Pyrazole Derived Cationic Surfactants and their Tin and Copper Complexes: Synthesis, Surface Activity, Antibacterial and Antifungal Efficacy

Negm, Nabel A.; Said, Medhat M.; Morsy, S.M.

doi:10.1007/s11743-009-1178-7

Cited by 28 publications

(15 citation statements)

References 23 publications

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“…1. The increase of the hydrophobicity of the different biocide molecules increases the penetration through the cellular membrane, as a result, the biocidal activities increased gradually [16].…”

Section: Partition Coefficient-antimicrobial Activity Relationshipmentioning

confidence: 99%

Screening for Potential Antimicrobial Activities of Some Cationic Uracil Biocides Against Wide‐Spreading Bacterial Strains

Negm

Aiad

Tawfik

2010

J Surfact & Detergents

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Eight novel uracil-based cationic surfactants containing Schiff base species were synthesized and characterized using elemental analysis, FTIR, 1 H-NMR and 13 C-NMR spectroscopy. The surface activities of the synthesized Schiff bases and their cationic derivatives were determined based on interfacial tension measurements and partition coefficient values in water/octanol system. The synthesized Schiff bases and their cationic derivatives were evaluated as novel biocides against different bacteria and fungi strains. The results showed that the biocidal activity of the synthesized Schiff bases was considerably increased by quaternization. The influence of the cationic surfactants as biocides was increased by increasing the hydrophobic chain length and the presence of the methoxy groups. The biocidal activity was also increased by increasing the partition coefficient in water/octanol system. The structure and surface activity/ biocidal activity of the different compounds were discussed.

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Section: Partition Coefficient-antimicrobial Activity Relationshipmentioning

confidence: 99%

Screening for Potential Antimicrobial Activities of Some Cationic Uracil Biocides Against Wide‐Spreading Bacterial Strains

Negm

Aiad

Tawfik

2010

J Surfact & Detergents

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“…It is clear that the surface tension values at the CMC are ranged between 38 and 44 mN/m, which is relatively high compared to the conventional cationic surfactants 49, 50 and with the heterocyclic cationic surfactants (e.g. Pyrazole Schiff base cationic surfactants) 51. That was attributed to the high molecular weight of the synthesized surfactants and also to the high extent of the unsaturation sites present in their structure.…”

Section: Resultsmentioning

confidence: 97%

Biocidal and anti‐corrosive activities of benzoimidazol‐3‐ium cationic Schiff base surfactants

Negm

Ghuiba

Mahmoud

et al. 2011

Engineering in Life Sciences

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Two series of cationic Schiff base surfactants, namely, 2‐(benzylideneamino)‐3‐(2‐oxo‐2‐alkoxyethyl)‐1,3‐benzoimidazol‐3‐ium bromide (IA–D) and 2‐[(4‐methoxybenzylidene) amino]‐3‐(2‐oxo‐2‐alkoxyethyl)‐1,3‐benzoimidazol‐3‐ium bromide (IIA–D) were prepared. The chemical structures of the prepared Schiff bases were recognized by elemental analysis, FTIR, H NMR, C13‐NMR and GC/MS spectra. The surface activities of the synthesized Schiff base cationic surfactants showed their tendency towards adsorption at the air/water interface. The adsorption tendency was estimated from the values of surface tension and the depression of surface tension at the critical micelle concentration. The studied surfactants were evaluated as antimicrobial agents against pathogenic and sulfur‐reducing bacteria using inhibition zone diameters and minimum inhibition concentration values. The synthesized cationic benzoimidazolium Schiff base cationic surfactants showed good antimicrobial activities against the tested microorganisms including Gram positive, Gram negative as well as fungi. The synthesized compounds were tested for the activity as corrosion inhibitors against carbon steel corrosion in 0.5 M HCl at 200 and 400 ppm. The promising inhibition efficiency of these compounds against the sulfur‐reducing bacteria facilitates them to be applicable in the petroleum field as new categories of Sulfur Reducing Bacteria biocides. The inhibition efficiencies of the tested compounds showed good inhibition and protection of the carbon steel. The corrosion inhibition tendency correlated to the surface activity and chemical structure of the compounds.

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“…One of the first pyrazole complexes to be investigated was cis-dichlorobis(pyrazole)platinum(II) (2) that showed anticancer properties (Sakai et al 2000). Several pyrazole and pyrazolyl complexes have since been prepared and probed for their therapeutic action across a spectrum of diseases such as cancer (Komeda et al 2000;Al-Allaf and Rashan 2001;Wheate et al 2001;Sakai et al 2000;Pettinari et al 2006;Keter et al 2008;Casas et al 2008;Segapelo et al 2009;Zhang et al 2010;Mosoarca et al 2011), antimicrobials andantifungal (Al-Allaf et al 1993;Nomiya et al 2000;Mahmud et al 2001;Fang et al 2003;Tharmaraj et al 2009;Sharma et al 2009;Negm et al 2010;Kulkarni and Revankar 2011) and as anti-viral agents (Kratz et al 1992;Fonteh et al 2009). For these reasons there is growing pharmacological interest in pyrazole-derived compounds given that the pyrazole motif makes up the core structure of numerous biologically active compounds (Elguero et al 2002).…”

Section: N N Hmentioning

confidence: 99%

Perspective: the potential of pyrazole-based compounds in medicine

2011

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Pyrazoles are widely used as core motifs for a large number of compounds for various applications such as catalysis, agro-chemicals, building blocks of other compounds and in medicine. The attractiveness of pyrazole and its derivatives is their versatility that allows for synthesis of a series of analogues with different moieties in them, thus affecting the electronics and by extension the properties of the resultant compounds. In medicine pyrazole is found as a pharmacophore in some of the active biological molecules. While pyrazole derivatives have been extensively studied for many applications including anticancer, antimicrobial, anti-inflammatory, antiglycemic, anti-allergy and antiviral, much less has been reported on their metal counterparts in spite of the fact that metals have been shown to impart activity to ligands. Thus this perspective is intended to demonstrate the potential of pyrazole and pyrazolyl metal complexes in the areas of drug discovery and development. Several examples, that include palladium, platinum, copper, gold, zinc, cobalt, nickel, iron, copper, silver and gallium complexes, are used to bolster the above point. For the purposes of this review three areas are discussed, that is pyrazole metal complexes as: (i) anticancer, (ii) antibacterial/parasitic and (iii) antiviral agents.

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Pyrazole Derived Cationic Surfactants and their Tin and Copper Complexes: Synthesis, Surface Activity, Antibacterial and Antifungal Efficacy

Cited by 28 publications

References 23 publications

Screening for Potential Antimicrobial Activities of Some Cationic Uracil Biocides Against Wide‐Spreading Bacterial Strains

Screening for Potential Antimicrobial Activities of Some Cationic Uracil Biocides Against Wide‐Spreading Bacterial Strains

Biocidal and anti‐corrosive activities of benzoimidazol‐3‐ium cationic Schiff base surfactants

Perspective: the potential of pyrazole-based compounds in medicine

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