scholarly journals Antimicrobial Activity of Calixarenes and Related Macrocycles

Molecules ◽  
2020 ◽  
Vol 25 (21) ◽  
pp. 5145 ◽  
Author(s):  
Dmitriy N. Shurpik ◽  
Pavel L. Padnya ◽  
Ivan I. Stoikov ◽  
Peter J. Cragg

Calixarenes and related macrocycles have been shown to have antimicrobial effects since the 1950s. This review highlights the antimicrobial properties of almost 200 calixarenes, resorcinarenes, and pillararenes acting as prodrugs, drug delivery agents, and inhibitors of biofilm formation. A particularly important development in recent years has been the use of macrocycles with substituents terminating in sugars as biofilm inhibitors through their interactions with lectins. Although many examples exist where calixarenes encapsulate, or incorporate, antimicrobial drugs, one of the main factors to emerge is the ability of functionalized macrocycles to engage in multivalent interactions with proteins, and thus inhibit cellular aggregation.

Foods ◽  
2020 ◽  
Vol 9 (4) ◽  
pp. 442 ◽  
Author(s):  
Fabio Fontecha-Umaña ◽  
Abel Guillermo Ríos-Castillo ◽  
Carolina Ripolles-Avila ◽  
José Juan Rodríguez-Jerez

Food contact surfaces are primary sources of bacterial contamination in food industry processes. With the objective of preventing bacterial adhesion and biofilm formation on surfaces, this study evaluated the antimicrobial activity of silver (Ag-NPs) and zinc oxide (ZnO-NPs) nanoparticle-containing polyester surfaces (concentration range from 400 ppm to 850 ppm) using two kinds of bacteria, Gram-positive (Staphylococcus aureus) and Gram-negative (Escherichia coli), and the prevention of bacterial biofilm formation using the pathogen Listeria monocytogenes. The results of antimicrobial efficacy (reductions ≥ 2 log CFU/cm2) showed that at a concentration of 850 ppm, ZnO-NPs were effective against only E. coli (2.07 log CFU/cm2). However, a concentration of 400 ppm of Ag-NPs was effective against E. coli (4.90 log CFU/cm2) and S. aureus (3.84 log CFU/cm2). Furthermore, a combined concentration of 850 ppm Ag-NPs and 400 ppm ZnO-NPs showed high antimicrobial efficacy against E. coli (5.80 log CFU/cm2) and S. aureus (4.11 log CFU/cm2). The results also showed a high correlation between concentration levels and the bacterial activity of Ag–ZnO-NPs (R2 = 0.97 for S. aureus, and R2 = 0.99 for E. coli). They also showed that unlike individual action, the joint action of Ag-NPs and ZnO-NPs has high antimicrobial efficacy for both types of microorganisms. Moreover, Ag-NPs prevent the biofilm formation of L. monocytogenes in humid conditions of growth at concentrations of 500 ppm. Additional studies under different conditions are needed to test the durability of nanoparticle containing polyester surfaces with antimicrobial properties to optimize their use.


2018 ◽  
pp. 84-92
Author(s):  
K. M. Yatsiuk ◽  
M. I. Feodorovska ◽  
R. V. Kutsyk

The urinary system infections is one of the most common diseases of the genitourinary system in women. Of particular interest in the prevention and treatment of chronic cystitis is the consumption of the cranberry (Vaccinium oxycoccos L.) fruits. This plant has long been used in urological practice due to the content of proantocianidins, flavonoids, organic acids (benzoic, citric, quinic, ursolic), pectin substances, vitamins, microelements etc. Numerous clinical studies (including randomized, double-blind, placebo-controlled) reveal statistically reliable efficiency of cranberry juice in the forms of concentrates, cocktails and capsules to urinary system infections prevention in women. Since the main pathogens of urinary system infections are Escherichia coli, Enterococcus faecalis, Pseudomonas aeruginosa, Staphylococcus aureus, the aim of our work was to study the antimicrobial properties of the cranberry concentrated juice. Comparative testing of antimicrobial activity was performed using micromethod of diffusion in agar. The carried out study indicates that the concentrated juice maintains antimicrobial properties to the most common uropathogenic microorganisms. Effective antimicrobial concentration was found according with analysis of microbial cultures growth curves in a nutrient medium with various juice dilutions. Gram-positive bacteria (S. aureus, E. faecalis) are more sensitive to the cranberry concentrated juice than gram-negative (E. coli and P. aeruginosa). The adhere ability to a solid surface with the subsequent formation of biofilm is an important factor in the uropathogenic bacteria virulence. Therefore, the next step was to study the effect of cranberry juice biologically active compounds on the biofilms formation in the uropathogenic bacteria broth cultures. It was determined that cranberry juice suppresses the biofilm formation of S. aureus with the greatest intensity. It was observed the 45,3–55,8% reduction of the biofilm creating intensity in the presence of the condensed juice subbacteriostatic dilutions. When the condensed juice was diluted as 1:160, inhibition of E. faecalis biofilm formation ability on 44,90% was detected. The effect of cranberry biologically active compounds on the biofilms formation by gram-negative bacteria was observed in the range of 20%. Thus, the obtained cranberry concentrated juice can be recommended as the remedy for application in prevention of recurrent urinary system infections.


2018 ◽  
Vol 18 (17) ◽  
pp. 1506-1513 ◽  
Author(s):  
Kashmiri Lal ◽  
Lokesh Kumar ◽  
Ashwani Kumar ◽  
Anil Kumar

Background: Oxazolones and 1,2,3-triazoles are among the extensively studied heterocycles in medicinal chemistry. Both of these moieties are reported to possess a broad spectrum of biological activity including antimicrobial. Objective: The objective of the current work is to design, synthesize and antimicrobial evaluation of some new oxazolone-1,2,3-triazole hybrids. Methods: The designed oxazolone-1,2,3-triazole hybrids were synthesized using copper(I)-catalyzed azide-alkyne cycloaddition. The antimicrobial evaluation was carried out using serial dilution method. Results: Most of the synthesized hybrids showed significant antimicrobial properties. Some of the compounds were found to be possessing better or comparable activity to that of the standards used. The docking simulations results are also in agreement with the antimicrobial activity data. Conclusion: Sixteen new hybrids were synthesized and tested in vitro for their antimicrobial activity. Some of the tested compounds exhibited promising antimicrobial activity and could be utilized for the development of the lead compounds for new and more potent antimicrobial drugs.


2019 ◽  
Vol 16 (1) ◽  
pp. 17-37 ◽  
Author(s):  
Jaskirat Kaur ◽  
Divya Utreja ◽  
Ekta ◽  
Nisha Jain ◽  
Shivali Sharma

Background:Heterocyclic compounds containing nitrogen have been known to possess a very important role in the field of medicinal chemistry. Indole and its derivatives displayed a wide range of biological properties such as anti-inflammatory, analgesic, anti-microbial, anti-convulsant, antidepressant, anti-diabetic, antihelmintic and anti-allergic activities etc. The diverse biological activities exhibited by compounds containing indole moiety has provided the impetus to explore its anti-microbial activity in order to save the valuable life of patients. </P><P> Objective: The review focuses on the advances in the synthesis of indole derivatives and antimicrobial properties exhibited by them.Conclusion:A great deal of work has been done in order to synthesize indole derivatives and to evaluate antimicrobial potential, as indicated by the review. The information provided in this article may be helpful for the researchers for the development of efficient antimicrobial drugs.


2021 ◽  
Vol 11 (1) ◽  
Author(s):  
M. Luisa Navarro-Pérez ◽  
Virginia Vadillo-Rodríguez ◽  
Irene Fernández-Babiano ◽  
Ciro Pérez-Giraldo ◽  
M. Coronada Fernández-Calderón

AbstractIncreased bacterial resistance to traditional antimicrobial agents has prompted the use of natural products with antimicrobial properties such as propolis, extensively employed since ancient times. However, the chemical composition of propolis extracts is extremely complex and has been shown to vary depending on the region and season of collection, due to variations in the flora from which the pharmacological substances are obtained, being therefore essential for their antimicrobial activity to be checked before use. For this purpose, we evaluate the in vitro antimicrobial and anti-biofilm activity of a new and promising Spanish ethanolic extract of propolis (SEEP) on Streptococcus mutans and Streptococcus sanguinis, responsible, as dominant ‘pioneer’ species, for dental plaque. Results reveal that S. sanguinis is more sensitive to SEEP, slowing and retarding its growth considerably with lower concentrations than those needed to produce the same effect in S. mutans. SEEP presents concentration- and time-dependent killing activity and, furthermore, some of the subinhibitory concentrations employed increased biofilm formation even when bacterial growth decreased. Mono and dual-species biofilms were also inhibited by SEEP. Findings obtained clearly show the relevance of using biofilm and subinhibitory concentration models to determine optimal treatment concentrations.


2021 ◽  
Vol 6 (6-2) ◽  
pp. 37-50
Author(s):  
A. V. Nevezhina ◽  
T. V. Fadeeva

The spread of strains of microorganisms that are multidrug resistant to modern antimicrobial drugs is still an urgent problem in the treatment and prevention of infectious diseases and public health in general.Currently, the possibility of using metal nanopreparations in various fields of medicine is being actively studied. Nanoparticles of metals and metal oxides are promising antimicrobial agents and are attracting growing interest due to their effectiveness. Nanoscale copper metal particles have shown high antimicrobial activity againstvarious types of gram-positive and gram-negative bacteria, as well as fungi. Taking into account the potential of copper nanoparticles in antimicrobial therapy, we present an overview of the current state of research related to their antimicrobial properties, consideration of the mechanisms of action, key factors affecting antimicrobial activity, including the polymer matrix. The issues of toxicity and resistance to copper are considered. The advantage of copper nanoparticles over other metal nanoparticles is shown.The studies summarized in this review have shown the promise of copper nanoparticles in the creation of new antimicrobial drugs that can be used in the future to control, prevent, and treat various diseases.


2011 ◽  
Vol 6 (8) ◽  
pp. 1934578X1100600 ◽  
Author(s):  
Maria del Rosario Jacobo-Salcedo ◽  
Luis Angel Gonzalez-Espindola ◽  
Angel Josabad Alonso-Castro ◽  
Marisela del Rocio Gonzalez-Martinez ◽  
Fabiola Domínguez ◽  
...  

Multi-drug resistance is of great concern for public health worldwide and necessitates the search for new antimicrobials from sources such as plants. Several Magnolia (Magnoliaceae) species have been reported to exert antimicrobial effects on sensitive and multidrug-resistant microorganisms. However, the antimicrobial properties of Magnolia dealbata have not been experimentally evaluated. The antimicrobial effects of an ethanol extract of Magnolia dealbata seeds (MDE) and its active compounds honokiol (HK) and magnolol (MG) were tested against the phytopathogen Clavibacter michiganensis subsp. michiganensis and several human multi-drug resistant pathogens using the disk-diffusion assay. The effects of MDE and its active compounds on the viability of human peripheral blood mononuclear cells (PBMC) were evaluated using MTT assay. MDE and its active compounds had antimicrobial activity (inhibition zone > 10 mm) against C. michiganensis, Pseudomonas aeruginosa, Acinetobacter baumannii, Acinetobacter lwoffii, Candida albicans, Candida tropicalis and Trichosporon belgeii. The results suggest that M. dealbata and its active compounds have selective antimicrobial effects against drug-resistant fungal and Gram (-) bacteria and exert minimal toxic effects on human PMBC.


2020 ◽  
Vol 10 (1) ◽  
Author(s):  
Clémentine M. G. Charoux ◽  
Apurva D. Patange ◽  
Laura M. Hinds ◽  
Jeremy C. Simpson ◽  
Colm P. O’Donnell ◽  
...  

Abstract Bacterial biofilms are difficult to inactivate due to their high antimicrobial resistance. Therefore, new approaches are required for more effective bacterial biofilm inactivation. Airborne acoustic ultrasound improves bactericidal or bacteriostatic activity which is safe and environmentally friendly. While, plasma activated water (PAW) is attracting increasing attention due to its strong antimicrobial properties. This study determined efficacy of combined airborne acoustic ultrasound and plasma activated water from both cold and thermal plasma systems in inactivating Escherichia coli K12 biofilms. The application of airborne acoustic ultrasound (15 min) alone was significantly more effective in reducing E. coli counts in 48 and 72 h biofilms compared to 30 min treatment with PAW. The effect of airborne acoustic ultrasound was more pronounced when used in combination with PAW. Airborne acoustic ultrasound treatment for 15 min of the E. coli biofilm followed by treatment with PAW significantly reduced the bacterial count by 2.2—2.62 Log10 CFU/mL when compared to control biofilm treated with distilled water. This study demonstrates that the synergistic effects of airborne acoustic ultrasound and PAW for enhanced antimicrobial effects. These technologies have the potential to prevent and control biofilm formation in food and bio-medical applications.


Author(s):  
Nataliya Demchenko ◽  
Zinaida Suvorova ◽  
Yuliia Fedchenkova ◽  
Tamara Shpychak ◽  
Oleh Shpychak ◽  
...  

The aim of this work is to develop methods of synthesis of 3-arylaminomethyl-1-(2-oxo-2-arylethyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-1-ium bromides and aryl-(4-R1-phenyl-5,6,7,8-tetrahydro-2,2a,8a-triazacyclopenta[cd]azulen-1-ylmethyl)-amines and to study their antimicrobial activity against strains of gram-positive and gram-negative bacteria as well as yeast fungi. Materials and methods. 1Н NMR spectra were recorded on Bruker 400 spectrometer operating at frequency of 400 MHz. Antimicrobial activity of the compounds synthesized was evaluated by their minimum inhibitory concentration (MIC) values. Results and discussion. The interaction of 3-arylaminomethyl-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepines with substituted phenacyl bromides produced novel 3-arylaminomethyl-1-(2-oxo-2-arylethyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-1-ium bromides. The latter when refluxed in 10 % solution of NaOH gave aryl-(4-R1-phenyl-5,6,7,8-tetrahydro-2,2a,8a-triazacyclopenta[cd]azulen-1-ylmethyl)-amines. The study of antimicrobial activity of the compounds obtained allowed to find derivatives which are active against С. albicans and S. aureus strains. Among the compounds tested 3-[(41-bromophenylamino)-methyl]-1-[2-(4-methoxyphenyl)-2-oxoethyl]-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-1-ium bromide 5cd appeared to be more active than the reference drug Cefixime and displayed close antimicrobial activity as the antibiotic Linezolid. Conclusions. It was found out that derivatives of 3-arylaminomethyl-1-(2-oxo-2-arylethyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-1-ium bromides display broad spectrum of antimicrobial activity and are able to inhibit growth of both bacteria and fungi. S. aureus and C. albicans turned out to be the most sensitive strains to the compounds tested, MIC was in the range of 6.2-25.0 mg/mL. Gram-negative strains of microorganisms were less sensitive to the compounds evaluated and 5fа was the most active derivative displaying antimicrobial activity at the concentration of 50.0 mg/mL. Antimicrobial activity of triazoloazepinium bromide derivatives was similar to that one of Linezolid and Fluconazole reference drugs and more pronounced than the activity of Cefixime. Hence, the data gathered evidence the feasibility of further study of the antimicrobial properties of the most active compounds in in vivo experiments aiming at assessment of the prospects for the creation of new effective and safe antimicrobial drugs based on them


Molecules ◽  
2020 ◽  
Vol 25 (4) ◽  
pp. 911 ◽  
Author(s):  
Dorota Jakubczyk ◽  
Francois Dussart

Fungal natural products and their effects have been known to humankind for hundreds of years. For example, toxic ergot alkaloids produced by filamentous fungi growing on rye poisoned thousands of people and livestock throughout the Middle Ages. However, their later medicinal applications, followed by the discovery of the first class of antibiotics, penicillins and other drugs of fungal origin, such as peptidic natural products, terpenoids or polyketides, have altered the historically negative reputation of fungal “toxins”. The development of new antimicrobial drugs is currently a major global challenge, mainly due to antimicrobial resistance phenomena. Therefore, the structures, biosynthesis and antimicrobial activity of selected fungal natural products are described here.


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