Synthesis, printing applications and electrochemical removal of CQAPDN disperse dye incorporating quinoline moiety

Hassan, Khalid Mahmoud; Shaban, Elkhabiry; Elhaddad, G.M.; Shokair, Sameha Hassan; Pannipara, Mehboobali; Elsayed, Ibrahim

doi:10.1016/j.jksus.2021.101670

Cited by 4 publications

(4 citation statements)

References 32 publications

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“…The reaction of 4,7-dichloroquinoline 4 with hydrazine, aliphatic and aromatic diamines 5a–e in presence of triethyl amine as a base catalyst afforded 6a-e in good yields via nucleophilic aromatic substitution (S NAr ). The synthesized compounds showed analytical data consistent with previously published results 4 , 48 .…”

Section: Resultssupporting

confidence: 89%

Synthesis and in-vitro anti-proliferative with antimicrobial activity of new coumarin containing heterocycles hybrids

Abdelaziz,

El-Deeb,

Zayed

et al. 2023

Sci Rep

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A series of new coumarin-N-heterocyclic hybrids, coumarin-quinolines 7a–e, coumarin-acridines 10b,c and coumarin-neocryptolepines 13b,c were synthesized and evaluated for their anticancer and antimicrobial activities. The structures of all synthesized hybrids were confirmed by FT-IR, 1H-NMR, 13C-NMR, and MS spectrometry. The anti-proliferative activity of hybrids 7a–e, 10c and 13c were bio-evaluated using MTT-assay against colon (CaCo-2), lung (A549), breast (MDA-MB-231), and hepatocellular carcinoma (HepG-2) human cancer cell lines using doxorubicin as a reference drug. The results demonstrated that, all hybrids displayed moderate to good anti-proliferative activity against the cell lines. The most active hybrids were 7a–d and 10c against CaCo-2 cancer cell line with IC50: 57.1, 52.78, 57.29, 51.95 and 56.74 µM, and selectivity index 1.38, 1.76, 2.6, 1.96 and 0.77; respectively. While, 7a,d were potent against A549 cancer cell line with IC50: 51.72, 54.8 µM and selectivity index 1.5, 0.67; respectively. Moreover, 7c showed the most potency against MDA-MB-231 cancer cell line with IC50: 50.96 µM and selectivity index 2.20. Interestingly, docking results revealed that binding energy of the current compounds showed marked affinity values ranging from -6.54 to -5.56 kcal with interactions with the reported key amino acid SER 79. Furthermore, the antimicrobial activity of the synthesized hybrids 7a–e, 10b,c, 13b and 13c were evaluated against Gram‐positive and Gram‐negative bacterial and fungal strains. The hybrids 10b, 13b, 10c, and 13c exhibited broad-spectrum antibacterial activity against E.coli, S. mutans, and S. aureus with MIC from 3.2 to 66 µM, this hybrids also displayed antifungal activity against C. albicans with MIC values ranging from 0.0011 to 29.5 µM. In-silico investigation of the pharmacokinetic properties indicated that tested hybrids had high GI absorption, low Blood Brain Barrier (BBB) permeability in addition to cell membrane penetrability.

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Section: Resultssupporting

confidence: 89%

Synthesis and in-vitro anti-proliferative with antimicrobial activity of new coumarin containing heterocycles hybrids

Abdelaziz,

El-Deeb,

Zayed

et al. 2023

Sci Rep

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“…In addition, quinolines and/or their metal complexes have a wide range of physical and chemical applications. They have been used in fields such as coordination chemistry (Twaro ´g et al, 2020), metal-organic frameworks (MOFs) (Wu et al, 2015), catalysis (Redshaw & Tang, 2012), textile printing (Hassan et al, 2022), food additives (Al-Shabib et al, 2020), anti-corrosion (Galai et al, 2021), photoluminescence (Twaro ´g et al, 2020), magnetism (Yu et al, 2019) and non-linear optics (Goel et al, 2018).…”

Section: Chemical Contextmentioning

confidence: 99%

Crystal structure and Hirshfeld surface analysis of 2-(2-hydroxyphenyl)quinoline-6-sulfonamide

Benarous¹,

Slimane²,

Bougueria³

et al. 2022

Acta Cryst E

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In the title compound, C15H12N2O3S, there are two molecules (A and B) in the asymmetric unit. The attached phenol and quinoline moieties of each molecule are almost coplanar with a dihedral angle of 6.05 (15)° for molecule A and 1.89 (13)° for molecule B. The crystal structure features N—H...O and C—H...O hydrogen bonds, C—H...π interactions and π–π stacking interactions. Hirshfeld surface analysis indicates that the most significant contacts in the crystal packing are C...H/H...C (29.2%), O...H/H...O (28.6%) and H...H (28.5%).

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“…[9] Demand dyes should have brilliance, a wide spectrum of colours, and outstanding fastness qualities, in addition to their environmental and economic advantages. [10][11][12][13] Textile printing is the process of adding colour to quantities of fabrics to generate artistic designs, Dyes or pigments can be used to colour fibers. The printingpaste should have a high viscosity, which can be produced with a natural or synthetic thickener.…”

Section: Introductionmentioning

confidence: 99%

“…For colouring of hydrophobic fabrics [7,8] such as nylon (polyamide) fabrics, a broad range of dyes is commercially available, dyes with metal complex and reactive dyes being widely employed [9] . Demand dyes should have brilliance, a wide spectrum of colours, and outstanding fastness qualities, in addition to their environmental and economic advantages [10–13] …”

Section: Introductionmentioning

confidence: 99%

Antibacterial Azo Dyes Containing Sulfa Drug Moieties and Their Colour Assessment on Printing Polyester Fabric

2023

Self Cite

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Synthesis of a new series of biologically active dyes containing the sulfa drug nucleus and its use in polyester silk screen printing were presented. Synthesis was performed via azo coupling with C and N Nucleophiles. Spectroscopic tools were used to characterize the synthesized azo derivatives. Also, testing of their printing properties, including fastness to washing, light, rubbing, perspiration, and sublimation were evaluated. The new dyes showed respectable fastness and good antibacterial resistance to the growth of certain species of gram‐positive and gram‐negative bacteria. These low‐cost facile synthesized biologically active dyes could be used for sterilizing textiles.

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Synthesis, printing applications and electrochemical removal of CQAPDN disperse dye incorporating quinoline moiety

Cited by 4 publications

References 32 publications

Synthesis and in-vitro anti-proliferative with antimicrobial activity of new coumarin containing heterocycles hybrids

Synthesis and in-vitro anti-proliferative with antimicrobial activity of new coumarin containing heterocycles hybrids

Crystal structure and Hirshfeld surface analysis of 2-(2-hydroxyphenyl)quinoline-6-sulfonamide

Antibacterial Azo Dyes Containing Sulfa Drug Moieties and Their Colour Assessment on Printing Polyester Fabric

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