Synthesis and antimicrobial activity evaluation of new norfloxacine-azole hybrids

2018 ◽  
Vol 24 (6) ◽  
pp. 317-325 ◽  
Author(s):  
Serpil Demirci ◽  
Neslihan Demirbaş ◽  
Meltem Menteşe ◽  
SerapBaşoğlu Özdemir ◽  
Şengül A. Karaoğlu
Keyword(s):  
Antimicrobial Activity ◽  
Antibacterial Activity ◽  
Elemental Analysis ◽  
Antimicrobial Activities ◽  
One Pot ◽  
H Nmr ◽  
Microwave Assisted ◽  
Three Component Reaction ◽  
Amino Derivatives ◽  
C Nmr

Abstract Norfloxacin-azole hybrids 3 and 6a,b were synthesized starting from norfloxacin. The treatment of these compounds with amines as a one-pot three-component reaction produced the corresponding amino derivatives 4a,b, 7a–g and 8a,b in good yields. The conventional and microwave-assisted methods were used with the latter method being more efficient. The structures of the synthesized compounds were characterized by elemental analysis, IR, 1H NMR, 13C NMR and MS. All compounds were screened for their antimicrobial activities. Most of them exhibit excellent antibacterial activity but are not active against selected fungi.

scholarly journals Design and microwave-assisted synthesis of a novel Mannich base and conazole derivatives and their biological assessment

2021 ◽  
Vol 27 (1) ◽  
pp. 100-111
Author(s):  
Yıldız Uygun Cebeci ◽  
Şengül Alpay Karaoğlu
Keyword(s):  
Mannich Base ◽  
Antimicrobial Activities ◽  
Mannich Bases ◽  
Biological Assessment ◽  
Microwave Assisted Synthesis ◽  
One Pot ◽  
H Nmr ◽  
Microwave Assisted ◽  
New Compounds ◽  
C Nmr

Abstract 4-Amino-5-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one (1) was converted to the corresponding Schiff base (2) by treatment with salicylaldehyde. 1,2,4-Triazoles were then converted to the corresponding Mannich bases containing fluroquinolone core using a one-pot three-component procedure. Moreover, the synthesis of six compounds, which can be considered as conazole analogues, was performed starting from 1,2,4-triazole-3-one compounds via three steps by either conventional or microwave-mediated conditions. All the newly synthesized compounds were screened for their antimicrobial activities. Most exhibited good to moderate antibacterial and/or antifungal activity. The structural assignments of the new compounds were based on elemental analysis and spectral (IR, 1H NMR, 13C NMR, and LC-MS) data.

scholarly journals SYNTHESIS AND STRUCTURAL ELUCIDATION OF AMINO ACETYLENIC AND THIOCARBAMATES DERIVATIVES FOR 2-MERCAPTOBENZOTHIAZOLE AS ANTIMICROBIAL AGENTS

2017 ◽  
Vol 9 (2) ◽  
pp. 192
Author(s):  
Aseel Alsarahni ◽  
Zuhair Muhi Eldeen ◽  
Elham Al-kaissi ◽  
Ibrahim Al- Adham ◽  
Najah Al-muhtaseb
Keyword(s):  
Antimicrobial Activity ◽  
Elemental Analysis ◽  
Antimicrobial Agents ◽  
Diffusion Method ◽  
Benzothiazole Derivatives ◽  
H Nmr ◽  
Ft Ir ◽  
Potential Antimicrobial Activity ◽  
C Nmr

<p><strong>Objective: </strong>To design and synthesize amino acetylenic and thiocarbonate of 2-mercapto-1,3-benthiazoles as potential antimicrobial agents.</p><p><strong>Methods: </strong>A new series of 2-{[4-(t-amino-1-yl) but-2-yn-1-yl] sulfanyl}-1,3-benzothiazole derivatives (AZ1-AZ6), and S-1,3-benzothiazol-2-yl-O-alkyl carbonothioate derivatives were synthesised, with the aim that the target compounds show new and potential antimicrobial activity. The elemental analysis was indicated by the EuroEA elemental analyzer, and biological characterization was via IR, <sup>1</sup>H-NMR, [13]C-NMR, DSC were determined with the aid of Bruker FT-IR and Varian 300 MHz spectrometer using DMSO-d<sub>6</sub> as a solvent.<em> </em><em>In vitro </em>antimicrobial activity, evaluation was done for the synthesised compounds, by agar diffusion method and broth dilution test. The minimum inhibitory concentration (MIC) and the minimum bactericidal concentration (MBC) were determined. <em></em></p><p><strong>Results: </strong>The IR, <sup>1</sup>H-NMR, <sup>13</sup>C-NMR, DSC and elemental analysis were consistent with the assigned structures. Compound of 2-{[4-(4-methylpiperazin-1-yl)but-2-yn-1-yl] sulfanyl}-1,3-benzothiazole (AZ1), 2-{[4-(2-methylpiperidin-1-yl)but-2-yn-1-yl]sulfanyl}-1,3-benzothiazole (AZ2), 2-{[4-(piperidin-1-yl) but-2-yn-1-yl]sulfanyl}-1, 3-benzothiazole (AZ6), S-1,3-benzothiazol-2-yl-O-ethyl carbonothioate (AZ7), and S-1,3-benzothiazol-2-yl-O-(2-methylpropyl) carbonothioate (AZ9) showed the highest antimicrobial activity against <em>Pseudomonas aeruginosa </em>(<em>P. aeruginosa</em>), AZ-9 demonstrated the highest antifungal activity against <em>Candida albicans </em>(<em>C. albicans</em>), with MIC of 31.25 µg/ml.</p><p><strong>Conclusion: </strong>These promising results promoted our interest to investigate other structural analogues for their antimicrobial activity further.</p>

scholarly journals Microwave-Assisted Hydrogenation of Codeine in Aqueous Media

2012 ◽  
Vol 2012 ◽  
pp. 1-4 ◽  
Author(s):  
F. Taktak ◽  
I. Bulduk
Keyword(s):  
Aqueous Solution ◽  
Aqueous Media ◽  
One Pot ◽  
H Nmr ◽  
Microwave Assisted ◽  
Analysis Technique ◽  
Purity Analysis ◽  
Ft Ir ◽  
Elemental Analysis Technique ◽  
C Nmr

An efficient one-pot microwave-assisted hydrogenation of codeine was achieved in aqueous solution. This technique is simple, fast, environmentally friendly, and highly efficient. Structure of produced dihydrocodeine was approved by using FT-IR, 1H NMR, 13C NMR, EIMS, and elemental analysis technique. Its purity analysis was performed by using HPLC and assay analysis was performed by using potentiometric titration methods.

scholarly journals Synthesis and Antibacterial Activity of Some Derivatives of 2-Methylbenzimidazole Containing 1,3,4-Oxadiazole or 1,2,4-Triazole Heterocycle

2016 ◽  
Vol 2016 ◽  
pp. 1-6 ◽  
Author(s):  
Cong Nguyen Tien ◽  
Duc Tran Thi Cam ◽  
Ha Bui Manh ◽  
Dat Nguyen Dang
Keyword(s):  
Antimicrobial Activity ◽  
Antibacterial Activity ◽  
Spectral Data ◽  
H Nmr ◽  
Mold And Yeast ◽  
Derivatives Of ◽  
C Nmr

5-[(2-Methyl-1H-benzimidazol-1-yl)methyl]-1,3,4-oxadiazole-2-thiol or 5-[(2-methyl-1H-benzimidazol-1-yl)methyl]-4-(4-methylphenyl)-1,2,4-triazol-3-thiol which were prepared starting from 2-methylbenzimidazole in the reaction with appropriateN-aryl-2-chloroacetamides afforded two series ofN-aryl-2-{5-[(2-methyl-1H-benzimidazol-1-yl)methyl]-1,3,4-oxadiazol-2-yl}sulfanylacetamides andN-aryl-2-{5-[(2-methyl-1H-benzimidazol-1-yl)methyl]-4-(4-methylphenyl)-4H-1,2,4-triazol-3-ylthio}acetamides, respectively. The structures of the compounds were elucidated on the basis of IR, MS,1H-NMR, and13C-NMR spectral data. The compounds containing 1,3,4-oxadiazole or 1,2,4-triazole heterocycle also were tested for their antimicrobial activity against bacteria, mold, and yeast.

scholarly journals Synthesis and Biological Activity of Some Novel 4-(5-Mercapto-1,3,4-thiadiazol-2-yl)-2-phenyl-5-[2-phenylvinyl]-2,4-dihydro-3H-1,2,4-triazol-3-one

2010 ◽  
Vol 7 (2) ◽  
pp. 545-550
Author(s):  
Kumar Sanjeev S. Lamani ◽  
Oblennavar Kortesh
Keyword(s):  
Antibacterial Activity ◽  
Biological Activity ◽  
Antifungal Activity ◽  
Elemental Analysis ◽  
Mass Spectra ◽  
Antimicrobial Properties ◽  
H Nmr ◽  
Efficient Route ◽  
C Nmr

A novel and efficient route have been designed for the synthesis of 4-(5-mercapto-1,3,4-thiadiazol-2-yl)-2-phenyl-5-[2-phenylvinyl]-2,4-dihydro-3H-1,2,4-triazol-3-one. All the synthesized compound were characterized by elemental analysis, IR,1H NMR,13C NMR and mass spectra. All the synthesized products were evaluated for their antibacterial activity againstB. SubtilisandE.Coliand antifungal activity againstA. nigerandC.Albicanrespectively. The results indicate that the present compounds may serve as better fungicides when compared to bactericides. The synthesized compounds have turned to be wonder by possessing antimicrobial properties.

One-Pot Synthesis of Functionalised 4-Spiro-1,4-Dihydropyridines Via [1+2+1+2]-Cyclisation

2017 ◽  
Vol 41 (9) ◽  
pp. 513-516 ◽  
Author(s):  
Pan Zhou ◽  
Biao Hu ◽  
Lingling Lu ◽  
Rong Huang ◽  
Fuchao Yu
Keyword(s):  
Acetic Acid ◽  
Ammonium Acetate ◽  
Water Solution ◽  
Reaction Conditions ◽  
One Pot ◽  
Efficient Approach ◽  
H Nmr ◽  
Three Component Reaction ◽  
C Nmr ◽  
Operational Simplicity

A simple and efficient approach for the synthesis of 4-spiro-1,4-DHP derivatives has been developed, involving one-pot three-component reaction of isatins, N,N-dimethylenaminones with ammonium acetate in EtOH–water solution promoted by acetic acid. Compared with the previous [1+2+3]-cyclisation method, this [1+2+1+2]-cyclisation procedure has advantages as it is more environmentally friendly, has easier operational simplicity, and requires milder reaction conditions. Moreover, these novel compounds have been obtained in moderate to good yields and their structures have been confirmed by 1H NMR, 13C NMR and IR and HRMS spectroscopy.

Synthesis and antimicrobial activity of 3,4-dihydropyrimidin-2(1H)-one derivatives containing a hydrazone moiety

2018 ◽  
Vol 24 (2) ◽  
pp. 113-117 ◽  
Author(s):  
Hua-Nan Peng ◽  
Li-Min Ye ◽  
Ming Zhang ◽  
Yan-Chun Yang ◽  
Jie Zheng
Keyword(s):  
Escherichia Coli ◽  
Antimicrobial Activity ◽  
Aspergillus Niger ◽  
Antimicrobial Activities ◽  
Bacterial Strains ◽  
Fungal Strains ◽  
H Nmr ◽  
C Nmr

AbstractThe title compounds were synthesized and characterized by IR,1H NMR,13C NMR and HRMS data. Their antimicrobial activities against bacterial strainsEscherichia coliand fungal strainsAspergillus nigerwere evaluated.

scholarly journals Synthesis of Tert-Octylsalicylaldoxime and Its Application in Extraction of Cu(II)

2021 ◽  
Vol 9 ◽  
Author(s):  
Liqing Li ◽  
Luo Feng ◽  
Chunfa Liao ◽  
Fangxu Li ◽  
Liqin Yang
Keyword(s):  
Elemental Analysis ◽  
Extraction Ability ◽  
One Pot ◽  
H Nmr ◽  
Alkyl Groups ◽  
Ft Ir ◽  
Copper Nickel Alloy ◽  
The One ◽  
Yield And Purity ◽  
C Nmr

The alkyl salicylaldoxime has attracted more and more attention recently due to the complex branched alkyl groups. In this study, a novel alkyl salicylaldoxime, tert-octylsalicylaldoxime, was successfully synthesized by the one-pot method. The yield and purity by the elemental analysis were 96.17 and 94.13%, respectively. The structure was confirmed by elemental analysis, FT-IR, 1H NMR (Nuclear Magnetic Resonance), 13C NMR spectroscopy, and MS. Results showed that tert-octylsalicylaldoxime with a new structure exhibited excellent extraction ability and selectivity for Cu(II) and can be successfully used to recover Cu from copper-nickel alloy electroplating wastewater. Thus, this product has the potential to be used as a powerful copper extractant in the future.

scholarly journals Diazolium Salts with Dihydroxyacetophenone Skeleton with Anticipated Anticancer and Antibacterial Activity

2013 ◽  
Vol 21 (1) ◽  
pp. 9-18
Author(s):  
Dorina Mantu ◽  
Eliza Ene ◽  
Vasilichia Antocia ◽  
Ana Maria Zbanciocb
Keyword(s):  
Antimicrobial Activity ◽  
Antibacterial Activity ◽  
Spectral Analysis ◽  
Long Range ◽  
Alkylation Reaction ◽  
H Nmr ◽  
Feasible Study ◽  
C Nmr

Abstract We report herein a feasible study concerning design, syntheses and structure of some new diazolium salts with dihydroxyacetophenone skeleton of anticipated anticancer and antimicrobial activity. The syntheses of the desired imidazolium dihydroxyacetophenone salts occur smoothly, via an N-alkylation reaction, with good to excellent yields. The structure of the newly compounds were assigned without doubts by elemental and spectral analysis: IR, 1H NMR, 13C NMR, 2D-COSY, 2D-HETCOR (HMQC), long range 2D-HETCOR (HMBC).

Synthesis, Characterization and Antimicrobial Activity of a New Preservative, 6-O-Chitosan Ester of P-Hydroxybenzoic Acid

2011 ◽  
Vol 189-193 ◽  
pp. 1049-1055
Author(s):  
Xi Rong Zhao
Keyword(s):  
Antimicrobial Activity ◽  
Water Solubility ◽  
Antimicrobial Activities ◽  
Amic Acid ◽  
Amino Group ◽  
Gram Positive Bacteria ◽  
H Nmr ◽  
Escherchia Coli ◽  
Better Than ◽  
C Nmr

A new chitosan ester derivative, chitosan p-hydroxybenzoate is synthesized, which is expected to have antimicrobial activity similar to parabens. The amino group of chitosan reacts well with acyl chloride to prepare a N-amic acid-chitosan. The amino group of chitosan must be protected before synthesizing a 6-O-chitosan ester. Phthalic anhydride is selected to react with chitosan to form N-phthalimide chitosan whose free amino group is protected. By six steps chitosan p-hydroxybenzoate is synthesized. FTIR,1H NMR and13C NMR spectra show that the ester bond is formed between p-hydroxybenzonic acid and chitosan. Water solubility of the ester is slightly better than that of heptyl p-hydroxybenzoate, and its solubility in alcohol is greatly improved. Chitosan p-hydroxybenzoate showes broader spectrum antimicrobial activities. It has strong antimicrobial effects against Gram-negative, Gram-positive bacteria and yeasts. The MICs of chitosan p-hydroxybenzoate for Staphylococcus aureus and Escherchia coli are 0.01% and 0.025%, respectively.

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