Journal articles on the topic 'Actinobacteria ; Quinolone antibacterial agents – Synthesis'

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1

Jinbo, Yoshikazu, Hirosato Kondo, Masahiro Taguchi, Yoshimasa Inoue, Fumio Sakamoto, and Goro Tsukamoto. "Synthesis and Antibacterial Activity of Thiazolopyrazine-Incorporated Tetracyclic Quinolone Antibacterial Agents. 2." Journal of Medicinal Chemistry 37, no. 17 (August 1994): 2791–96. http://dx.doi.org/10.1021/jm00043a018.

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2

Cooper, Curt S., Michael D. Tufano, Pamela K. Donner, and Daniel T. W. Chu. "The synthesis and in vitro antibacterial activity of conformationally restricted quinolone antibacterial agents." Bioorganic & Medicinal Chemistry 4, no. 8 (August 1996): 1307–15. http://dx.doi.org/10.1016/0968-0896(96)00106-x.

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3

Chu, Daniel T. W., Prabhavathi B. Fernandes, and Andre G. Pernet. "Synthesis and biological activity of benzothiazolo[3,2-a]quinolone antibacterial agents." Journal of Medicinal Chemistry 29, no. 8 (August 1986): 1531–34. http://dx.doi.org/10.1021/jm00158a037.

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4

Patel, Mehul M., and Laxman J. Patel. "Design, Synthesis, Molecular Docking, and Antibacterial Evaluation of Some Novel Flouroquinolone Derivatives as Potent Antibacterial Agent." Scientific World Journal 2014 (2014): 1–10. http://dx.doi.org/10.1155/2014/897187.

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Objective. Quinolone moiety is an important class of nitrogen containing heterocycles widely used as key building blocks for medicinal agents. It exhibits a wide spectrum of pharmacophores and has bactericidal, antiviral, antimalarial, and anticancer activities. In view of the reported antimicrobial activity of various fluoroquinolones, the importance of the C-7 substituents is that they exhibit potent antimicrobial activities. Our objective was to synthesize newer quinolone analogues with increasing bulk at C-7 position of the main 6-fluoroquinolone scaffold to produce the target compounds which have potent antimicrobial activity.Methods. A novel series of 1-ethyl-6-fluoro-4-oxo-7-{4-[2-(4-substituted phenyl)-2-(substituted)-ethyl]-1-piperazinyl}-1,4-dihydroquinoline-3-carboxylic acid derivatives were synthesized. To understand the interaction of binding sites with bacterial protein receptor, the docking study was performed using topoisomerase II DNA gyrase enzymes (PDB ID: 2XCT) by Schrodinger’s Maestro program.In vitroantibacterial activity of the synthesized compounds was studied and the MIC value was calculated by the broth dilution method.Results. Among all the synthesized compounds, some compounds showed potent antimicrobial activity. The compound8gexhibited good antibacterial activity.Conclusion. This investigation identified the potent antibacterial agents against certain infections.
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5

Fedorowicz, Joanna, Jarosław Sączewski, Agnieszka Konopacka, Krzysztof Waleron, Dawid Lejnowski, Krzesimir Ciura, Tihomir Tomašič, et al. "Synthesis and biological evaluation of hybrid quinolone-based quaternary ammonium antibacterial agents." European Journal of Medicinal Chemistry 179 (October 2019): 576–90. http://dx.doi.org/10.1016/j.ejmech.2019.06.071.

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6

Fu, Hai-Gen, Zhi-Wen Li, Xin-Xin Hu, Shu-Yi Si, Xue-Fu You, Sheng Tang, Yan-Xiang Wang, and Dan-Qing Song. "Synthesis and Biological Evaluation of Quinoline Derivatives as a Novel Class of Broad-Spectrum Antibacterial Agents." Molecules 24, no. 3 (February 2, 2019): 548. http://dx.doi.org/10.3390/molecules24030548.

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Nineteen new quinoline derivatives were prepared via the Mannich reaction and evaluated for their antibacterial activities against both Gram-positive (G+) and Gram-negative (G−) bacteria, taking compound 1 as the lead. Among the target compounds, quinolone coupled hybrid 5d exerted the potential effect against most of the tested G+ and G− strains with MIC values of 0.125–8 μg/mL, much better than those of 1. Molecular-docking assay showed that compound 5d might target both bacterial LptA and Top IV proteins, thereby displaying a broad-spectrum antibacterial effect. This hybridization strategy was an efficient way to promote the antibacterial activity of this kind, and compound 5d was selected for the further investigation, with an advantage of a dual-target mechanism of action.
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7

Daneshtalab, Mohsen, and Abeer Ahmed. "Nonclassical Biological Activities of Quinolone Derivatives." Journal of Pharmacy & Pharmaceutical Sciences 15, no. 1 (December 13, 2011): 52. http://dx.doi.org/10.18433/j3302n.

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Quinolones are considered as a big family of multi-faceted drugs; their chemical synthesis is flexible and can be easily adapted to prepare new congeners with rationally devised structures. This is shown by the description of many thousands of derivatives in the literature. Scientists could accurately describe their QSAR, which is essential for effective drug design. This also gave them the chance to discover new and unprecedented activities, which makes quinolones an endless source of hope and enables further development of new clinically useful drugs. Quinolones are among the most common frameworks present in the bioactive molecules that have dominated the market for more than four decades. Since 1962, 4(1H)-quinolone-3-carboxylic acid derivatives are widely used as antibacterial agents. Quinolones have a broad and potent spectrum of activity and are also used as second-line drugs to treat tuberculosis (TB). Recently, quinolones have been reported to display “nonclassical” biological activities, such as antitumor, anti-HIV-1 integrase, anti- HCV-NS3 helicase and -NS5B-polymerase activities. The present review focuses on the structural modifications responsible for the transformation of an antibacterial into an anticancer agent and/or an antiviral agent. Indeed, quinolones’ antimicrobial action is distinguishable among antibacterial agents, because they target different type II topoisomerase enzymes. Many derivatives of this family show high activity against bacterial topoisomerases and eukaryotic topoisomerases, and are also toxic to cultured mammalian cells and in vivo tumor models. Moreover, quinolones have shown antiviral activity against HIV and HCV viruses. In this context the quinolones family of drugs seem to link three different biological activities (antibacterial, anticancer, and the antiviral profiles) and the review will also provide an insight into the different mechanisms responsible for these activities among different species. This article is open to POST-PUBLICATION REVIEW. Registered readers (see “For Readers”) may comment by clicking on ABSTRACT on the issue’s contents page.
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8

Khamkhenshorngphanuch, Thitiphong, Kittipat Kulkraisri, Alongkorn Janjamratsaeng, Napasawan Plabutong, Arsa Thammahong, Kanitta Manadee, Sarisa Na Pombejra, and Tanatorn Khotavivattana. "Synthesis and Antimicrobial Activity of Novel 4-Hydroxy-2-quinolone Analogs." Molecules 25, no. 13 (July 4, 2020): 3059. http://dx.doi.org/10.3390/molecules25133059.

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Alkyl quinolone has been proven to be a privileged scaffold in the antimicrobial drug discovery pipeline. In this study, a series of new 4-hydroxy-2-quinolinone analogs containing a long alkyl side chain at C-3 and a broad range of substituents on the C-6 and C-7 positions were synthesized. The antibacterial and antifungal activities of these analogs against Staphylococcus aureus, Escherichia coli, and Aspergillus flavus were investigated. The structure-activity relationship study revealed that the length of the alkyl chain, as well as the type of substituent, has a dramatic impact on the antimicrobial activities. Particularly, the brominated analogs 3j with a nonyl side chain exhibited exceptional antifungal activities against A. flavus (half maximal inhibitory concentration (IC50) = 1.05 µg/mL), which surpassed that of the amphotericin B used as a positive control. The antibacterial activity against S. aureus, although not as potent, showed a similar trend to the antifungal activity. The data suggest that the 4-hydroxy-2-quinolone is a promising framework for the further development of new antimicrobial agents, especially for antifungal treatment.
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9

Michael, Joseph P., Charles B. de Koning, Gladys D. Hosken, and Trevor V. Stanbury. "Reformatsky reactions with N-arylpyrrolidine-2-thiones: synthesis of tricyclic analogues of quinolone antibacterial agents." Tetrahedron 57, no. 47 (November 2001): 9635–48. http://dx.doi.org/10.1016/s0040-4020(01)00964-4.

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10

Kamal, Ahmed, S. Ahmed, M. A. Khan, Rajesh Shetty, B. Siddhardha, and U. Murty. "Synthesis and Biological Evaluation of a New Series of Benzothiazole-Quinolone Hybrids as Antibacterial Agents." Letters in Drug Design & Discovery 5, no. 5 (July 1, 2008): 353–57. http://dx.doi.org/10.2174/157018008784912072.

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11

Culbertson, Townley P. "Synthesis of 4H-1,4-benzothiazine 1-oxide and 1,1-dioxide. Analogs of quinolone antibacterial agents." Journal of Heterocyclic Chemistry 28, no. 7 (November 1991): 1701–3. http://dx.doi.org/10.1002/jhet.5570280709.

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12

Culbertson, Townley P., Joseph P. Sanchez, Laura Gambino, and Josephine A. Sesnie. "Quinolone antibacterial agents substituted at the 7-position with spiroamines. Synthesis and structure-activity relationships." Journal of Medicinal Chemistry 33, no. 8 (August 1990): 2270–75. http://dx.doi.org/10.1021/jm00170a035.

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13

Michael, Joseph P., Charles B. de Koning, and Trevor V. Stanbury. "A versatile synthesis of tricyclic analogues of quinolone antibacterial agents: Use of a novel reformatsky reaction." Tetrahedron Letters 37, no. 52 (December 1996): 9403–6. http://dx.doi.org/10.1016/s0040-4039(97)82976-0.

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14

Robertson, Gregory T., Eric J. Bonventre, Timothy B. Doyle, Qun Du, Leonard Duncan, Timothy W. Morris, Eric D. Roche, Dalai Yan, and A. Simon Lynch. "In Vitro Evaluation of CBR-2092, a Novel Rifamycin-Quinolone Hybrid Antibiotic: Studies of the Mode of Action in Staphylococcus aureus." Antimicrobial Agents and Chemotherapy 52, no. 7 (July 2008): 2313–23. http://dx.doi.org/10.1128/aac.01649-07.

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ABSTRACT Rifamycins have proven efficacy in the treatment of persistent bacterial infections. However, the frequency with which bacteria develop resistance to rifamycin agents restricts their clinical use to antibiotic combination regimens. In a program directed toward the synthesis of rifamycins with a lower propensity to elicit resistance development, a series of compounds were prepared that covalently combine rifamycin and quinolone pharmacophores to form stable hybrid antibacterial agents. We describe mode-of-action studies with Staphylococcus aureus of CBR-2092, a novel hybrid that combines the rifamycin SV and 4H-4-oxo-quinolizine pharmacophores. In biochemical studies, CBR-2092 exhibited rifampin-like potency as an inhibitor of RNA polymerase, was an equipotent (balanced) inhibitor of DNA gyrase and DNA topoisomerase IV, and retained activity against a prevalent quinolone-resistant variant. Macromolecular biosynthesis studies confirmed that CBR-2092 has rifampin-like effects on RNA synthesis in rifampin-susceptible strains and quinolone-like effects on DNA synthesis in rifampin-resistant strains. Studies of mutant strains that exhibited reduced susceptibility to CBR-2092 further substantiated RNA polymerase as the primary cellular target of CBR-2092, with DNA gyrase and DNA topoisomerase IV being secondary and tertiary targets, respectively, in strains exhibiting preexisting rifampin resistance. In contrast to quinolone comparator agents, no strains with altered susceptibility to CBR-2092 were found to exhibit changes consistent with altered efflux properties. The combined data indicate that CBR-2092 may have potential utility in monotherapy for the treatment of persistent S. aureus infections.
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15

Espinosa-Valdés, Mariana, Sara Borbolla-Alvarez, Ana Delgado-Espinosa, Juan Sánchez-Tejeda, Anabelle Cerón-Nava, Osvaldo Quintana-Romero, Armando Ariza-Castolo, Diego García-Del Río, and Marco Loza-Mejía. "Synthesis, In Silico, and In Vitro Evaluation of Long Chain Alkyl Amides from 2-Amino-4-Quinolone Derivatives as Biofilm Inhibitors." Molecules 24, no. 2 (January 17, 2019): 327. http://dx.doi.org/10.3390/molecules24020327.

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Infection from multidrug resistant bacteria has become a growing health concern worldwide, increasing the need for developing new antibacterial agents. Among the strategies that have been studied, biofilm inhibitors have acquired relevance as a potential source of drugs that could act as a complement for current and new antibacterial therapies. Based on the structure of 2-alkyl-3-hydroxy-4-quinolone and N-acylhomoserine lactone, molecules that act as mediators of quorum sensing and biofilm formation in Pseudomonas aeruginosa, we designed, prepared, and evaluated the biofilm inhibition properties of long chain amide derivatives of 2-amino-4-quinolone in Staphylococcus aureus and P. aeruginosa. All compounds had higher biofilm inhibition activity in P. aeruginosa than in S. aureus. Particularly, compounds with an alkyl chain of 12 carbons exhibited the highest inhibition of biofilm formation. Docking scores and molecular dynamics simulations of the complexes of the tested compounds within the active sites of proteins related to quorum sensing had good correlation with the experimental results, suggesting the diminution of biofilm formation induced by these compounds could be related to the inhibition of these proteins.
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16

CULBERTSON, T. P. "ChemInform Abstract: Synthesis of 4H-1,4-Benzothiazine 1-Oxide and 1,1-Dioxide. Analogs of Quinolone Antibacterial Agents." ChemInform 23, no. 11 (August 22, 2010): no. http://dx.doi.org/10.1002/chin.199211197.

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17

CULBERTSON, T. P., J. P. SANCHEZ, L. GAMBINO, and J. A. SESNIE. "ChemInform Abstract: Quinolone Antibacterial Agents Substituted at the 7-Position with Spiroamines. Synthesis and Structure-Activity Relationships." ChemInform 22, no. 5 (August 23, 2010): no. http://dx.doi.org/10.1002/chin.199105217.

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18

Michael, Joseph P., Charles B. de Koning, Gladys D. Hosken, and Trevor V. Stanbury. "ChemInform Abstract: Reformatsky Reactions with N-Arylpyrrolidine-2-thiones: Synthesis of Tricyclic Analogues of Quinolone Antibacterial Agents." ChemInform 33, no. 12 (May 22, 2010): no. http://dx.doi.org/10.1002/chin.200212180.

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19

MICHAEL, J. P., C. B. DE KONING, and T. V. STANBURY. "ChemInform Abstract: A Versatile Synthesis of Tricyclic Analogues of Quinolone Antibacterial Agents: Use of a Novel Reformatsky Reaction." ChemInform 28, no. 16 (August 4, 2010): no. http://dx.doi.org/10.1002/chin.199716180.

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20

Laborde, Edgardo, John S. Kiely, Lawrence E. Lesheski, and Mel C. Schroeder. "Novel 7-substituted quinolone antibacterial agents. Synthesis of 7-alkenyl, cycloalkenyl, and 1,2,3,6-tetrahydro-4-pyridinyl-1,8-naphthyridines." Journal of Heterocyclic Chemistry 28, no. 1 (January 1991): 191–98. http://dx.doi.org/10.1002/jhet.5570280133.

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21

Bouyssou, Pascal, Corinne Le Goff, and Jacques Chenault. "Synthesis of 7- and 5,7-substituted-6-fluoro-2-methyl-1,2,3,4-tetrahydroquinolines: Convenient precursors of quinolone antibacterial agents." Journal of Heterocyclic Chemistry 29, no. 4 (July 1992): 895–98. http://dx.doi.org/10.1002/jhet.5570290436.

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22

Xu, Kehan, Shaosheng He, Shichao Chen, Guoliang Qiu, Jingbo Shi, Xinhua Liu, Xiaoyu Wu, Jing Zhang, and Wenjian Tang. "Free radical rearrangement synthesis and microbiological evaluation of novel 2-sulfoether-4-quinolone scaffolds as potential antibacterial agents." European Journal of Medicinal Chemistry 154 (June 2018): 144–54. http://dx.doi.org/10.1016/j.ejmech.2018.05.021.

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23

Marc, Araniciu, Oniga, Vlase, Pîrnău, Nadăș, Novac, et al. "Design, Synthesis and Biological Evaluation of New Piperazin-4-yl-(acetyl-thiazolidine-2,4-dione) Norfloxacin Analogues as Antimicrobial Agents." Molecules 24, no. 21 (October 31, 2019): 3959. http://dx.doi.org/10.3390/molecules24213959.

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In an effort to improve the antimicrobial activity of norfloxacin, a series of hybrid norfloxacin–thiazolidinedione molecules were synthesized and screened for their direct antimicrobial activity and their anti-biofilm properties. The new hybrids were intended to have a new binding mode to DNA gyrase, that will allow for a more potent antibacterial effect, and for activity against current quinolone-resistant bacterial strains. Moreover, the thiazolidinedione moiety aimed to include additional anti-pathogenicity by preventing biofilm formation. The resulting compounds showed promising direct activity against Gram-negative strains, and anti-biofilm activity against Gram-positive strains. Docking studies and ADMET were also used in order to explain the biological properties and revealed some potential advantages over the parent molecule norfloxacin.
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24

BOUYSSOU, P., C. LE GOFF, and J. CHENAULT. "ChemInform Abstract: Synthesis of 7- and 5,7-Substituted-6-fluoro-2-methyl-1,2,3,4- tetrahydroquinolines: Convenient Precursors of Quinolone Antibacterial Agents." ChemInform 23, no. 50 (September 1, 2010): no. http://dx.doi.org/10.1002/chin.199250194.

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25

LABORDE, E., J. S. KIELY, L. E. LESHESKI, and M. C. SCHROEDER. "ChemInform Abstract: Novel 7-Substituted Quinolone Antibacterial Agents. Synthesis of 7- Alkenyl, Cycloalkenyl, and 1,2,3,6-Tetrahydro-4-pyridinyl-1,8- naphthyridines." ChemInform 22, no. 29 (August 23, 2010): no. http://dx.doi.org/10.1002/chin.199129189.

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26

Hagen, Susan E., John M. Domagala, Carl L. Heifetz, Joseph P. Sanchez, and Marjorie Solomon. "New quinolone antibacterial agents. Synthesis and biological activity of 7-(3,3- or 3,4-disubstituted-1-pyrrolidinyl)quinoline-3-carboxylic acids." Journal of Medicinal Chemistry 33, no. 2 (February 1990): 849–54. http://dx.doi.org/10.1021/jm00164a060.

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27

Sanchez, Joseph P., John M. Domagala, Susan E. Hagen, Carl L. Heifetz, Marland P. Hutt, Jeffry B. Nichols, and Ashok K. Trehan. "Quinolone antibacterial agents. Synthesis and structure-activity relationships of 8-substituted quinoline-3-carboxylic acids and 1,8-naphthyridine-3-carboxylic acids." Journal of Medicinal Chemistry 31, no. 5 (May 1988): 983–91. http://dx.doi.org/10.1021/jm00400a016.

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28

Drlica, K., and X. Zhao. "DNA gyrase, topoisomerase IV, and the 4-quinolones." Microbiology and Molecular Biology Reviews 61, no. 3 (September 1997): 377–92. http://dx.doi.org/10.1128/mmbr.61.3.377-392.1997.

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For many years, DNA gyrase was thought to be responsible both for unlinking replicated daughter chromosomes and for controlling negative superhelical tension in bacterial DNA. However, in 1990 a homolog of gyrase, topoisomerase IV, that had a potent decatenating activity was discovered. It is now clear that topoisomerase IV, rather than gyrase, is responsible for decatenation of interlinked chromosomes. Moreover, topoisomerase IV is a target of the 4-quinolones, antibacterial agents that had previously been thought to target only gyrase. The key event in quinolone action is reversible trapping of gyrase-DNA and topoisomerase IV-DNA complexes. Complex formation with gyrase is followed by a rapid, reversible inhibition of DNA synthesis, cessation of growth, and induction of the SOS response. At higher drug concentrations, cell death occurs as double-strand DNA breaks are released from trapped gyrase and/or topoisomerase IV complexes. Repair of quinolone-induced DNA damage occurs largely via recombination pathways. In many gram-negative bacteria, resistance to moderate levels of quinolone arises from mutation of the gyrase A protein and resistance to high levels of quinolone arises from mutation of a second gyrase and/or topoisomerase IV site. For some gram-positive bacteria, the situation is reversed: primary resistance occurs through changes in topoisomerase IV while gyrase changes give additional resistance. Gyrase is also trapped on DNA by lethal gene products of certain large, low-copy-number plasmids. Thus, quinolone-topoisomerase biology is providing a model for understanding aspects of host-parasite interactions and providing ways to investigate manipulation of the bacterial chromosome by topoisomerases.
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29

Miyamoto, Teruyuki, Junichi Matsumoto, Katsumi Chiba, Hiroshi Egawa, Kohichiro Shibamori, Akira Minamida, Yoshiro Nishimura, Hidetsugu Okada, and Masahiro Kataoka. "Pyridonecarboxylic acids as antibacterial agents. Part 14. Synthesis and structure-activity relationships of 5-substituted 6,8-difluoroquinolones, including sparfloxacin, a new quinolone antibacterial agent with improved potency." Journal of Medicinal Chemistry 33, no. 6 (June 1990): 1645–56. http://dx.doi.org/10.1021/jm00168a018.

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30

Xue, Wenjie, Xueyao Li, Guixing Ma, Hongmin Zhang, Ya Chen, Johannes Kirchmair, Jie Xia, and Song Wu. "N-thiadiazole-4-hydroxy-2-quinolone-3-carboxamides bearing heteroaromatic rings as novel antibacterial agents: Design, synthesis, biological evaluation and target identification." European Journal of Medicinal Chemistry 188 (February 2020): 112022. http://dx.doi.org/10.1016/j.ejmech.2019.112022.

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31

Mohamed, Heba A. E., and Hossa F. Al-Shareef. "Design, Synthesis, Anti-Proliferative Evaluation and Cell Cycle Analysis of Hybrid 2-Quinolones." Anti-Cancer Agents in Medicinal Chemistry 19, no. 9 (October 23, 2019): 1132–40. http://dx.doi.org/10.2174/1871520619666190319142934.

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Background: Quinolones are a significant group of nitrogen heterocyclic compounds that exist in therapeutic agents, alkaloids, and synthetic small molecules that have important biological activities. A wide range of quinolones have been used as antituberculosis, antibacterial, anti-malarial, antifungal, anticonvulsant, anticancer agents and urease inhibitors. Methods: Ethyl 3,3-disubstituted-2-cyano propionates containing hybride quinolones derivatives were synthesized by the reaction of 1-amino-7-hydroxy-4-methylquinolin-2(1H)-one and its dibromo derivative with α, β-unsaturated carbonyl in ethanol. Results: A novel series of hybrid 2-quinolone derivatives was designed and synthesized. The compounds structures were confirmed using different spectroscopic methods and elemental analysis. The cytotoxic activities of all the compounds were assessed against HepG2 cell line in comparison with doxorubicin as a standard drug. Conclusion: Most compounds revealed superior anti-proliferative activity than the standard. Compound 4b, is the most active compound (IC50 = 0.39mM) compared with doxorubicin (IC50 = 9.23mM). DNA flow cytometric analysis of compound 4b showed cell cycle arrest at G2/M phase with a concomitant increase of cells in apoptotic phase. Dual annexin-V/ propidium iodide staining assay of compound 4b revealed that the selected candidate increased the apoptosis of HepG-2 cells more than control.
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32

Husain, Asif, Munendra M. Varshney, Versha Parcha, Aftab Ahmad, and Shah A. Khan. "Nalidixic Acid Schiff Bases: Synthesis and Biological Evaluation." Letters in Drug Design & Discovery 15, no. 1 (January 3, 2018): 103–11. http://dx.doi.org/10.2174/1570180814666170710160751.

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Background: The prevalence of morbidity and mortality due to infections from parasitic worms and protozoa is on rise especially in third world countries. The situation is further worsened by drug resistant microbial pathogens. Objectives: The antimicrobial and anthelmintic activities associated with substituted furfuraldehyde and 1,8-naphthyridine nucleus of nalidixic acid prompted us to synthesize some new quinolone Schiff bases with an aim to obtain potent antibacterial and anthelmintic agents with improved safety and efficacy. Methods: A new series of 1,8 naphthyridine based Schiff bases were designed and synthesized by the reaction of Nalidixic acid methyl ester 1 with hydrazine hydrate in anhydrous condition which yielded 1-ethyl-1,4-dihydro-7-methyl-4-oxo-1,8-naphthyridine-3-carbohydrazide 2. The compound 2 was further treated with several furfural aldehydes to furnish the desired Schiff bases (3a-k). The in vitro antibacterial activity of Schiff bases was investigated against four Gram positive and four Gram negative bacterial strains. The newly prepared Schiff bases were also tested for their anthelmintic activity against Pheritima posthuma and Perionyx excavatus. Results: Chemical structures and identity of the prepared compounds were confirmed by their spectral data. Overall, Schiff bases (3a-k) showed good antimicrobial activity and interestingly five compounds exhibited more potent inhibitory effect than the standard drug Ampicillin against S. aureus, B. cereus, E. faecalis, S. epidermidis, E. coli, S. typhi and S. dysenteriae. Schiff bases also exhibited significant anthelmintic activity as indicated by their mean paralyses time (min) of 7.07-16.49, and 11.23- 20.46 min against Perionyx excavatus and Pheritima posthuma in comparison to the 8.23 and 12.58 min shown by standard drug- Albendazole. Conclusion: It could be proposed that substitution of aromatic ring at C-5 of furfuryl heterocyclic ring in the Schiff bases produce compounds with promising antibacterial and anthelmintic actions.
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33

Hernández-López, Hiram, Griselda Sánchez-Miranda, Jorge Gustavo Araujo-Huitrado, Angelica Judith Granados-López, Jesús Adrián López, Socorro Leyva-Ramos, and Luis Chacón-García. "Synthesis of Hybrid Fluoroquinolone-Boron Complexes and Their Evaluation in Cervical Cancer Cell Lines." Journal of Chemistry 2019 (January 20, 2019): 1–6. http://dx.doi.org/10.1155/2019/5608652.

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Quinolones are a family of antimicrobial agents that have been used in antibacterial and anticancer chemotherapy. Fluoroquinolone targets DNA gyrase and topoisomerase IV enzymes affecting several cellular processes, like cell death and proliferation; the best way to act is in the form of carboxylic acid or, recently, as quinolone-metal complex. In this work, the use of boron is shown as an alternative of metal to form a complex by incorporating to fluoroquinolone as an electron withdrawing substituent to activate the C-7 position chemoselectively for the production of new fluoroquinolone hybrids and test their effects on cell proliferation. Fluoroquinolone-boron complexes were synthesized according to the Gould–Jacobs cyclization method, and five hybrid fluoroquinolone-boron compounds were obtained by SNAr reaction, yielding 31 to 46%, at 80°C, and in 10 to 25 hours of reaction. The effect of the five fluoroquinolone-boron hybrids was evaluated in cervical cancer cell lines by cell proliferation assay. 7-hydantoin-fluoroquinolone-boron and 7-dihydropyridine-fluoroquinolone-boron complexes showed the strongest effect according to dose-response assay, respectively. The fluoroquinolone-boron hybrid complex showed proliferation inhibition in SiHa and CasKi cells, opening the possibility to use them as potential agents for the treatment of cancer.
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34

Culbertson, Townley P., John M. Domagala, Phred Peterson, Shannon Bongers, and Jeffrey B. Nichols. "New 7-substituted quinolone antibacterial agents. The synthesis of 1-ethyl-1,4-dihydro-4-oxo-7-(2-thiazolyl and 4-thiazolyl)-3-quinolinecarboxylic acids." Journal of Heterocyclic Chemistry 24, no. 6 (November 1987): 1509–20. http://dx.doi.org/10.1002/jhet.5570240604.

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Sanchez, Joseph P., John M. Domagala, Carl L. Heifetz, Stephen R. Priebe, Josephine A. Sesnie, and Ashok K. Trehan. "Quinolone antibacterial agents. Synthesis and structure-activity relationships of a series of amino acid prodrugs of racemic and chiral 7-(3-amino-1-pyrrolidinyl)quinolones. Highly soluble quinolone prodrugs with in vivo pseudomonas activity." Journal of Medicinal Chemistry 35, no. 10 (May 1992): 1764–73. http://dx.doi.org/10.1021/jm00088a011.

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36

TODO, Yozo, Hiroyasu TAKAG, Fumihiko IINO, Yoshikazu FUKUOKA, Yasushi IKEDA, Keiichi TANAKA, Isamu SAIKAWA, and Hirokazu NARITA. "Pyridonecarboxylic Acids as Antibacterial Agents. VI. Synthesis and Structure-Activity Relationship of 7-(Alkyl, Cycloalkyl, and Vinyl)-1-cyclopropyl-6-fluoro-4-quinolone-3-carboxylic Acids." CHEMICAL & PHARMACEUTICAL BULLETIN 42, no. 10 (1994): 2049–54. http://dx.doi.org/10.1248/cpb.42.2049.

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Kimura, Youichi, Shohgo Atarashi, Katsuhiro Kawakami, Kenichi Sato, and Isao Hayakawa. "(Fluorocyclopropyl)quinolones. 2. Synthesis and Stereochemical Structure-Activity Relationships of Chiral 7-(7-Amino-5-azaspiro[2.4]heptan-5-yl)-1-(2-fluorocyclopropyl)quinolone Antibacterial Agents." Journal of Medicinal Chemistry 37, no. 20 (September 1994): 3344–52. http://dx.doi.org/10.1021/jm00046a019.

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38

Stojanov, I., M. Kapetanov, J. Prodanov-Radulovic, I. Pusic, J. Petrovic, and M. Balos-Zivkov. "The resistency of Salmonella serovar. enteritidis/infantins isolated in poultry against nalidixic acid." Biotehnologija u stocarstvu 27, no. 3 (2011): 751–58. http://dx.doi.org/10.2298/bah1103751s.

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Modern livestock production method involves the use of antimicrobial agents as an effective way to fight against various infections. The effectiveness of drugs depends on their proper and controlled use. A particular problem is bacteria, such as Salmonella, which are important for human and veterinary medicine. The mechanism of resistance developed in bacteria depends on the activity of antibacterial preparations. Target molecules for the group chinolone antibiotics are enzymes involved in DNA replication of cells. Quinolone bactericidal activity disrupts the function of bacterial gyrase thereby blocking DNA synthesis and causes cell death. Nalidixic acid is a prototype of quinolone, and along with several other compounds, forms the group of first and second generation of this type of antimicrobial agents. The subject of our work is to monitor the sensitivity of Salmonella enteritidis and Salmonella infantis to nalidixic acid as a method of indicating the presence of bacterial resistance to quinolones. The aim is to determine whether the resistance to mentioned nalidixic acid in Salmonella serovarety is present, are there differences in resistance between them and what the possible cause of these differences are. The examination was carried out on strains isolated from poultry samples. The most presented strans in both examined years were S. enteritidis and S. infantis (more than 90%). Monitoring the sensitivity of these serotypes toward nalidixic acid it was found that in 2009 S. enteritidis showed sensitivity with 88.46% and in 2010 year 81.25%. S. infantis strains showed quite a different sensitivity, i.e. the resistance to nalidixic acid. The presence of 75% resistant strains in 2009 and 68.18% resistant strains in 2010 were determined.The difference of sensitivity of isolated serovariety indicate the need to use molecular methods and try to detect not only the mechanisms of resistance but also epizootiological, epidemiological and perhaps reasons, but also the origin and circulation of strains, and determine phenotype characteristics.
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SANCHEZ, J. P., J. M. DOMAGALA, C. L. HEIFETZ, S. R. PRIEBE, J. A. SESNIE, and A. K. TREHAN. "ChemInform Abstract: Quinolone Antibacterial Agents. Synthesis and Structure-Activity Relationships of a Series of Amino Acid Prodrugs of Racemic and Chiral 7-(3-Amino-1-pyrrolidinyl)quinolones. Highly Soluble Quinolone Prodrugs with in vivo Pseudomonas A." ChemInform 24, no. 1 (August 21, 2010): no. http://dx.doi.org/10.1002/chin.199301199.

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Egawa, Hiroshi, Masahiro Kataoka, Koh-Ichiro Shibamori, Teruyuki Miyamoto, Junji Nakano, and Jun-Ichi Matsumoto. "A new synthetic route to 7-halo-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid, an intermediate for the synthesis of quinolone antibacterial agents." Journal of Heterocyclic Chemistry 24, no. 1 (January 1987): 181–85. http://dx.doi.org/10.1002/jhet.5570240134.

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41

TODO, Y., H. TAKAGI, F. IINO, Y. FUKUOKA, Y. IKEDA, K. TANAKA, I. SAIKAWA, and H. NARITA. "ChemInform Abstract: Pyridonecarboxylic Acids as Antibacterial Agents. Part 6. Synthesis and Structure-Activity Relationship of 7-(Alkyl, Cycloalkyl, and Vinyl) -1-cyclopropyl-6-fluoro-4-quinolone-3-carboxylic Acids." ChemInform 26, no. 23 (August 17, 2010): no. http://dx.doi.org/10.1002/chin.199523140.

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42

Hanh Nguyen, Vu Thi, Chu Ky Son, and Phi Quyet Tien. "Classification and characterization of endophytic actinomycetes isolated from cinnamomum cassia presl." Vietnam Journal of Biotechnology 16, no. 1 (December 17, 2018): 149–55. http://dx.doi.org/10.15625/1811-4989/16/1/13459.

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Currently, antibiotic resistance in pathogenic bacteria is a significant clinical problem with the increase of deseases and a serious public health concern. Thus, the identification of new antimicrobial agents, especially the secondary metabolites products by endophytic actinobacteria from medical plants could be promising sources of biologically active compounds in medical fields. This study focused on identification and evaluation of antimicrobial activity against pathogens; genes involved in their secondary metabolisms, and screening of anthracycline producing capacity (mainly presented in anti-cancer antibiotics) of YBQ75 isolated from Cinnamomum cassia Presl. plants in Yen Bai province. Based on manual of bacterial classification, method in International Streptomyces Project (ISP) and the 16S rRNA gene sequence (GenBank Acc. No. KR814822), the endophytic actinomycetes YBQ75 was named Streptomyces cavourensis YBQ75 with 100% identity. The strain S. cavourensis YBQ75 showed the remarkable antibacterial activities against 5 tested pathogens (Salmonella enterica ATCC 14028 (22.0 mm); Pseudomonas aeruginosa CNLM (19.3 mm); Staphylococcus epidermidis ATCC 12228 (19.3 mm); Enterobacter aerogenes ATCC 13048 (17.7 mm) and Proteus vulgaris CNLM (16.3 mm)) in the total of 9 tested pathogens. The detection of genes involved in antibiotic synthesis indicated that the strain S. cavourensis YBQ75 consists of all three genes related to antibiotic synthesis including polyketide synthase (pks-I) type I, polyketide synthase type II (pks-II) and nonribosomal peptide synthetase (nrps). Premarilly result showed that the strain S. cavourensis YBQ75 also present as an anthracycline productive actinomycetes. The resutls demonstrated that the endophytic actinomycetes S. cavourensis YBQ75 from medical plants could be promising sources for the production of antibiotics and anthracycline anticancer compounds.
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TODO, Yozo, Jun NITTA, Mikako MIYAJIMA, Yoshikazu FUKUOKA, Yasushi IKEDA, Yoshiko YAMASHIRO, Isamu SAIKAWA, and Hirokazu NARITA. "Pyridonecarboxylic Acids as Antibacterial Agents. VII. Synthesis and Structure-Activity Relationship of Amino- and Hydroxyl-Substituted 7-Cycloalkyl and 7-Vinyl Derivatives of l-Cyclopropyl-6-fluoro-4- quinolone-3-carboxylic Acid." CHEMICAL & PHARMACEUTICAL BULLETIN 42, no. 10 (1994): 2055–62. http://dx.doi.org/10.1248/cpb.42.2055.

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44

TODO, Y., J. NITTA, M. MIYAJIMA, Y. FUKUOKA, Y. IKEDA, Y. YAMASHIRO, I. SAIKAWA, and H. NARITA. "ChemInform Abstract: Pyridonecarboxylic Acids as Antibacterial Agents. Part 7. Synthesis and Structure-Activity Relationship of Amino- and Hydroxyl-Substituted 7-Cycloalkyl and 7-Vinyl Derivatives of 1-Cyclopropyl-6-fluoro-4- quinolone-3-carboxylic Acid." ChemInform 26, no. 23 (August 17, 2010): no. http://dx.doi.org/10.1002/chin.199523141.

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Remuzon, Philippe, Daniel Bouzard, Chantal Guiol, and Jean Pierre Jacquet. "Fluoronaphthyridines as antibacterial agents. 6. Synthesis and structure-activity relationships of new chiral 7-(1-, 3-, 4-, and 6-methyl-2,5-diazabicyclo[2.2.1]heptan-2-yl)naphthyridine analogs of 7-[(1R,4R)-2,5-diazabicyclo[2.2.1]heptan-2-yl]-1-(1,1-dimethylethyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid. Influence of the configuration on blood pressure in dogs. A quinolone-class effect." Journal of Medicinal Chemistry 35, no. 15 (July 1992): 2898–909. http://dx.doi.org/10.1021/jm00093a024.

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46

Magri, Vittorio, Matteo Boltri, Tommaso Cai, Roberto Colombo, Salvatore Cuzzocrea, Pieter De Visschere, Rosanna Giuberti, et al. "Multidisciplinary approach to prostatitis." Archivio Italiano di Urologia e Andrologia 90, no. 4 (January 18, 2019): 227–48. http://dx.doi.org/10.4081/aiua.2018.4.227.

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The modern clinical research on prostatitis started with the work of Stamey and coworkers who developed the basic principles we are still using. They established the segmented culture technique for localizing the infections in the males to the urethra, the bladder, or the prostate and to differentiate the main categories of prostatitis. Such categories with slight modifications are still used according to the NIH classification: acute bacterial prostatitis, chronic bacterial prostatitis, Chronic Pelvic Pain Syndrome (CPPS) and asymptomatic prostatitis. Prostatic inflammation is considered an important factor in influencing both prostatic growth and progression of symptoms of benign prostatic hyperplasia and prostatitis. Chronic inflammation/neuroinflammation is a result of a deregulated acute phase response of the innate immune system affecting surrounding neural tissue at molecular, structural and functional levels. Clinical observations suggest that chronic inflammation correlates with chronic prostatitis/chronic pelvic pain syndrome (CP/CPPS) and benign prostatic hyperplasia (BPH) and an history of clinical chronic prostatitis significantly increases the odds for prostate cancer. The NIHNIDDK classification based on the use of the microbiological 4- glasses localization test or simplified 2-glasses test, is currently accepted worldwide. The UPOINT system identifies groups of clinicians with homogeneous clinical presentation and is used to recognize phenotypes to be submitted to specific treatments. The UPOINTS algorithm implemented the original UPOINT adding to the urinary domains (U), psycho-social (P), organspecific (O), infection (I), neurological (N), muscle tension and tenderness (T) a further domain related to sexuality (S). In fact sexual dysfunction (erectile, ejaculatory, libido loss) has been described in 46-92% of cases with a high impact on the quality of life of patients with CP/CPPS. Prostatic ultrasound represents the most popular imaging test in the work-up of either acute and chronic prostatitis although no specific hypo-hyperechoic pattern has been clearly associated with chronic bacterial prostatitis and CPPS. Use of a digital-processing software to calculate the extension of prostatic calcification area at ultrasound demonstrated a higher percentage of prostatic calcification in patients with chronic bacterial prostatitis. Multiparametric Magnetic Resonance Imaging (mpMRI) is the current state-of-the art imaging modality in the assessment of patients with prostate cancer although a variety of benign conditions, including inflammation, may mimic prostate cancer and act as confounding factors in the discrimination between neoplastic and non-neoplastic lesions. Bacteria can infect prostate gland by: ascending the urethra, reflux of urine into the prostatic ducts, direct inoculation of bacteria through inserted biopsy needles or hematogenous seeding. Enterobacteriaceae are the predominant pathogens in acute and chronic bacterial prostatitis, but an increasing role of Enterococci has been reported. Many strains of these uropathogens exhibit the ability to form biofilm and multidrug- resistance. Sexually Transmitted Infections (STI) agents, in particular Chlamydia trachomatis and Mycoplasma genitalium, have been also considered as causative pathogens of chronic bacterial prostatitis. On the contrary the effective role in genital diseases of other "genital mycoplasmas" is still a much debated issue. Sexually Transmitted Infections agents should be investigated by molecular methods in both patient and sexual partner. “Next generation” investigations, such as cytokine analysis, cytological typing of immune cells could help stratifying the immune response. Epigenetic dysregulation of inflammatory factors should be investigated according to systemic and compartment-specific signals. The search for biomarkers should also include evaluation of hormonal pathways, as measurement of estrogen levels in semen. Antimicrobials are the first line agents for the treatment of bacterial prostatitis. The success of antimicrobial treatment depends on the antibacterial activity and the pharmacokinetic characteristics of the drug which must reach high concentrations in prostate secretion and prostate tissue. Acute bacterial prostatitis can be a serious infection with a potential risk for urosepsis For iInitial treatment of severely ill patients, intravenous administration of high doses of bactericidal antimicrobials, such as broad-spectrum penicillins, third-generation cephalosporins or fluoroquinolones, is recommended in combination with an aminoglycoside. Use of piperacillin-tazobactam and meropenem is justified in presence of multiresistant gramnegative pathogens. The antibiotic treatment of chronic prostatitis is currently based on the use of fluoroquinolones that, given for 2 to 4 weeks, cured about 70% of men with chronic bacterial prostatitis. For the treatment of Chlamydial prostatitis macrolides were shown to be more effective than fluoroquinolones, whereas no differences were observed in microbiological and clinical efficacy between macrolides and tetracyclines for the treatment of infections caused by intracellular pathogens. Aminoglycosides and fosfomycin could be considered as a therapeutic alternative for the treatment of quinolone resistant prostatitis. Use of alpha-blockers in CP/CPPS patients with urinary symptoms and analgesics +/- non steroidal anti-inflammatory drugs (NSAID), in presence of pain demonstrated a reduction of symptoms reduction and an improvement of quality of life, although long term use of NSAID is limited by side effect profile. However, the multimodal therapeutic regimen by contemporary use of alphablockers, antibiotics and anti-inflammatory showed a better control of prostatitis symptoms than single drug treatment. Novel therapeutic substances for the treatment of pain, such as the cannabinoid anandamide would be highly interesting to test. An alternative for the treatment of chronic prostatitis/chronic pelvic pain syndrome is phytotherapy, as primary therapy or in association with other drugs. Quercetin, pollen extract, extract of Serenoa repens and other mixtures of herbal extracts showed a positive effect on symptoms and quality of life without side effects. The association of CP/CPPS with alterations of intestinal function has been described. Diet has its effects on inflammation by regulation of the composition of intestinal flora and direct action on the intestinal cells (sterile inflammation). Intestinal bacteria (microbiota) interacts with food influencing the metabolic, immune and inflammatory response of the organism. The intestinal microbiota has protective function against pathogenic bacteria, metabolic function by synthesis of vitamins, decomposition of bile acids and production of trophic factors (butyrate), and modulation of the intestinal immune system. The alteration of the microbiota is called “dysbiosis” causing invasive intestinal diseases pathologies (leaky gut syndrome and food intolerances, irritable bowel syndrome or chronic inflammatory bowel diseases) and correlating with numerous systemic diseases including acute and chronic prostatitis. Administration of live probiotics bacteria can be used to regulate the balance if intestinal flora. Sessions of hydrocolontherapy can represent an integration to this therapeutic approach. Finally, microbiological examination of sexual partners can offer supplementary information for treatment.
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47

Moussaoui, Oussama, Said Chakroune, Youssef Kandri Rodi, and El Mestafa El Hadrami. "2-quinolone-based derivatives as antibacterial agents: A review." Mini-Reviews in Organic Chemistry 18 (June 2, 2021). http://dx.doi.org/10.2174/1570193x18666210602162255.

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: The chemistry of 2-quinolones derivatives has received more attention in the field of both organic chemistry and medicinal chemistry. As several advances in the application of this important family of compounds seem too significant utility. In recent years, a variety of new, effective, and novel synthetic approaches (including green chemistry, catalyzed and microwave-assisted synthesis) have been discovered and developed for the designer of various 2-quinolone-based scaffolds, representing an area of increased interest to universities and industry, as well as, to explore their antibacterial activities and reduced toxicity than the existing ones. This review summarizes the results of the literature on the synthesis strategies of 2-quinolones derivatives and their reactivity, as well as their antibacterial evaluations against different bacteria strains.
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48

CHU, D. T. W., P. B. FERNANDES, and A. G. PERNET. "ChemInform Abstract: Synthesis and Biological Activity of Benzothiazolo(3,2-a)quinolone Antibacterial Agents." ChemInform 18, no. 3 (January 20, 1987). http://dx.doi.org/10.1002/chin.198703207.

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K, Sudeesh, and Gururaja R. "Facile Synthesis of Some Novel Derivatives of 1,3,4,-Oxadiazole Derivatives Associated with Quinolone Moiety as Cytotoxic and Antibacterial Agents." Organic Chemistry: Current Research 06, no. 02 (2017). http://dx.doi.org/10.4172/2161-0401.1000183.

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NARITA, H., Y. KONISHI, J. NITTA, H. NAGAKI, Y. KOBAYASHI, Y. WATANABE, S. MINAMI, et al. "ChemInform Abstract: Pyridonecarboxylic Acids as Antibacterial Agents. Part 4. Synthesis and Structure-Activity Relationship of 7-Amino-1-aryl-6-fluoro-4-quinolone- 3-carboxylic Acids. Pyridonecarboxylic Acids as Antibacterial Agents. Part 5. Synthesis an." ChemInform 18, no. 16 (April 21, 1987). http://dx.doi.org/10.1002/chin.198716226.

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