Synthesis and biological evaluation of novel aliphatic amido-quaternary ammonium salts for anticancer chemotherapy: Part I

2011 ◽  
Vol 46 (7) ◽  
pp. 2861-2866 ◽  
Author(s):  
Jee Sun Yang ◽  
Doona Song ◽  
Boah Lee ◽  
Won Jin Ko ◽  
Song-Kyu Park ◽  
...  
1999 ◽  
Vol 54 (9) ◽  
pp. 1210-1218 ◽  
Author(s):  
Khalid M. Khan ◽  
Zafar S. Saifyb ◽  
Abdullah Khan ◽  
Mansoor Ahmed ◽  
Muhammed Saeed ◽  
...  

The studies, presented here, deal with the synthetic modification of 5-bromonicotinic acid on its nitrogen nucleus. The synthetic transformations were carried out by reacting equimolar amounts of 5-bromonicotinic acid and phenacyl halides in acetone. A range of phenacyl halides were used with the objective of getting a variety of quaternary ammonium salts of 5- bromonicotinic acid derivatives as multipurpose biologically active compounds. Twelve quaternary ammonium salts of 5-bromonicotinic acid have been synthesized and tested for cytotoxicity, antibacterial and antifungal activities. These compounds showed promising cytotoxicity against Artemia salina. Two compounds, 3-carboxy-1-(4′-methylphenacyl)-5-bromopyridinium bromide (2) and 3-carboxy-1-(4′-nitrophenacyl)-5-bromopyridinium bromide (12), were highly active against Gram-positive and Gram-negative bacteria among all the tested compounds. All the compounds were examined for antifungal activity against fifteen fungal cultures, but none of these compounds proved to be effective against these fungi. The parent compounds and its derivatives were also examined for their effect on mean arterial blood pressure in anaesthetized rats. Compounds 7 and 8 were found to be twofold more active than the parent compound. The rest of the products showed blood pressure lowering effects comparable to the parent compound. All compounds were characterised via elemental analysis UV, IR , mass and 1H NMR spectroscopy.


2013 ◽  
Vol 62 (4) ◽  
pp. 359-364
Author(s):  
Justyna Stefańska ◽  
Anna Pietruczuk-Padzik ◽  
Marta Struga ◽  
Maciej Borkowski ◽  
Stefan Tyski

Quaternary ammonium compounds are broad-spectrum bacteriocides widely used as antiseptics, disinfection and preservation agents. The aim of this study was to examine the activity of two quaternary ammonium salts, cetylpyridinum bromide and a newly synthesized quaternary bis ammonium salt, against S. epidermidis biofilm. The average values of killing efficiency for cetylpyridinum bromide ranged from 26.6% to 64.1% for all tested concentrations (0.125 to 8.0 microg x mL(-1)) and for quaternary bis ammonium salt the percentage of killing efficiency ranged from 59.7% to 88.4% for tested concentrations (from 2.0 to 128.0 microg x mL(-1)). Both tested compounds significantly affect staphylococcal biofilms, but any of used concentrations caused a total eradication of bacterial biofilm.


Author(s):  
Tomasz K. Olszewski ◽  
Anna Brol

An effective protocol for quaternization of simple 1-aminoalkylphosphonic acids under basic conditions and using Me2SO4 as convenient alkylating agent is reported. In the course of reaction phosphonic acid quaternary ammonium...


Molecules ◽  
2019 ◽  
Vol 24 (13) ◽  
pp. 2424 ◽  
Author(s):  
Tăbăcaru ◽  
Botezatu ◽  
Horincar ◽  
Furdui ◽  
Dinică

A family of fifteen quaternary ammonium salts (QAs), bearing the 1,2-bis(4-pyridyl)ethane core, were obtained using for the first time two different green methods, such as microwave (MW) and ultrasounds (US) irradiation, with very good yields and in much shorter times compared to the classical method, and an assay on their antimicrobial action against Escherichia coli (E. coli) was carried out. While 12 to 24 hours were required for complete alkylation of 1,2-bis(4-pyridyl)ethane by reactive halogenated derivatives in anhydrous solvent under reflux conditions, MW and US irradiation reduced the reaction time and the desired products were achieved in a few min. One of the aims of this study was to evaluate the antibacterial potential of the synthesized QAs against pathogenic bacteria, along with their impact on germination activity of wheat seeds (Triticum aestivum L.). The antibacterial activity of the QAs against Escherichia coli was explored by determining the minimum inhibitory concentration (MIC). The MIC values varied from 0.312 to 2.5 mg/mL, highlighting the lowest values attained for the derivatives containing methoxy, chlorine and benzofurane functional groups. The viability of aerobic bacteria was determined with the Tetrazolium/Formazan Test, a method that was found to be the best alternative approach with respect to the difuzimetric method. Seeds of Triticum aestivum L. were used for the evaluation of the germination indicators, such as seed germination (SG), the relative seed germination (RSG), the relative radicle growth (RRG), and the seed germination index (GI). The toxicity studies of QAs 1, 4 and 7, at two different concentrations, showed no inhibitory effect on seed germination.


Sign in / Sign up

Export Citation Format

Share Document