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2.
Sci Rep ; 14(1): 10973, 2024 05 14.
Article in English | MEDLINE | ID: mdl-38744889

ABSTRACT

In this study, we synthesized new series of 5-oxo-2-phenyl-4-(arylsulfamoyl)sulphenyl) hydrazono)-4,5-dihydro-1H-pyrrole-3-carboxylate hybrids 4a-f with the goal of overcoming sulfonamide resistance and identifying novel therapeutic candidates by chemical changes. The chemical structures of the synthesized hybrids were established over the spectroscopic tools. The frontier molecular orbitals configuration and energetic possessions of the synthesized compounds were discovered utilizing DFT/B3LYP/6-311++ G** procedure. The 3D plots of both HOMO and LUMO showed comparable configuration of both HOMO and LUMO led to close values of their energies. Amongst the prepared analogues, the sulfonamide hybrids 4a-f, hybrid 4a presented potent inhibitory towards S. typhimurium with (IZD = 15 mm, MIC = 19.24 µg/mL) and significant inhibition with (IZD = 19 mm, MIC = 11.31 µg/mL) against E.coli in contrast to sulfonamide (Sulfamethoxazole) reference Whereas, hybrid 4d demonstrated potent inhibition with (IZD = 16 mm, MIC = 19.24 µg/mL) against S. typhimurium with enhanced inhibition against E. Coli, Additionally, the generated sulfonamide analogues'' molecular docking was estimated over (PDB: 3TZF and 6CLV) proteins. Analogue 4e had the highest documented binding score as soon as linked to the other analogues. The docking consequences were fitting and addressed with the antibacterial valuation.


Subject(s)
Anti-Bacterial Agents , Microbial Sensitivity Tests , Molecular Docking Simulation , Pyrroles , Sulfonamides , Sulfonamides/chemistry , Sulfonamides/pharmacology , Sulfonamides/chemical synthesis , Anti-Bacterial Agents/pharmacology , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/chemical synthesis , Pyrroles/chemistry , Pyrroles/pharmacology , Pyrroles/chemical synthesis , Salmonella typhimurium/drug effects , Escherichia coli/drug effects , Models, Molecular , Structure-Activity Relationship , Molecular Structure
3.
J Fluoresc ; 2024 May 09.
Article in English | MEDLINE | ID: mdl-38647963

ABSTRACT

Highly solid-state fluorescent dyes based on phenothiazine bearing sulfa-drug derivatives were successfully prepared and fully characterized by NMR, mass spectra, and elemental analysis. The prepared phenothiazine dyes bearing sulfadiazine and sulfathiazole 4-(((10-hexyl-10 H-phenothiazin-3-yl)methylene)amino)-N-(pyrimidin-2yl) benzenesulfonamide (PTZ-1) and 4-(((10-hexyl-10 H-phenothiazin-3-yl) methylene) amino)-N-(thiazol-2-yl)benzenesulfonamide (PTZ-2), showed strong emission in polycrystalline form, and significant emission in solution was observed. The quantum yield of the prepared dyes varied and decreased by increasing the solvent polarity, with the maximum recorded value being 0.63 and 0.6 in dioxane. Aggregation-induced emission (AIE) and the effect of the solvent polarity on absorption and emission spectra were investigated. The dyeing application of polyester fabrics using the prepared phenothiazine-based dyes was studied, showing very good affinity to dyed fabrics. The antibacterial affinity against gram-positive and gram-negative bacteria for the dye powder as well as the dyed PET fabric was investigated, with PTZ-2 showing better affinity against bacteria compared to PTZ-1. This multifunctional property highlights the potential uses of PTZ-1 and PTZ-2 for advanced applications in biomedicine and optoelectronics.

4.
Sci Rep ; 12(1): 22339, 2022 12 26.
Article in English | MEDLINE | ID: mdl-36572694

ABSTRACT

The textile-wet process enormously consumes a large volume of water and chemicals, and thus awareness of cleaner production has been growing to protect the environment from the industrial effluents. In this context, reactive dyeing of cellulosic materials such as cotton fabrics is a major sector of textile coloration that necessitates the use of a large amount of sodium sulfate or sodium chloride and alkali to exhaust and fix the dye molecules with cellulosic macromolecules, respectively. However, the remaining salt and alkali in the effluent badly affect the environment. For this purpose, the use of trisodium nitrilotriacetate (TNA) in reactive dyeing of cotton fabrics was hypothesized to have a double benefit, one as an exhausting agent (organic salt) and the second as a fixing agent (organic base). Thus, the exhaust dyeing characteristics of cotton fabrics using C.I. Reactive Yellow 145 (RY145) was optimized under different conditions of TNA concentration, alkali concentration, temperature, and dyeing time. The color strength and the primary and secondary exhaustion values were also investigated with an eye on those values obtained using the conventional dyeing method. The characterization of effluent samples with RY 145 taken after dyeing using TNA compared with conventional dyeing indicated an efficient reduction of COD, BOD, and TDS values by 99, 97, and 97%, respectively. The new dyeing method was implemented using C.I. Reactive Black 5 (RB5), C.I. Reactive Blue 160 (RB160), and C.I. Reactive Red 24 (RR24) to reveal good dyeability and fastness properties comparable with those obtained using the conventional method. The overall results obtained suggest the suitability of TNA as an environmentally friendly agent suitable as an exhausting and fixing agent of cellulosic fabrics.


Subject(s)
Coloring Agents , Sodium Chloride , Coloring Agents/chemistry , Textiles , Temperature , Sodium Chloride, Dietary
5.
J Fluoresc ; 30(3): 601-612, 2020 May.
Article in English | MEDLINE | ID: mdl-32285236

ABSTRACT

A new turn on fluorescence probe based on 3',6'-dihydroxy-6-methyl-2-((pyridin-2-ylmethylene)amino)-4-(p-tolyl)spiro[benzo[f]isoindole-1,9'-xanthen]-3(2H)-one (BFFPH) derived from benzo[f]fluorescein was prepared. Full characterization of the prepared probe using spectroscopic analysis was described such as IR, NMR and MS spectra. The sensitivity of BFFPH for monitoring of pH change in alkaline medium was studied. BFFPH exhibited a high sensitivity to alkaline pH by two pKa values at 8.82 and 10.66 in UV/vis spectroscopy titration. The pH monitoring was studied in broad range of pH values (2.5-12.2) at two pKa values at 8.72 and 10.73 by recording the effect of pH on the fluorescence intensity of BFFPH. The acid-base reversibility character of the probe was investigated as well as the effect of the pH change on the fluorescence quantum yield. The application of the prepared BFFPH probe for detection of living Escherichia coli (E. coli) bacteria using confocal fluorescence microscope was investigated.


Subject(s)
Biosensing Techniques , Colorimetry , Escherichia coli/isolation & purification , Fluorescent Dyes/chemistry , Optical Imaging , Xanthenes/chemistry , Fluorescent Dyes/chemical synthesis , Hydrogen-Ion Concentration , Molecular Structure , Xanthenes/chemical synthesis
6.
Heliyon ; 5(8): e02358, 2019 Aug.
Article in English | MEDLINE | ID: mdl-31485538

ABSTRACT

A new series of solid state fluorescent disperse dyes based on hybrid structure of pyrrolinone ester (PES)/coumarin moiety was prepared and fully characterized using spectroscopic analysis such as 1HNMR, MS and IR spectra. The coumarin derivative (7- amino-4- methyl coumarin) was initially prepared from amino phenol via multi steps condensation reactions and its diazonium salt coupled with the pyrrolinone ester to form the hydrazone dyes. 1HNMR data of the prepared dyes exhibited a pure hydrazone form as a mixture of E, Z isomers. These dyes showing a significant emission in solid state as well as on the dyed fabric. The dyeing application on polyester fabrics was investigated which showing that these dyes show high affinity to polyester fabric, and minor change in the dye affinity by changing pH even under alkaline conditions was observed.

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