Antibacterial Activity of Imidazolium-Based Ionic Liquids Investigated by QSAR Modeling and Experimental Studies

2016 ◽  
Vol 88 (3) ◽  
pp. 422-433 ◽  
Author(s):  
Diana Hodyna ◽  
Vasyl Kovalishyn ◽  
Sergiy Rogalsky ◽  
Volodymyr Blagodatnyi ◽  
Kirill Petko ◽  
...  
Keyword(s):  
Antibacterial Activity ◽  
Ionic Liquids ◽  
Experimental Studies ◽  
Qsar Modeling

Imidazolium Ionic Liquids as Potential Anti-Candida Inhibitors: QSAR Modeling and Experimental Studies

2016 ◽  
Vol 13 (2) ◽  
pp. 109-119 ◽  
Author(s):  
Diana Hodyna ◽  
Vasyl Kovalishyn ◽  
Sergiy Rogalsky ◽  
Volodymyr Blagodatnyi ◽  
Larisa Metelytsia
Keyword(s):  
Ionic Liquids ◽  
Experimental Studies ◽  
Qsar Modeling ◽  
Imidazolium Ionic Liquids

scholarly journals Synthesis, antibiotic structure–activity relationships, and cellulose dissolution studies of new room-temperature ionic liquids derived from lignin

2021 ◽  
Vol 14 (1) ◽  
Author(s):  
Shihong Liu ◽  
Michael Gonzalez ◽  
Celine Kong ◽  
Scott Weir ◽  
Aaron M. Socha
Keyword(s):  
Antibacterial Activity ◽  
Ionic Liquids ◽  
Room Temperature ◽  
Oxidation Products ◽  
Cellulose Dissolution ◽  
Melting Points ◽  
E Coli ◽  
Alkyl Chains ◽  
Renewable Feedstocks ◽  
Commodity Chemicals

Abstract Background Ionic liquids (ILs) are promising pretreatment solvents for lignocellulosic biomass, but are largely prepared from petroleum precursors. Benzaldehydes from depolymerized lignin, such as vanillin, syringaldehyde, and 4-methoxy benzaldehyde, represent renewable feedstocks for the synthesis of ionic liquids. We herein report syntheses of novel lignin-derived ionic liquids, with extended N-alkyl chains, and examine their melting points, cellulose dissolution capacities, and toxicity profiles against Daphnia magna and E. coli strain 1A1. The latter organism has been engineered to produce isoprenol, a drop-in biofuel and precursor for commodity chemicals. Results The new N,N-diethyl and N,N-dipropyl methyl benzylammonium ILs were liquids at room temperature, showing 75–100 °C decreased melting points as compared to their N,N,N-trimethyl benzylammonium analog. Extension of N-alkyl chains also increased antibacterial activity threefold, while ionic liquids prepared from vanillin showed 2- to 4-fold lower toxicity as compared to those prepared from syringaldehyde and 4-methoxybenzaldehyde. The trend of antibacterial activity for anions of lignin-derived ILs was found to be methanesulfonate < acetate < hydroxide. Microcrystalline cellulose dissolution, from 2 to 4 wt% after 20 min at 100 °C, was observed in all new ILs using light microscopy and IR spectroscopy. Conclusions Ionic liquids prepared from H-, S- and G-lignin oxidation products provided differential cytotoxic activity against E. coli and D. magna, suggesting these compounds could be tailored for application specificity within a biorefinery.

scholarly journals Enhanced antibacterial activity through the controlled alignment of graphene oxide nanosheets

2017 ◽  
Vol 114 (46) ◽  
pp. E9793-E9801 ◽  
Author(s):  
Xinglin Lu ◽  
Xunda Feng ◽  
Jay R. Werber ◽  
Chiheng Chu ◽  
Ines Zucker ◽  
...  
Keyword(s):  
Magnetic Field ◽  
Antibacterial Activity ◽  
Graphene Oxide ◽  
Direct Electron Transfer ◽  
Composite Films ◽  
Experimental Studies ◽  
Cross Linking ◽  
Vertical Orientation ◽  
Electron Transfer Mechanism ◽  
Vertically Aligned

The cytotoxicity of 2D graphene-based nanomaterials (GBNs) is highly important for engineered applications and environmental health. However, the isotropic orientation of GBNs, most notably graphene oxide (GO), in previous experimental studies obscured the interpretation of cytotoxic contributions of nanosheet edges. Here, we investigate the orientation-dependent interaction of GBNs with bacteria using GO composite films. To produce the films, GO nanosheets are aligned in a magnetic field, immobilized by cross-linking of the surrounding matrix, and exposed on the surface through oxidative etching. Characterization by small-angle X-ray scattering and atomic force microscopy confirms that GO nanosheets align progressively well with increasing magnetic field strength and that the alignment is effectively preserved by cross-linking. When contacted with the model bacteriumEscherichia coli, GO nanosheets with vertical orientation exhibit enhanced antibacterial activity compared with random and horizontal orientations. Further characterization is performed to explain the enhanced antibacterial activity of the film with vertically aligned GO. Using phospholipid vesicles as a model system, we observe that GO nanosheets induce physical disruption of the lipid bilayer. Additionally, we find substantial GO-induced oxidation of glutathione, a model intracellular antioxidant, paired with limited generation of reactive oxygen species, suggesting that oxidation occurs through a direct electron-transfer mechanism. These physical and chemical mechanisms both require nanosheet penetration of the cell membrane, suggesting that the enhanced antibacterial activity of the film with vertically aligned GO stems from an increased density of edges with a preferential orientation for membrane disruption. The importance of nanosheet penetration for cytotoxicity has direct implications for the design of engineering surfaces using GBNs.

scholarly journals Experimental study of the antibacterial activity of the lytic Staphylococcus aureus bacteriophage ph20 and lytic Pseudomonas aeruginosa bacteriophage ph57 during modelling of its impregnation into poly(methylmetacrylate) orthopedic implants (bone cement)

2018 ◽  
Vol 73 (1) ◽  
pp. 59-68 ◽  
Author(s):  
A. G. Samokhin ◽  
Ju. N. Kozlova ◽  
D. V. Korneev ◽  
O. S. Taranov ◽  
E. A. Fedorov ◽  
...  
Keyword(s):  
Antibacterial Activity ◽  
Bone Cement ◽  
Polymethyl Methacrylate ◽  
Bacterial Colonization ◽  
Experimental Studies ◽  
Orthopedic Implants ◽  
Polymerization Process ◽  
Polymerization Reaction ◽  
Chemical Components

Background: The problem of bacterial colonization of implants used in medical practice continues to be relevant regardless of the material of the implant. Particular attention deserves polymeric implants, which are prepared ex tempore from polymethyl methacrylate, for example - duting orthopedic surgical interventions (so-called "bone cement"). The protection of such implants by antibiotic impregnation is subjected to multiple criticisms, therefore, as an alternative to antibiotics, lytic bacteriophages with a number of unique advantages can be used - however, no experimental studies have been published on the possibility of impregnating bacteriophages into polymethyl methacrylate and their antibacterial activity assessment under such conditions.Aims: to evaluate the possibility of physical placement of bacteriophages in polymethylmethacrylate and to characterize the lytic antibacterial effect of two different strains of bacteriophages when impregnated into polymer carrier ex tempore during the polymerization process in in vitro model.Materials and methods:  First stage - Atomic force microscopy (AFM) of polymethyl methacrylate samples for medical purposes was used to determine the presence and size of caverns in polymethyl methacrylate after completion of its polymerization at various reaction  temperatures (+6…+25°C and +18…+50°C).The second stage was performed in vitro and included an impregnation of two different bacteriophage strains (phage ph20 active against S. aureus and ph57 active against Ps. aeruginosa) into polymethyl methacrylate during the polymerization process, followed by determination of their antibacterial activity.Results: ACM showed the possibility of bacteriophages placement in the cavities of polymethyl methacrylate - the median of the section and the depth of cavities on the outer surface of the polymer sample polymerized at +18…+50°C were 100.0 and 40.0 nm, respectively, and on the surface of the transverse cleavage of the sample - 120.0 and 100.0 nm, respectively, which statistically did not differ from the geometric dimensions of the caverns of the sample polymerized at a temperature of +6…+25°C.The study of antibacterial activity showed that the ph20 bacteriophage impregnated in polymethyl methacrylate at +6…+25°C lost its effective titer within the first six days after the start of the experiment, while the phage ph57 retained an effective titer for at least 13 days.Conclusion: the study confirmed the possibility of bacteriophages impregnation into medical grade polymethyl methacrylate, maintaining the effective titer of the bacteriophage during phage emission into the external environment, which opens the way for the possible application of this method of bacteriophage delivery in clinical practice. It is also assumed that certain bacteriophages are susceptible to aggressive influences from the chemical components of "bone cement" and / or polymerization reaction products, which requires strict selection of bacteriophage strains that could be suitable for this method of delivery.

ChemInform Abstract: Synthesis of Some Novel N-Alkyl/Acyl/Aroyl 2-(Chroman/6-bromochroman-2-yl)-1H-benzimidazoles Using Ionic Liquids and Their Antibacterial Activity.

ChemInform ◽  
2010 ◽  
Vol 41 (42) ◽  
Author(s):  
Changdev Namdev Raut ◽  
Sandeep Madhukar Bagul ◽  
Ravindra Ashok Janrao ◽  
Sanjay Dashrath Vaidya ◽  
Bobba Venkata Siva Kumar ◽  
...  
Keyword(s):  
Antibacterial Activity ◽  
Ionic Liquids

In-vitro cytotoxicity, synergistic antibacterial activity and interaction studies of imidazolium-based ionic liquids with levofloxacin

2021 ◽  
Vol 325 ◽  
pp. 115125
Author(s):  
Md. Abrar Siddiquee ◽  
Juhi Saraswat ◽  
Khalid Imtiyaz ◽  
Ab Raouf Bhat ◽  
Farooq Ahmad Wani ◽  
...  
Keyword(s):  
Antibacterial Activity ◽  
Ionic Liquids ◽  
In Vitro Cytotoxicity ◽  
Interaction Studies ◽  
Synergistic Antibacterial Activity

scholarly journals QSAR modeling of antibacterial activity of some benzimidazole derivatives

2011 ◽  
Vol 17 (1) ◽  
pp. 33-38 ◽  
Author(s):  
Sanja Podunavac-Kuzmanovic ◽  
Dragoljub Cvetkovic
Keyword(s):  
Antibacterial Activity ◽  
Qsar Model ◽  
Quantitative Structure Activity Relationship ◽  
Structural Features ◽  
Benzimidazole Derivatives ◽  
Qsar Modeling ◽  
Qsar Study ◽  
Validation Procedure ◽  
Leave One Out

A quantitative structure-activity relationship (QSAR) study has been carried out for training set of 12 benzimidazole derivatives to correlate and predict the antibacterial activity of studied compounds against Gram-negative bacteria Pseudomonas aeruginosa. Multiple linear regression was used to select the descriptors and to generate the best prediction model that relates the structural features to inhibitory activity. The predictivity of the model was estimated by cross-validation with the leave-one-out method. Our results suggest a QSAR model based on the following descriptors: parameter of lipophilicity (logP) and hydration energy (HE). Good agreement between experimental and predicted inhibitory values, obtained in the validation procedure, indicated the good quality of the generated QSAR model.

Sign in / Sign up

Export Citation Format

Share Document