial resistance and significant fluctuations in environmental concentrations. ...
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... Tetracycline is widely used in aquaculture, livestock production, and human therapeutics, etc. Because tetracycline is difficult to metabolize in humans and animals, up to 80 % of tetracycline are discharged into wastewater, and the existing wastewater treatment plants do not effectively treat tetracycline, resulting in large quantities of tetracycline entering the ecosystem and causing great ecotoxicity to organisms and humans [2][3][4]. ...
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Tetracycline has received a great deal of interest for the harmful effects of substance abuse on ecosystems and humanity. The effects of different processes on the degradation of tetracycline were compared, with dual-frequency ultrasound (DFUS) in combination with peroxymonosulfate (PMS) being the most effective for the tetracycline degradation. Free radical scavenging experiments showed that O2∙-,SO4∙- and •OH were the main reactive radicals in the degradation of tetracycline. According to the major intermediates of tetracycline degradation identified, three possible degradation pathways were proposed, which are of significance for translational studies of tetracycline degradation. Notably, these intermediates were found to be significantly less toxicity. The number of active bubbles in the degradation vessel was calculated using a semi-empirical formula, and a higher value of 1.44 × 10⁸ L⁻¹s⁻¹ of bubbles was obtained when using dual-frequency ultrasound at 20 kHz (210 W/L) and 80 kHz (85.4 W/L). Therefore, compared to 20 kHz, although the yield of strong oxidizing substances from individual active bubbles decreased slightly, a significant increment of the number of active bubbles still resulted in a higher synergistic effect, and the combination of DFUS and PMS should be effective in promoting the generation of reactive free radicals and mass transfer processes within the degradation vessel, which provides a method for efficient removal of tetracycline from wastewater.
... Therefore, it is necessary to remove DXC from the contaminated environment in order to mitigate the negative impacts on the ecosystem and public health. However, it is tricky to remove DXC from wastewater using conventional treatment methods due to its permanent chemical structure and non-biodegradability (Ahmad et al., 2021). ...
... Tetracycline hydrochloride (TC-HCl) is a typical antibiotic that has been intensively used to treat infections caused by bacteria. 1 However, these complex molecules are difficult to degrade in the environment, and the TC-HCl-contained wastewater from hospital and pharmaceutical industries would cause severe environmental and ecological pollution. Among the various techniques used for TC-HCl removal from wastewater, the photodegradation technique is of great interest due to its sustainable and cost-effective features. ...
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The correlation between structure and properties in the photodegradation reaction of bismuth oxychloride (BiOCl) was explored in this work. Three BiOCl samples with different sizes, morphological structures, and defects were prepared through a hydrothermal method with experimental manipulation. Their structural properties were comprehensively characterized using Xray diffraction, scanning electron microscopy, transmission electron microscopy, electron spin resonance, X-ray photoelectron spectroscopy, Fourier transform infrared spectroscopy, ultraviolet−visible diffuse reflectance spectroscopy, and photoluminescence. Taking the photodegradation of tetracycline hydrochloride (TC-HCl) as the probe reaction, we found that high activity could be achieved by decreasing their crystal size and thickness, introducing proper defects in the structure, and assembling the nanosheets to get microball structure. Combined with radical-scavenge experiments and electron spin resonance (ESR) spin-trap spectra, we conclude that Ȯ 2 − was the dominant reactive oxygen species for the degradation reaction. The degradation detailed pathway of TC-HCl was further analyzed using liquid chromatography−mass spectrometry. This work explores the structure−property correlation of BiOCl and provides strategies for the rational design of active photocatalysts for water remediation.
... These variations in the antibiotic distribution in the same environmental media may be attributed to differences in their structure and physical and chemical properties [13,50]. During the adsorption process, antibiotics can form low-soluble and stable complexes by neutralizing metal ions (Ca 2+ , Mg 2+ , Fe 3+ ) in the environmental media, which limits their distribution in the water phase [51,52]. However, as a type of TCs detected in all feed samples and added at relatively high levels, OTC exhibited similar distribution proportions in both the water and sediments. ...
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... The main cause of water and soil pollution is the negligent disposal of effluents containing dyes, chemical and pharmaceutical products, metal ions, pesticides, and antibiotics (Damian et al. 2019;Nawaz et al. 2022;Rajput et al. 2017;Zhong et al. 2023). Antibiotics are a worrying threat to the environment due to various factors, such as ecological imbalance due to the inefficiency of current treatment processes (Ahmad et al. 2021;Li et al. 2021;Oliveira et al. 2020). ...
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Tetracycline (TC) is a widely used antibiotic, and evaluating its interaction with humic substances (HS) that act as a complexing agent in the environment is essential to understanding the availability of this contaminant in the environment. This study evaluated the interaction between HS and TC using different spectroscopic techniques, theoretical studies, and biological assays simulating environmental conditions. TC interacts with HS, preferably by electrostatic forces, with a binding constant of 9.2 × 10³ M⁻¹ (30 °C). This process induces conformational changes in the superstructure, preferably in the HS, like protein fraction. Besides, studies using the 8-anilino-1-naphthalene sulfonate (ANS) probe indicated that the antibiotic alters the hydrophobicity degree on HS’s surface. Synchronized fluorescence shows that the TC interaction occurs preferentially with the protein-like fraction of soil organic matter (KSV = 26.28 ± 1.03 M⁻¹). The TC epitope was evaluated by ¹H NMR and varied according to the pH (4.8 and 9.0) of the medium, as well as the main forces responsible for the stabilization of the HS-TC complex. The molecular docking studies showed that the formation of the HS-TC complex is carried out spontaneously (ΔG = −7.1 kcal mol⁻¹) and is stabilized by hydrogen bonds and electrostatic interactions, as observed in the experimental spectroscopic results. Finally, biological assays indicated that HS influenced the antimicrobial activity of TC. Thus, this study contributed to understanding the dynamics and distribution of TC in the environment and HS’s potential in the remediation of antibiotics of this class in natural systems, as these can have adverse effects on ecosystems and human health. Graphical Abstract
... Tetracycline antibiotics (e.g. tetracycline (TET), oxytetracycline (OTC), chlortetracycline (CTC), and doxycycline (DOX)) are widely used in the field of livestock husbandry, and when they are misused, their residues are often found in animal-derived foods such as milk, honey, and pork [138]. The buildup in the human body can lead to serious diseases such as liver damage, tooth yellowing, allergic disorders, intestinal flora disorders, and bacterial resistance. ...
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The burden of food contamination and food wastage has significantly contributed to the increased prevalence of foodborne disease and food insecurity all over the world. Due to this, there is an urgent need to develop a smarter food traceability system. Recent advancements in biosensors that are easy-to-use, rapid yet selective, sensitive, and cost-effective have shown great promise to meet the critical demand for onsite and immediate diagnosis and treatment of food safety and quality control (i.e. point-of-care technology). This review article focuses on the recent development of different biosensors for food safety and quality monitoring. In general, the application of biosensors in agriculture (i.e. pre-harvest stage) for early detection and routine control of plant infections or stress is discussed. Afterward, a more detailed advancement of biosensors in the past five years within the food supply chain (i.e. post-harvest stage) to detect different types of food contaminants and smart food packaging is highlighted. A section that discusses perspectives for the development of biosensors in the future is also mentioned.