Antimicrobial sulphonamide azo dyes

Gaffer, Hatem E.

doi:10.1111/cote.12437

Cited by 37 publications

(19 citation statements)

References 88 publications

(174 reference statements)

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“…These findings are in accordance with our previous results [ 11 , 24 , 25 , 50 ], where OSe compounds used preexisting ROS and expedited their reactions with redox-sensitive cellular compartments, leading to cellular malfunction and subsequently cell death [ 13 , 15 , 23 , 35 , 52 , 53 ]. Mechanistically, OSe compounds undergo oxidation at the Se center via ROS (e.g., H 2 O 2 ), followed by the recovery of the Se redox center by reduction with thiols [ 14 , 50 , 54 , 55 , 56 , 57 , 58 ]. The latter in this case might be part of the cysteine that presents in redox-sensitive proteins, enzymes, endoplasmic reticulum (ER), or actin.…”

Section: Resultsmentioning

confidence: 99%

Novel Organoselenium Redox Modulators with Potential Anticancer, Antimicrobial, and Antioxidant Activities

2022

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Novel organic selenides were developed in good yields (up to 91%), and their chemical entities were confirmed by IR, MS, and 1H- and 13C-NMR spectroscopy. Their anticancer and antimicrobial properties were estimated against different human cancer (MCF-7 and HepG2) and healthy (WI-38) cell lines, as well as several microbial strains (Escherichia coli, Staphylococcus aureus, and Candida albicans). Furthermore, the 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) bioassays were used for the estimation of the antioxidant activities. Generally, cytotoxicity results were more pronounced against the MCF-7 cells than HepG2 cells. Compound 2-((4-((1-hydroxynaphthalen-2-yl)diazenyl)phenyl)selanyl)-N-phenylacetamide (9) was the most cytotoxic, even more than doxorubicin, with IC50 of 3.27 ± 0.2 against 4.17 ± 0.2 µM and twelve-times more selective, respectively. Interestingly, compound 9 exhibited similar antimicrobial potential to reference antibacterial and antifungal drugs and comparable antioxidant activity to vitamin C. These results point to selective cytotoxicity against MCF-7 cells and interesting antimicrobial and antioxidant properties of some newly synthesized organic selenides, which in turn needs further in vitro studies.

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Section: Resultsmentioning

confidence: 99%

Novel Organoselenium Redox Modulators with Potential Anticancer, Antimicrobial, and Antioxidant Activities

2022

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“…Azo dyes are the pharmacologically active colorants, recently received an immense attention by the medicinal researcher due to their potential biological activities such as antibacterial, [1] antifungal, [2] anti‐HIV, [3] anticancer, [4] antimycobacterial, [5] DNA‐cleavage, [6] etc. Bis heteroaryl azo dyes exhibited potential bioactivities than the simple aniline derived azo dyes [7] .…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Novel Sulfonamide Incorporated Azo Compounds as a PotentSolvatochromic and Antimycobacterial Agents

et al. 2022

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In search of potent solvatochromic and biological agents, here we reported the synthesis of four azo dyes (S1-S4) owing sulfonamide functionality by diazo coupling reaction and their spectroscopic properties were investigated through UV, DRS, IR, NMR and mass spectrometry. Quantum chemical parameters of the synthesised colourants were assessed through DFT studies. The solvatochromic behaviour of sulfonamide incorporated azo compounds was investigated in ten different solvents owing different polarity and proticity and they exhibited remarkable positive solvatochromic behaviour and they exhibited λ max in the range 395-464 nm. Antituberculosis efficacy was evaluated using MABA assay against M. Tuberculosis,among the synthesised colourants compound S3furnished good activity viz MIC = 3.85 μM and the remaining compounds showed moderate activity with the MIC values in the range 14.84-32.38 μM.

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“…Azo dyes have attracted much attention owing to their outstanding biological and physicochemical properties and diverse applications in different aspects of life, such as analytical chemistry, pharmaceutics, cosmetics, painting, and the dyeing industry [ 1 , 2 , 3 ]. Furthermore, they are easily accessible, relatively stable, and manifest various pharmacological applications (e.g., anticancer, antimicrobial, and antiviral activities) [ 3 , 4 , 5 ].…”

Section: Introductionmentioning

confidence: 99%

Design, Synthesis, and Biological Evaluations of Novel Azothiazoles Based on Thioamide

Sayed

Shaaban

Gomha

et al. 2022

CIMB

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Herein we studied the preparation of different thiazoles via the reaction of 2-(3,4-dimethoxybenzylidene)hydrazine-1-carbothioamide (1) with hydrazonoyl halides under base-catalyzed conditions. The reactions proceed through nucleophilic substitution attack at the halogen atom of the hydrazonoyl halides by the thiol nucleophile to form an S-alkylated intermediate. The latter intermediate undergoes cyclization by the loss of water to afford the final products. The structures of the azo compounds were confirmed by FTIR, MS, NMR, and elemental analyses. Indeed, the newly synthesized azo compounds were estimated for their potential anticancer activities by an MTT assay against different human cancer cells, such as lung adenocarcinoma (A549) and colorectal adenocarcinoma (DLD-1). The caspase-3 levels were also estimated using Western blotting and the dual staining technique to evaluate the potency of the titled compounds to promote apoptosis.

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Antimicrobial sulphonamide azo dyes

Cited by 37 publications

References 88 publications

Novel Organoselenium Redox Modulators with Potential Anticancer, Antimicrobial, and Antioxidant Activities

Novel Organoselenium Redox Modulators with Potential Anticancer, Antimicrobial, and Antioxidant Activities

Synthesis of Novel Sulfonamide Incorporated Azo Compounds as a PotentSolvatochromic and Antimycobacterial Agents

Design, Synthesis, and Biological Evaluations of Novel Azothiazoles Based on Thioamide

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