Synthesis, photophysical and antimicrobial activity of new water soluble ammonium quaternary benzanthrone in solution and in polylactide film

Staneva, Desislava; Vasileva−Tonkova, Evgenia; Makki, Mohamad S. I.; Sobahi, Tariq R.; Abdеl-Rahman, Reda Mohamed; Asiri, Abdullah M.; Grabchev, Ivo

doi:10.1016/j.jphotobiol.2014.12.024

Cited by 28 publications

(17 citation statements)

References 43 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…This methodo ffers af acile accesst ot he benzanthrone moiety,t he fluorescentp robe applications, [23] as well as biological properties, of which are well known. [24] Moreover, the arylation reactionw as possible by using the Weinreb amide as ad irecting group, which allowed classical transformations known for this functionalg roup. For instance, the methoxy group of the Weinreb amide could be deprotected to deliver secondary amide 4 in 76 %y ield from 2na (Scheme 2b).…”

Section: Resultsmentioning

confidence: 99%

Palladium‐Catalyzed C8‐Arylation of Naphthalenes through C−H Activation: A Combined Experimental and Computational Study

Garrec

Cordier

Frison

et al. 2019

Chemistry A European J

View full text Add to dashboard Cite

Herein, ad irect C8-arylation reactiono f1 -amidonaphthalenes is described.B yu sing diaryliodonium salts as arylating agents, the palladium-catalyzed CÀHa ctivation reaction showed perfect C8 regioselectivity and aw ide functional group tolerance. In most cases, the desired polyaro-matic compoundsw ere isolatedi ng ood to excellent yields. To explain the observed regioselectivity,D FT calculations were performed and highlighted the crucial role of the amide directing group.F inally,t he utility of this method is showcased by the synthesis of benzanthrone derivatives.

show abstract

Section: Resultsmentioning

confidence: 99%

Palladium‐Catalyzed C8‐Arylation of Naphthalenes through C−H Activation: A Combined Experimental and Computational Study

Garrec

Cordier

Frison

et al. 2019

Chemistry A European J

View full text Add to dashboard Cite

show abstract

“…Since iodides, compared with chlorides, form weaker anionic pairs with ammonium units, there would be more exposed cations and then stronger electrostatic attraction to the negatively charged bacterial membranes [31]. However, because of the different nature of the ammonium units presented on dendrimer, it seems to be more hydrophilic than the corresponding counterpart, which decreases its biopermeability and thus the antibacterial activity [32]. Therefore, the most inhibition of bacteria was obtained with G 2 I and G 4 I.…”

Section: Antimicrobial Propertiesmentioning

confidence: 99%

Synthesis of halogenated nanodendrimer as novel antimicrobial agents in water treatment

Maleki¹,

Shahmoradi²,

Hayati³

et al. 2017

Desalination and Water Treatment

View full text Add to dashboard Cite

Microbiological quality of drinking water is an important aspect of water quality. The aim of this research work was to fabricate and modify G2 and G4 dendrimers as novel antibacterial agent for local application. Poly(amidoamine) (PAMAM) (G 2 and G 4) dendrimers were fabricated and modified into quaternary ammonium salts using halogens groups (Cl, Br, I), and characterized by Fourier transform infrared (FTIR) spectroscopy, nuclear magnetic resonance (NMR), and dynamic light scattering (DLS) analysis. The results of these analysis proved that nanostructure dendrimer and their quaternary ammonium salts are well fabricated. For evaluation of the antimicrobial property, the water samples were collected from rural drinking water resources, and the bacteria isolated and identified from these samples were Escherichia coli, Klebsiella oxytoca, Bacillus subtilis, and Staphylococcus aureus. The antimicrobial activities of PAMAM dendrimers (G 2 and G 4) and modified PAMAM dendrimers (G 2 Cl, G 2 Br, G 2 I, G 4 Cl, G 4 Br, and G 4 I) against gram-positive and gram-negative bacteria were examined by calculating minimum inhibitory concentration (MIC), minimum bactericidal concentration (MBC), and disc diffusion methods. Quaternary ammonium salts exhibited more antimicrobial efficacy against bacteria compared with unmodified ones. The most antibacterial effect was obtained by G 4 I with MIC: 52, 50, 55, and 57 μg/ml, and MBC: 64, 67, 71, and 75 μg/ml for Staphylococcus aureus, Bacillus subtilis, Klebsiella oxytoca, and Escherichia coli, respectively. The disc diffusion test of G 4 I (60 μM) on different bacteria showed inhibition zone diameters of 31, 28, 26, and 25 ml for Staphylococcus aureus, Bacillus subtilis, Klebsiella oxytoca, and Escherichia coli, respectively.

show abstract

“…For all these reasons, there is a great need for preparation of surfaces with antimicrobial activity; coatings or impregnation of surfaces with antimicrobial agents could reduce surface contamination and the spread of infections and biofilm formation . There are two main approaches for preparing surfaces with antimicrobial capacities: physically incorporation of antimicrobial agents including antibiotics, quaternary ammonium compounds, or silver and covalent attachment of these agents . Although the first strategy is effective and its preparation is simple, the leaching of the antimicrobial agent involves serious limitations in terms of longevity, stability, and environmental contamination.…”

Section: Introductionmentioning

confidence: 99%

Contact Active Antimicrobial Coatings Prepared by Polymer Blending

Cuervo-Rodríguez

López-Fabal

Gómez-Garcés

et al. 2017

Macromolecular Bioscience

View full text Add to dashboard Cite

Herein, contact active antimicrobial films are prepared by simply blending cationic amphiphilic block copolymers with commercial polystyrene (PS). The copolymers are prepared by combining atom transfer radical polymerization and "click chemistry." A variety of copolymers are synthesized, and composed of a PS segment and an antimicrobial block bearing flexible side chain with thiazole and triazole groups, 4-(1-(2-(4-methylthiazol-5-yl)ethyl)-1H-1,2,3-triazol-4-yl) butyl methacrylate (TTBM). The length of the TTBM block is varied as well as the alkylating agent. Different films are prepared from N,N-dimethylformamide solution, containing variable PS-b-PTTBM/PS ratio: from 0 to 100 wt%. Remarkably, the blend films, especially those with 30 and 50 wt% of copolymers, exhibit excellent antimicrobial activities against Gram-positive, Gram-negative bacteria and fungi, even higher than films prepared exclusively from the cationic copolymers. Blends composed of 50 wt% of the copolymers present a more than 99.999% killing efficiency against the studied microorganisms. The better activity found in blends can be due to the higher roughness, which increases the surface area and consequently the contact with the microorganisms. These results demonstrate that the use of blends implies a reduction of the content of antimicrobial agent and also enhances the antimicrobial activity, providing new insights for the better designing of antimicrobial coatings.

show abstract

Synthesis, photophysical and antimicrobial activity of new water soluble ammonium quaternary benzanthrone in solution and in polylactide film

Cited by 28 publications

References 43 publications

Palladium‐Catalyzed C8‐Arylation of Naphthalenes through C−H Activation: A Combined Experimental and Computational Study

Palladium‐Catalyzed C8‐Arylation of Naphthalenes through C−H Activation: A Combined Experimental and Computational Study

Synthesis of halogenated nanodendrimer as novel antimicrobial agents in water treatment

Contact Active Antimicrobial Coatings Prepared by Polymer Blending

Contact Info

Product

Resources

About