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Ofloxacin
CRYSTAL GROWTH & DESIGN · 2018 · IF 3.972

Green and Efficient Resolution of Racemic Ofloxacin Using Tartaric Acid Derivatives via Forming Cocrystal in Aqueous Solution

Lichao He,Zhongrui Liang,Guojia Yu,Xiangrong Li,Xinjian Chen,Zhiyong Zhou,Zhongqi Ren

The separation of chiral compounds into their enantiomers is widely used in the pharmaceutical industry. Two types of environmentally benign tartaric acid derivatives, O,O′-dibenzoyl-(2S,3S)-tartaric acid (d-DBTA) and O,O′-dibenzoyl-(2R,3R)-tartaric acid (l-DBTA), were selected as efficient chiral selectors for the separation of racemic ofloxacin by forming diastereomeric cocrystal pairs in the aqueous phase. Effects of the type of chiral selectors, resolution time, the amounts of racemic ofloxacin, and temperature on the resolution performance of ofloxacin were investigated. The results indicated that d-DBTA selectively cocrystallized with the R-enantiomer (R-OFLX), while l-DBTA selectively cocrystallized with the S-enantiomer (S-OFLX) in the aqueous phase. Under the optimal conditions, the enantiomer excesses (% ee) reached up to 81.8% ee and 82.3% ee for S-OFLX and R-OFLX at 278.2 K, respectively. The stoichiometric ratio of d-DBTA or l-DBTA to R-ofloxacin or S-ofloxacin in cocrystals was 1:1. Various characterization and calculation methods, such as powder X-ray diffraction (PXRD), Fourier transform infrared spectroscopy (FT-IR), differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), and density functional theory (DFT), were performed for the study of the resolution mechanism, the results of which demonstrated that the cocrystals were formed by hydrogen bonding between d-DBTA or l-DBTA and ofloxacin. Compared with previous studies, the proposed separation process was not only environmentally benign but also beneficial to increasing % ee. The proposed method has explored a new path for green and efficient separation of racemic compounds that cannot form salts.

CAS / MDL: 61-90-5
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CHEMICAL ENGINEERING JOURNAL · 2025 · IF 13.2

Low-cost and accurate point-of-care detection with three-mode strategy for ofloxacin based on target-stimulated peroxidase activity of vanadium mesoporous nanosphere

Gangbing Zhu,Ningjing Du,Xunfeng Chen,Yinhui Yi

Ofloxacin (OFL) residues posed significant risk to the human health, thus it is very essential to develop a highly effective sensing platform for its detection. Herein, by preparing vanadium mesoporous nanosphere (VMNS, a vanadium MOFs) as nanozyme, a simple, low-cost, dependable and sensitive three-mode sensor platform was reported to detect OFL for the first time by coupling colorimetric, photothermal and paper-based biochip sensing. In the presence of OFL, the -NH 2 of VMNS nanozyme and the -COOH of OFL bond together, and importantly, the V 3+ originated from VMNS could conjugate specifically with OFL to form a stable complex. This will lead to enhancement of Fenton reaction by the electron transfer between OFL and VMNS, thus boosting significantly the peroxidase-like activity of the VMNS nanozyme. By using 3,3′,5,5′-tetramethylbenzidine as the catalytic substrate, the VMNS sensing system can show both color change and photothermal effect towards OFL. Furthermore, a paper-based biochip sensor was introduced for converting the color signal to RGB (red/green/blue) value on a smartphone. After optimizing some key conditions, the as-designed sensing platform exhibits prominent analytical performances. It's thus confirmed this three-mode point-of-care sensing platform not only considerably improves its practical applicability and opens up new avenues for OFL analysis, but also exploits the application of vanadium-based MOFs in the field of chemical analysis.

CAS / MDL: 28752-68-3 82419-36-1
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MICROCHIMICA ACTA · 2019 ·Vol. 186 ·期 7 ·1-9 · IF 5.479

Photoelectrochemical aptasensing of ofloxacin based on the use of a TiO2 nanotube array co-sensitized with a nanocomposite prepared from polydopamine and Ag2S nanoparticles

Qin Xiaofei,Geng Liping,Wang Qianqian,Wang Yan

A photoelectrochemical (PEC) method is described for aptamer-based detection of ofloxacin (OFL). It is making use of a TiO 2 nanotube array (NTA) that is sensitized with a structure composed of polydopamine and silver sulfide nanoparticles. The NTA were prepared by a two-step synthetic method. First, the TiO 2 nanotube electrode was covered with Ag 2 S nanoparticles via successive ionic layer adsorption and reaction strategy. Next, they were coated with a thin film of polydopamine (PDA) by in-situ polymerization. The inorganic/organic nanocomposites exhibit distinctly enhanced visible-light PEC activity. This was exploited to fabricate a PEC aptasensor. The PDA film serves as both the sensitizer for charge separation and as a support to bind the aptamer against OFL. The aptasensor undergoes a decrease in photocurrent due to the formation of the aptamer-OFL complex. Under the optimized conditions and at a typical working potential of 0 V (vs. Hg/Hg 2 Cl 2 ), the NTA has a linear response in the 5.0 pM to 100 nM OFL concentration range and a 0.75 pM detection limit (at S/ N  = 3). The aptasensor was successfully applied to the determination of OFL in spiked milk samples. Schematic illustration for the preparation and mechanism of the photoelectrochemical aptasensor for ofloxacin. TiO 2 NTs: TiO 2 nanotube arrays; PDA: polydopamine; MCH: 6-mercapto-1-hexanol; OFL: ofloxacin; PEC: photoelectrochemistry; CB: conduction band; VB: valence band; LUMO: the lowest unoccupied molecular orbital; HOMO: the highest occupied molecular orbital; AA: ascorbic acid.

CAS / MDL: 1633-78-9 82419-36-1
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JOURNAL OF ALLOYS AND COMPOUNDS · 2022 · IF 6.371

Hollow multi-dimension CoCeS/C as peroxymonosulfate activator toward ofloxacin degradation via coexisting free radical and nonradical pathways

Dandan Du,Wenjie Chen,Congya Tian,Yiqun Li,Chen Chen,Ning Liang

A catalyst with multi-metal introduction and a hollow structure is very promising for peroxymonosulfate (PMS) activation. In this study, Ce doped hollow bimetallic sulfide carbon composite (CoCeS/C) were fabricated from three dimensional layered double hydroxides (LDHs), which was synthesized via metal-organic frameworks (MOFs) self-sacrificial template strategy. The as-synthesised composite was applied to the catalytic degradation of ofloxacin (OFX) and the result indicated that the reaction rate constant (k 2 ) of Ce doped CoCeS/C (18.539 mmol −1 ·L·min −1 ) was about 5.7 times higher than CoS/C (3.230 mmol −1 ·L·min −1 ) which was without Ce doping. Singlet oxygen ( 1 O 2 ) and SO 4 - • were verified as the dominant reactive oxygen species (ROS) responsible for OFX via quenching tests and electron paramagnetic resonance spectroscope (EPR). The catalyst kept high removal efficiency over the pH range of 3.0–11.0. In addition, the catalyst still showed good reusability after four runs, as well as strong resistance to versatile inorganic ions and background organic matters in the oxidative treatment of OFX. Finally, degradation pathways were proposed by analyzing the degradation intermediates. These results revealed that the designed CoCeS/C catalyst exhibits wide promising application prospects for the degradation of organic residues in environmental remediation.

CAS / MDL: 10026-22-9 693-98-1
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POULTRY SCIENCE · 2021 · IF 3.352

Rapid detection of sulfamethazine and ofloxacin residues in duck meat using synchronous fluorescence spectroscopy coupled with chemometric methods

Jian Chen,Muhua Liu,Haichao Yuan,Xiongfei Chen,Jinhui Zhao

ABSTRACT Rapid detection of antibiotic residues in duck meat is of great significance for strengthening food safety and quality supervision of duck meat and fighting against inferior products in the duck meat market. The objective of the current paper was to evaluate the potential of synchronous fluorescence spectroscopy ( SFS ) coupled with chemometric methods for the rapid detection of sulfamethazine ( SM2 ) and ofloxacin ( OFL ) residues in duck meat.The SFS spectral data from duck meat containing different concentrations of SM2 and OFL were preprocessed by baseline offset. The detection conditions, including the adding amounts of β-mercaptoethanol solution and o-phthalaldehyde solution, as well as the reaction time, were optimized by a single factor experiment for obtaining a better detection effect, and their optimal values were 400 μL , 25 μL , and 40 min, respectively. By comparing 2 chemometric models based on peak-height algorithm and peak-area algorithm, the prediction model based on peak-height algorithm was a better quantitative model with correlation coefficient for the prediction set ( Rp ) of 0.9031 and 0.9981, the root mean error for the prediction set ( RMSEP ) of 7.9509 and 0.5267 mg/kg, recovery of 81.7 to 155.1% and 96.4 to 111.2%, and relative standard deviation ( RSD ) of 4.1 to 6.7% and 2.9 to 6.8% to predict SM2 and OFL residues in duck meat, respectively. Overall, the results of this investigation showed that SFS technique was an effective and rapid tool for the detection of SM2 and OFL residues in duck meat.

CAS / MDL: 76-03-9
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MICROCHEMICAL JOURNAL · 2022 · IF 5.304

Highly efficient detection of ofloxacin in water by samarium oxide and β-cyclodextrin-modified laser-induced graphene electrode

Zeyu Liu,Qun Wang,Qiang Xue,Chunwen Chang,Rong Wang,Yao Liu,Haijiao Xie

We developed a new electrochemical sensor that detects ofloxacin (OFL) in water by depositing β-cyclodextrin (β-CD) and samarium oxide nanoparticles (Sm 2 O 3 NPs) onto a laser-induced graphene (LIG) electrode. Scanning electron microscopy, Transmission electron microscopy, Fourier transform infrared spectroscopy, X-ray photoelectron spectroscopy, X-ray diffraction, contact angle measurements, and electrochemical impedance spectroscopy were used to characterize β-CD/Sm 2 O 3 NPs/LIG electrodes. Our results showed that the improved electrochemical activity is due to the excellent electrocatalytic performance of Sm 2 O 3 NPs, improving electron transfer efficiency. The deposition of β-CD improves electrode hydrophilicity and increases the adsorption capacity of OFL on the electrode surface. The synergistic effect of two modification compositions can promote OFL detection. The enhanced adsorption energy and improved electron transfer characteristics were also confirmed by density functional theory calculations. Under optimal detection conditions, the sensor achieves a wide linear range (0.01 ∼ 1.0 μmol/L and 1.0 ∼ 120 μmol/L) and a low detection limit (0.005 μmol/L) with good anti-interference ability and stability. This sensor has also been successfully applied to the detection of OFL in tap water and lake water. These results show that the developed sensor is a promising step towards rapid in situ detection of OFL in water environments.

CAS / MDL: 7722-84-1 10361-82-7
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RSC Advances · 2018 ·Vol. 8 ·期 32 ·18153-18162 · IF 2.936

An antibacterial collagen membrane crosslinked by the inclusion complex of β-cyclodextrin dialdehyde and ofloxacin for bacterial keratitis

Yawei Chen,Wenjing Song,Xuan Zhao,Qianqian Han,Li Ren

Infectious keratitis is one of the leading causes of blindness in the world, especially in developing countries. Corneal transplant surgery is a feasible treatment for bacterial keratitis when drug therapy cannot be effective. However, the amount of corneal donors is far from requirements of clinical treatment and thus, the prognosis of bacterial keratitis is not satisfactory. In this study, we developed a novel antibacterial corneal repair material (β-CD-DA/OFLX-Col) for bacterial keratitis. The inclusion complex of β-cyclodextrin dialdehyde (β-CD-DA) with ofloxacin formed by host–guest interaction was used as both a drug vector and a crosslinker for further reaction with the amino groups on lysine of collagen chains. Physical properties, cytocompatibility, and antibacterial property of β-CD-DA/OFLX-Col film were characterized. The results indicated that the film was mainly transparent and possessed superior mechanical properties. Moreover, human corneal epithelial cells could adhere to the film and proliferate normally, indicating that the β-CD-DA/OFLX-Col film was non-cytotoxic and had good biocompatibility. Most importantly, the β-CD-DA/OFLX-Col film exhibited prominent antibacterial effects against E. coli and S. aureus in vitro, which could minimize the risks of infection. The prepared β-CD-DA/OFLX-Col film could greatly increase bioavailability of drugs and reduce toxic side effects, thus displaying great potential in bacterial keratitis treatment.

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JOURNAL OF THE ELECTROCHEMICAL SOCIETY · 2024 · IF 3.1

An Electrochemical Sensor Based on Simple Nano-Modification for Sensitive Detection of Ofloxacin Residue in Animal Derived Food

Xueqiang Chen,Fan Yang,Shiwei Zhao,Xinran Wei,Jiameng Xu,Yunzhe Li,Guanjun Nan,Zhimin Luo,Aiguo Zeng

The residue of ofloxacin (OFL) in animal-derived food would seriously affect human health. This study reports an inexpensive, fast, and simple electrochemical sensor for the sensitive detection of OFL in animal-derived food samples. A poly-L-glutamic acid/poly(sulfobutyl-β-cyclodextrin) CdTe quantum dot-modified electrode P(L-Glu)/SEB-β-CD@CdTeQDs/GCE was prepared by electrochemical polymerization reaction. We investigated the electrochemical behavior of OFL on the sensing electrode by cyclic voltammetry and square wave voltammetry. The results showed that the sensitivity of the sensor was significantly improved under the synergistic effect of L-glutamic acid, sulfobutyl-β-cyclodextrin, and CdTe quantum dot. In addition, the electrochemical reaction process of OFL on the sensing electrode was investigated and the results showed that the transfers of two protons and two electrons were involved in the reaction. Subsequently, the electrochemical sensing method based on P(L-Glu)/SEB-β-CD@CdTeQDs/GCE was developed and validated for the determination of OFL, showing a good linear response in the range of 0.07~1 μg·mL-1 with a detection limit of 3.4 ng·mL-1, and the precision and accuracy were high enough. Compared with the conventional HPLC method, the established electrochemical sensing method shows the merits of eco-friendly, shorter detection time, and much more simple, sensitive, and convenient.

CAS / MDL: 138-15-8 13494-80-9
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TALANTA · 2017 · IF 4.162

On-line Identification of chiral ofloxacin in milk with an extraction/ionization device coupled to Electrospray Mass Spectrometry

Jiang Wang,Xiao-Xiao Jiang,Wei Zhao,Jun Hu,Qi-Yuan Guan,Jing-Juan Xu,Hong-Yuan Chen

The direct separation and analysis of chiral drugs in the complex matrix systems are meaningful and challenging. As the most common broad-spectrum antibiotic, levofloxacin has a strong antibacterial ability, but its enantiomer , dextrofloxacin can cause serious harm to human health. In this work, we reported a rapid on-line extraction/ionization device coupled with Electrospray Mass Spectrometry (ESI-MS) for chiral analysis of ofloxacin enantiomers in complex matrix of milk. Since ofloxacin is difficult to dissolve in water and most organic solvents, the procedure of separating ofloxacin in complex system is often complicated. Using the homemade apparatus, the sample pretreatment process was greatly simplified. Milk sample was directly injected and chiral ofloxacin in the sample was extracted at PTFE membrane for further ionization. It took less than 10   s to finish all the procedures including sampling, extraction, reagents mixing, ionization and mass analysis. Utilizing reaction thermodynamics method , trimeric cluster ion [Ni ΙΙ (ref) 2 Ofloxacin-H] + was formed and collisionally dissociated to get chiral resolution of levofloxacin and dextrofloxacin due to the different relative stabilities of the two diastereomeric clusters produced through the dissociation of Ni ΙΙ bound trimeric clusters. With the proposed method, qualitative and quantitative chiral analysis of ofloxacin in milk was successfully achieved in a simple and fast way.

CAS / MDL: 64-17-5
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JOURNAL OF SEPARATION SCIENCE · 2019 ·Vol. 42 ·期 15 ·2491-2499 · IF 2.516

Preparation of restricted access media molecularly imprinted polymers for efficient separation and enrichment ofloxacin in bovine serum samples

Jianmin Li,Lijuan Zhao,Chanling Wei,Zhian Sun,Shanwen Zhao,Tianpei Cai,Bolin Gong

We prepared ofloxacin restricted access media molecularly imprinted polymers using surface-initiated atom transfer radical polymerization on the surface of brominated silica gel using ofloxacin as a template molecule, methacrylic acid as a functional monomer, and ethylene glycol dimethacrylate as a crosslinking agent. We then characterized and studied the surface morphology and adsorption properties of the polymer. Experimental results show that saturation is reached within 25 min, and that the saturated adsorption capacity was 80.67 mg/g and the imprinting factor was 1.94. Our findings also showed that the polymer surface had good hydrophilicity and an excellent protein exclusion rate, which was 98.49%. The restricted access media molecularly imprinted polymers were then successfully applied to the enrichment and separation of ofloxacin in bovine serum. When combined with high-performance liquid chromatography, and the average recovery of ofloxacin was 95.6%, and the relative standard deviation was in the range of 2.47–3.38%. In a word, the restricted access media molecularly imprinted polymers is a method that involves a simple preparation procedure that results in excellent performance, which is a great improvement in the speed of detection of antibiotics. These qualities are what bestow upon this method its great potential for broad application.

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JOURNAL OF HAZARDOUS MATERIALS · 2021 · IF 10.588

Natural alumina/silica suspended particles in water to enhance ofloxacin degradation with UVA-H2O2 driven by surface chemistry

Yulun Nie,Xiaofei Sun,Miao Wang,Xike Tian,Chao Yang,Chu Dai

UV-H 2 O 2 is the most widely used oxidizing system with established effectiveness and a high level of technical development for practical application. However, little attention was paid on the effect of suspended particles in natural water on organic contaminants removal via UV-H 2 O 2 technique. In this study, this effect of suspended particles to enhance the contaminant degradation was explored using silica/alumina-based oxides (MCM-41 and Al@MCM-41) as the representative. The results showed that MCM-41 had no effect on OFX degradation compared with UV-H 2 O 2 . While the degradation efficiency and reaction rate were greatly enhanced at a pH range of 3.0–9.0 especially at acidic pH values (3.0–5.0) in the presence of Al@MCM-41. The probe experiments proved that OFX adsorption followed by surface reaction process played an important role to enhance the performance of UV-H 2 O 2 . Based on the characterization results, the positive effect of suspended particles was not related to their surface area and pore size distribution, but dependent on the chemical composition and surface acid-base property. The suspended particles can provide an active surface composed of acid and base sites. The base site can create a local basic micro-environment by producing more • OH et al. While the dissociated acid sites in Al@MCM-41 with a negative charged surface favor OFX adsorption and then reaction with produced ROS . Our findings suggest that the enhanced performance of UVA-H 2 O 2 induced by suspended particles should be concerned.

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Water Supply · 2022 ·Vol. 22 ·期 8 ·6728-6739 · IF 1.768

The transformation mechanism of ofloxacin (OFL) by chlorine dioxide disinfection in water distribution system: kinetics, byproducts and toxicity

Chen Peng,Hu Shaowei,Ma Guangyu,Wang Fei,Liu Fang,Wang Yong,He Guilin

There is a research gap on the transformation of ofloxacin (OFL) in water supply systems under the action of ClO 2 . The degradation kinetics of OFL under different ClO 2 concentrations, pH and pipe materials, and formation of intermediates, as well as the toxicity of water in water supply systems were first studied. The results showed that the degradation of OFL in PE pipe and deionized water increased with the increase of ClO 2 concentration, and the reaction of OFL followed the second-order kinetic model. The removal rate of OFL in deionized water was faster than that in PE pipe. The degradation rate of OFL in PE tube and deionized water were positively correlated with pH. In addition, degradation efficiency of OFL in different pipes followed: cast iron pipe > stainless steel pipe > PE pipe. The detection of OFL intermediates showed that the cleavage of piperazine groups were the main and initial products in the degradation process of OFL. In addition, the decarboxylation intermediates of quinolone groups were also detected. The aquatic toxicity test showed that the degradation of OFL by ClO 2 would increase the toxicity of water, therefore, the decrease of OFL may not mean the decrease of water toxicity. In this study, the degradation of OFL in pilot-scale PE pipe was detected for the first time. The oxidation rate of OFL was higher in deionized water than in PE pipe The oxidation of OFL by ClO 2 would increase the potential risk of water quality safety.

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