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Unrecognized role of humic acid as a reductant in accelerating fluoroquinolones oxidation by aqueous permanganate

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Chinese Chemical Letters 2022年第1期33卷 447-451页

作者： Yang Zhou Jianpeng Hu Yuan Gao Yang Song Su-Yan Pang Jin Jiang Key Laboratory for City Cluster Environmental Safety and Green Development of the Ministry of Education Institute of Environmental and Ecological EngineeringGuangdong University of TechnologyGuangzhou 510006China Southern Marine Science and Engineering Guangdong Laboratory(Guangzhou) Guangzhou 511458China School of Civil and Transportation Engineering Guangdong University of TechnologyGuangzhou 510006China Key Laboratory of Songliao Aquatic Environment Ministry of EducationSchool of Municipal and Environmental EngineeringJilin Jianzhu UniversityChangchun 130118China

A great concern has been raised regarding the issue of fluoroquinolones(FQs)in the environment.In this work,the transformation of FQs by commonly used oxidant permanganate(Mn(VII))in the absence and presence of humic acid(HA),ubiquitously existing in aquatic environments,was systematically investigated.Here,the catalytic role of in-situ formed MnO;on Mn(VII)oxidation of FQs depending on solution pH and co-existing substrates was firstly reported.It was interestingly found that HA could appreciably accelerate FQs degradation by Mn(VII)at environmentally relevant pH.HA as a reductant in accelerating FQs by Mn(VII)oxidation was distinctly elucidated for the first time,where MnO;in situ formed from the reduction of Mn(VII)by HA served as a catalyst.Similar products were observed in the presence versus absence of HA.Considering that the accelerating role of HA was related to its reducing ability,an activation method based on Mn(VII)and reductant(i.e.,Fe(II),Mn(II)and(bi)sulfite)was proposed,which exhibited considerable potential for application in the treatment of FQs contaminated water.

关键词： Permanganate Humic acid Manganese dioxide activation fluoroquinolones

fluoroquinolones for the treatment of latent Mycobacterium tuberculosis infection in liver transplantation

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World Journal of Gastroenterology 2019年第26期25卷 3291-3298页

作者： Jose Tiago Silva Rafael San-Juan Mario Fernández-Ruiz José María Aguado Unit of Infectious Diseases Hospital Universitario "12 de Octubre" Instituto de Investigación Hospital "12 de Octubre" (imas12) School of Medicine Universidad Complutense

Solid organ transplantation(SOT)is the best treatment option for end-stage organ disease.Newer immunosuppressive agents have reduced the incidence of graft rejection but have increased the risk of infection,particularly due to the reactivation of latent infections due to opportunistic agents such as Mycobacterium tuberculosis.Active tuberculosis(TB)after SOT is a significant cause of morbidity and mortality.Most cases of posttransplant TB are secondary to reactivation of latent tuberculosis infection(LTBI)due to the effects of long-term immunosuppressive therapy.Risk minimization strategies have been developed to diagnose LTBI and initiate treatment prior to transplantation.Isoniazid with vitamin B6 supplementation is the treatment of choice.However,liver transplantation(LT)candidates and recipients have an increased risk of isoniazid-induced liver toxicity,leading to lower treatment completion rates than in other SOT populations.fluoroquinolones(FQs)exhibit good in vitro antimycobacterial activity and a lower risk of drug-induced liver injury than isoniazid.In the present review,we highlight the disease burden posed by posttransplant TB and summarize the emerging clinical evidence supporting the use of FQs for the treatment of LTBI in LT recipients and candidates.

关键词： fluoroquinolones Mycobacterium tuberculosis Latent tuberculosis infection Liver transplantation Drug-induced liver graft injury

Discovery of synergistic activity of fluoroquinolones in combination with antimicrobial peptides against clinical polymyxin-resistant Pseudomonas aeruginosa DK2

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Chinese Chemical Letters 2020年第2期31卷 413-417页

作者： Xinyu Zheng Qiao Cao Qin Cao Fei Mao Xiaokang Li Jin Zhu Lefu Lan Jian Li State Key Laboratory of Bioreactor Engineering Shanghai Key Laboratory of New Drug DesignSchool of PharmacyEast China University of Science and TechnologyShanghai 200237China State Key Laboratory of Drug Research Shanghai Institute of Materia MedicaChinese Academy of SciencesShanghai 201203China

Polymyxin B(PB),as the last-line of defense against multidrug-resistant Gram-negative bacteria,has caused resistance to P.aeruginosa recently.Fortunately,synergistic treatment could preserve the last class of antibiotics and reduce the emergency of drug resistance.Here,we performed a screen of 970 approved drugs synergized with PB against the P.aeruginosa DK2,which is severely resistant to PB,MIC=512μg/mL.Encouragingly,we found fluoroquinolones could synergy with PB and achieved an obvious reduction in MIC of PB below the clinical susceptible breakpoint(2 μg/mL).Especially,gemifloxacin achieved the highest synergistic effect with PB,leading to a 4096-fold MIC reduction(reduced from512 μg/mL to 0.125 μg/mL).Furthermore,synergistic effect was also observed in the combination of gemifloxacin and colistin.Finally,outer membrane permeabilization assay showed that gemifloxacin could increase the permeability of bacterial cell membranes for P.aeruginosa which partly explained the synergy mechanism.These results indicate that fluoroquinolones represent attractive synergists to address the emerging threat of polymyxin-resistant infections.

关键词： Polymyxin B Pseudomonas aeruginosa fluoroquinolones Synergy Cystic fibrosis Antimicrobial peptides

Detection of Helicobacter pylori resistance to clarithromycin and fluoroquinolones in Brazil:A national survey

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World Journal of Gastroenterology 2016年第33期22卷 7587-7594页

作者： Bruno Squarcio Sanches Gustavo Miranda Martins Karine Lima Bianca Cota Luciana Dias Moretzsohn Laercio Tenorio Ribeiro Helenice P Breyer Ismael Maguilnik Aline Bessa Maia Joffre Rezende-Filho Ana Carolina Meira Henrique Pinto Edson Alves Ramiro Mascarenhas Raissa Passos Julia Duarte de Souza Osmar Reni Trindade Luiz Gonzaga Coelho Instituto Alfa de Gastroenterologia Hospital das ClínicasUniversidade Federal de Minas Gerais Unigastro e Clínica Santa Fé Hospital de Clínicas Universidade Federal do Rio Grande do Sul Fundacao Hospital Adriano Jorge Hospital das Clínicas Universidade Federal de Goiás Hospital Geral Roberto Santos

AIM To evaluate bacterial resistance to clarithromycin and fluoroquinolones in Brazil using molecular methods.METHODS The primary antibiotic resistance rates of Helicobacter pylori(H. pylori) were determined from November 2012 to March 2015 in the Southern,South-Eastern,Northern,North-Eastern,and Central-Western regions of Brazil. Four hundred ninety H. pylori patients [66% female,mean age 43 years(range: 18-79)] who had never been previously treated for this infection were enrolled. All patients underwent gastroscopy with antrum and corpus biopsies and molecular testing using Geno Type Helico DR(Hain Life Science,Germany). This test was performed to detect the presence of H. pylori and to identify point mutations in the genes responsible for clarithromycin and fluoroquinolone resistance. The molecular procedure was divided into three steps: DNA extraction from the biopsies,multiplex amplification,and reverse hybridization. RESULTS Clarithromycin resistance was found in 83(16.9%) patients,and fluoroquinolone resistance was found in 66(13.5%) patients. There was no statistical difference in resistance to either clarithromycin or fluoroquinolones(P = 0.55 and P = 0.06,respectively) among the different regions of Brazil. Dual resistance to clarithromycin and fluoroquinolones was found in 4.3%(21/490) of patients. The A2147 G mutation was present in 90.4%(75/83),A2146 G in 16.9%(14/83) and A2146 C in 3.6%(3/83) of clarithromycin-resistant patients. In 10.8%(9/83) of clarithromycin-resistant samples,more than 01 mutation in the 23 S r RNA gene was noticed. In fluoroquinolone-resistant samples,37.9%(25/66) showed mutations not specified by the Geno Type Helico DR test. D91 N mutation was observed in 34.8%(23/66),D91 G in 18.1%(12/66),N87 K in 16.6%(11/66) and D91 Y in 13.6%(9/66) of cases. Among fluoroquinolone-resistant samples,37.9%(25/66) showed mutations not specified by the Geno Type Helico DR test. CONCLUSION The H. pylori clarithromycin resistance rate in Brazil is at the borderline(15%-20%) for applying the sta

关键词： Helicobacter pylori Microbial drug resistance Clarithromycin fluoroquinolones Molecular diagnostic techniques

Effect and Mechanism Analysis of Solvent on the Electron Transition of fluoroquinolones Based on Quantum Chemical Calculation

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Chinese Journal of Structural Chemistry 2017年第12期36卷 1931-1946页

作者：陈凤先海热提 College of Chemical Engineering Beijing University of Chemical Technology

Ciprofloxacin（CIP）, moxifoxacin（MOX） and enrofloxacin（ENR） were selected as typical fluoroquinolones（FQs） to analyze the excitation-enhancing effect and mechanism of solvents on FQs＇ electron transition based on quantum chemical calculations. The UV spectra of three FQs in gas and five different solvents（water, cyclohexane, dimethylsulfoxide, methanol, acetone） were calculated using Gaussian 09 software. The transition mechanisms of FQs＇ main electron transitions were analyzed by natural bond orbital（NBO） theory, and the solvent effect on each electron transition was assessed qualitatively and quantitatively by sensitivity analysis and an established index system. The excitation enhancing mechanism of solvent on electron transitions of FQs was analyzed from the view of photo-induced reactions between solvent and FQs molecules. The results show that there are two main transitions located in the spectrum ranges of 300~380 and 240~300 nm for each FQ in any medium, which are assigned as n →π＊ and π→π＊ electron transitions, respectively. By comparison, the n →π＊ transition is more sensitive to solvent because of the energy transfer between solvent molecules and FQs, but the solvent effect on the π→π＊ transition is stronger than on the n →π＊ transition. The sequence of affected extent of solvent effect on electron transition was CIP 〉 MOX 〉 ENR, and the sequence of solvent effect was water 〉 DMSO 〉 methanol 〉 acetone 〉 cyclohexane（stronger solvent effect with increasing the dielectric constant of solvent）. From the view of photo-induced reactions, the reaction between FQs＊T1 and solvent＊T1 has the decisive regulatory effect on the n →π＊ transition of FQs in solvent, and the reaction between FQsS0 and solvent＊TI has an enhancing effect on the π→π＊ transition.

关键词： fluoroquinolones electron transition solvent effect index system photo-induced reaction

Determination of fluoroquinolones, sulfonamides, and tetracyclines multiresidues simultaneously in porcine tissue by MSPD and HPLC-DAD

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Journal of Pharmaceutical Analysis 2012年第1期2卷 76-81页

作者： Hu Yu, Hui Mu, Ying-Mei Hu Chemistry Department of Science School, Xi’an Jiaotong University, Xi’an 710049, China Chemistry Department of Science School Xi'an Jiaotong University Xi'an 710049 China.

An efficient method is provided to detect simultaneously some important veterinary drugs from different classes in highly complex animal tissue matrix. This method using matrix solid-phase dispersion (MSPD) and high performance liquid chromatography (HPLC) with diode array detection (DAD) is developed to effectively determine two fiuoroquinolones (enoxacin and lomefioxacin), two sulfonamides (sulfanilamide and sulfamethoxazole) and one tetracycline (tetracycline) simultaneously in porcine tissues. In the process, MSPD methodology was used to treat samples, washed by n-hexane to remove lipid, eluted the analytes with acetonitrile–dichloromethane (1:1, v/v). Solvent acetonitrile and solvent acetic acid (0.1%) were combined in a gradient. HPLC–DAD analysis of the tissue samples was performed within 15 min at a fiow rate of 1.0 mL/min. The results showed that a recovery at 0.1, 0.5 and 1.0 mg/g fortification levels ranged from 80.6% to 99.2% with satisfactory relative standard deviations (RSDs) (below 6.1%, nfi3) and the limits of quantitation (LOQ) ranged from 7 mg/kg to 34 mg/kg in porcine tissues. Utilization of the method in successfully simultaneous analysis of porcine tissue incurred with veterinary drug multiresidues is described.

关键词： Matrix solid-phase dispersion High performance liquid chromatography fluoroquinolones Sulfonamides Tetracyclines Multiresidues

QSAR Studies on 7-Substituted fluoroquinolones

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Chinese Journal of Structural Chemistry 2007年第1期26卷 91-97页

作者：许菊丽高树林张向飞谢异萍黄晓因谢小光 Department of Chemistry Yunnan University Computer Science Department Yunnan Agricultural University

The PM3 and B3LYP methods were employed to calculate the properties of 18 7-substituted fluoroquinolones. The correlation between biological activity （against gram-positive organisms or gram-negative organisms） and structural properties was obtained by using multiple linear regression （MLR） methods： The best model generated correlates the antibacterial activity with EHOMO and QF8 for gram-positive organisms, and EHOMO and dipole moment for gram-negative organisms, respectively. It suggests that the interaction mechanisms ,of fluoroquinolons with gram-positive and gram-negative organisms are different.

关键词： qsar fluoroquinolones gram-positive organisms gram-negative organisms

Compare two methods of measuring DNA damage induced by photogenotoxicity of fluoroquinolones

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Acta Pharmacologica Sinica 2004年第2期25卷 45-49页

作者： Ting ZHANG, Jun-ling LI, Jian XIN, Xiao-chao MA, Zeng-hong TU1 State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai Institute for Biological Sciences, Chinese Academy of Sciences, Shanghai 201203, China 中科院上海生命科学院 State Key Laboratory of Drug Research CAS 上海 201203

AIM: To compare two methods of measuring DNA damage induced by photogenotoxicity of fluoroquinolones (FQ). METHODS: Lomefloxacin (LFLX), sparfloxacin (SPFX), ciprofloxacin (CPFX), and levofloxacin (LELX) were tested by comet assay and photodynamic DNA strand breaking activity under the different conditions of UVA irradiation. RESULTS: In comet assay, photogenotoxicity was evident at SPFX 1 mg/L, LFLX 5 mg/L, and CPFX 5 mg/L, and LELX 10 mg/L. In photodynamic DNA srand-breaking activity, SPFX and LFLX induced the conver- sion of the supercoiled form into the nicked relaxed form at 10-50 μmol/L, while CPFX at 25 μmol/L and LELX at 50 μmol/L. CONCLUSION: There were good correlations between the two methods to detect DNA damage induced by phototoxicity of fluoroquinolones. Photodynamic DNA strand breaking activity was a good method to detect DNA damage induced by photogenotoxicity of fluoroquinolones as well as comet assay.

关键词： fluoroquinolones phototoxic dermatitis comet assay

Studies on Rapid and Visual Recognization fluoroquinolones Residues Based on Spherical Gold Nanoparticles

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Studies on Rapid and Visual Recognization Fluoroquinolones R...