Antibacterial Properties of Glycosylated Surfaces: Variation of the Glucosidal Moiety and Fatty Acid Conformation of Grafted Microbial Glycolipids

<div>Glycosylated surfaces can display antimicrobial properties. It has been shown that sophorolipids can be used to develop biocidal coatings against Gram-positive and Gramnegative bacteria, but with a limited efficiency so far. Therefore, it appears necessary to further investigate the surface antibacterial activity of a broader set of structurally related glycolipids.</div><div>The present work explores the influence of the glucosidic moiety (gluco-, sophoro-, cellobio-)</div><div>and the fatty acid backbone (saturated, cis or trans monounsaturated). We show that the fatty</div><div>acid backbone plays an important role: cis derivative of sophorolipids (SL) grafted onto model</div><div>gold surfaces has better biocidal properties than saturated (SL0) and trans monounsaturated</div><div>(SLt) molecules, which appear to be inefficient. The number of glucose units is also a key factor:</div><div>a one-third decrease in antibacterial activity is observed when having one glucose unit (GL)</div><div>compared to two (SL).Sugar acetylation (SLa) does not seem to have an impact on the biocidal</div><div>properties of surfaces. These results are not limited to sophorolipids, cellobioselipids (CL)</div><div>leading to similar antibacterial observations. </div>

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Antibacterial Properties of Glycosylated Surfaces: Variation of the Glucosidal Moiety and Fatty Acid Conformation of Grafted Microbial Glycolipids

10.26434/chemrxiv.12287576.v1 ◽

2020 ◽

Author(s):

Claire Valotteau ◽

Sophie L. K. W. Roelants ◽

Prabhu Dasaiyan ◽

Susanne Zibek ◽

Michael Günther ◽

...

Keyword(s):

Antibacterial Activity ◽

Fatty Acid ◽

Antibacterial Properties ◽

Antimicrobial Properties ◽

Gold Surfaces ◽

Gram Positive ◽

Glucose Unit ◽

Biocidal Coatings ◽

Key Factor ◽

Biocidal Properties

<div>Glycosylated surfaces can display antimicrobial properties. It has been shown that sophorolipids can be used to develop biocidal coatings against Gram-positive and Gramnegative bacteria, but with a limited efficiency so far. Therefore, it appears necessary to further investigate the surface antibacterial activity of a broader set of structurally related glycolipids.</div><div>The present work explores the influence of the glucosidic moiety (gluco-, sophoro-, cellobio-)</div><div>and the fatty acid backbone (saturated, cis or trans monounsaturated). We show that the fatty</div><div>acid backbone plays an important role: cis derivative of sophorolipids (SL) grafted onto model</div><div>gold surfaces has better biocidal properties than saturated (SL0) and trans monounsaturated</div><div>(SLt) molecules, which appear to be inefficient. The number of glucose units is also a key factor:</div><div>a one-third decrease in antibacterial activity is observed when having one glucose unit (GL)</div><div>compared to two (SL).Sugar acetylation (SLa) does not seem to have an impact on the biocidal</div><div>properties of surfaces. These results are not limited to sophorolipids, cellobioselipids (CL)</div><div>leading to similar antibacterial observations. </div>

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Preparation of bioactive and antibacterial PMMA-based bone cement by modification with quaternary ammonium and alkoxysilane

Journal of Biomaterials Applications ◽

10.1177/08853282211004413 ◽

2021 ◽

pp. 088532822110044

Author(s):

Haiyang Wang ◽

Toshinari Maeda ◽

Toshiki Miyazaki

Keyword(s):

Antibacterial Activity ◽

Methyl Methacrylate ◽

Bone Cement ◽

Setting Time ◽

Antibacterial Properties ◽

The Body ◽

Apatite Formation ◽

Gram Positive ◽

E Coli ◽

Gram Positive Bacteria

Bone cement based on poly(methyl methacrylate) (PMMA) powder and methyl methacrylate (MMA) liquid is a very popular biomaterial used for the fixation of artificial joints. However, there is a risk of this cement loosening from bone because of a lack of bone-bonding bioactivity. Apatite formation in the body environment is a prerequisite for cement bioactivity. Additionally, suppression of infection during implantation is required for bone cements to be successfully introduced into the human body. In this study, we modified PMMA cement with γ-methacryloxypropyltrimetoxysilane and calcium acetate to introduce bioactive properties and 2-( tert-butylamino)ethyl methacrylate (TBAEMA) to provide antibacterial properties. The long-term antibacterial activity is attributed to the copolymerization of TBAEMA and MMA. As the TBAEMA content increased, the setting time increased and the compressive strength decreased. After soaking in simulated body fluid, an apatite layer was detected within 7 days, irrespective of the TBAEMA content. The cement showed better antibacterial activity against Gram-negative E. Coli than Gram-positive bacteria; however, of the Gram-positive bacteria investigated, B. subtilis was more susceptible than S. aureus.

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Zinc(II) Complexes with Amino Acids for Potential Use in Dermatology: Synthesis, Crystal Structures, and Antibacterial Activity

Molecules ◽

10.3390/molecules25040951 ◽

2020 ◽

Vol 25 (4) ◽

pp. 951 ◽

Cited By ~ 3

Author(s):

Michał Abendrot ◽

Lilianna Chęcińska ◽

Joachim Kusz ◽

Katarzyna Lisowska ◽

Katarzyna Zawadzka ◽

...

Keyword(s):

Amino Acids ◽

Antibacterial Activity ◽

Antibacterial Properties ◽

Antimicrobial Properties ◽

X Ray Diffraction ◽

Organic Zinc ◽

Counter Ions ◽

Open Issue ◽

Potential Use ◽

Active Substances

The multifunctional profile of Zn2+ has influenced its great popularity in various pharmaceutical, food, and cosmetic products. Despite the use of different inorganic and organic zinc derivatives, the search for new zinc-containing compounds with a safer skin profile still remains an open issue. The present paper describes the synthesis, structural characterization, and antibacterial activity of zinc(II) complexes with proteinogenic amino acids as potential candidates for dermatological treatments. The obtained complexes are of the general formula [Zn(AA)2], where AA represents an amino acid (L-Glu, Gly, L-His, L-Pro, L-Met, and L-Trp). Their synthesis was designed in such a way that the final bis(aminoacidate) zinc(II) complexes did not contain any counter-ions such as Cl−, NO3−, or SO42− that can cause some skin irritations. The chemical structure and composition of the compounds were identified by 1H NMR spectroscopy and elemental analysis, and four were also characterized by single-crystal X-ray diffraction. The Hirshfeld surface analysis for the Zn2+ metallic center helped to determine its coordination number and geometry for each complex. Finally, the antibacterial properties of the complexes were determined with respect to three Gram-positive strains, viz. Staphylococcus aureus ATCC 6538, Staphylococcus epidermidis ATCC 12228, and Streptococcus pyogenes ATCC 19615, and two Gram-negative bacteria, viz. Escherichia coli ATCC 25992 and Pseudomonas aeruginosa ATCC 27853, and were compared with the activity of zinc 2-pirrolidone 5-carboxylate (ZnPCA), commonly applied in dermatology. It was found that the Zn(II) complexes with methionine and glycine exhibited a higher antibacterial activity than the tested standard, and the antimicrobial properties of complex with Trp were satisfactory. The results of the antimicrobial activity examination allow us to postulate that the obtained zinc complexes might become new active substances for use in dermatological products.

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Physicochemical and Antibacterial Properties of Chitosan Extracted from Waste Shrimp Shells

International Journal of Microbiology ◽

10.1155/2016/5127515 ◽

2016 ◽

Vol 2016 ◽

pp. 1-7 ◽

Cited By ~ 12

Author(s):

José Carlos Vilar Junior ◽

Daylin Rubio Ribeaux ◽

Carlos Alberto Alves da Silva ◽

Galba Maria De Campos-Takaki

Keyword(s):

Antibacterial Activity ◽

Antibacterial Properties ◽

Gram Negative Bacteria ◽

Gram Positive ◽

Gram Negative ◽

Degree Of Deacetylation ◽

Shrimp Shells ◽

Shrimp Shell ◽

Ft Ir ◽

High Degree

This research aims to study the production of chitosan from shrimp shell (Litopenaeus vannamei) of waste origin using two chemical methodologies involving demineralization, deproteinization, and the degree of deacetylation. The evaluation of the quality of chitosan from waste shrimp shells includes parameters for the yield, physical chemistry characteristics by infrared spectroscopy (FT-IR), the degree of deacetylation, and antibacterial activity. The results showed (by Method 1) extraction yields for chitin of 33% and for chitosan of 49% and a 76% degree of deacetylation. Chitosan obtained by Method 2 was more efficient: chitin (36%) and chitosan (63%), with a high degree of deacetylation (81.7%). The antibacterial activity was tested against Gram-negative bacteria (Stenotrophomonas maltophiliaandEnterobacter cloacae) and Gram-positiveBacillus subtilisand the Minimum Inhibitory Concentrations (MIC) and the Minimum Bactericidal Concentration (MBC) were determined. Method 2 showed that extracted chitosan has good antimicrobial potential against Gram-positive and Gram-negative bacteria and that the process is viable.

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Studies on the antibacterial properties of some basic derivatives of cholane and norcholane

Proceedings of the Royal Society of London Series B Biological Sciences ◽

10.1098/rspb.1947.0030 ◽

1947 ◽

Vol 134 (877) ◽

pp. 538-543 ◽

Cited By ~ 2

Keyword(s):

Staphylococcus Aureus ◽

Surface Tension ◽

Antibacterial Activity ◽

Antibacterial Properties ◽

Lactobacillus Helveticus ◽

Bacteriostatic Activity ◽

Gram Positive ◽

Gram Negative ◽

Derivatives Of

A series of basic derivatives of cholane and norcholane has been examined for bacteriostatic activity against the Gram-positive Staphylococcus aureus and Lactobacillus helveticus and the Gram-negative Bacillus lactis aerogenes . The basic derivatives, in general, were more highly bacteriostatic against the Gram-positive organisms than against the Gram-negative. Of the compounds studied, the highest antibacterial activity was shown by 3:7:12-trihydroxy-23-guanido-norcholane hydrochloride. No relationship was apparent between the lowering of the surface tension of the medium induced by the compounds and their bacteriostatic activity.

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Synthesis, Characterization, and Antibacterial Activity of Ag2O-Loaded Polyethylene Terephthalate Fabric via Ultrasonic Method

Nanomaterials ◽

10.3390/nano9030450 ◽

2019 ◽

Vol 9 (3) ◽

pp. 450 ◽

Cited By ~ 6

Author(s):

Armin Rajabi ◽

Mariyam Ghazali ◽

Ebrahim Mahmoudi ◽

Amir Baghdadi ◽

Abdul Mohammad ◽

...

Keyword(s):

Antibacterial Activity ◽

Polyethylene Terephthalate ◽

Ultrasonic Method ◽

Antibacterial Properties ◽

X Ray Diffraction ◽

Visible Spectroscopy ◽

X Ray ◽

Key Factor ◽

Effects Of Ph ◽

Testing Field

In this study, Ag2O was synthesized on polyethylene terephthalate fabrics by using an ultrasonic technique with Ag ion reduction in an aqueous solution. The effects of pH on the microstructure and antibacterial properties of the fabrics were evaluated. X-ray diffraction confirmed the presence of Ag2O on the fabrics. The fabrics were characterized by Fourier transform infrared spectroscopy, ultraviolet–visible spectroscopy, and wettability testing. Field-emission scanning electron microscopy verified that the change of pH altered the microstructure of the materials. Moreover, the antibacterial activity of the fabrics against Escherichia coli was related to the morphology of Ag2O particles. Thus, the surface structure of Ag2O particles may be a key factor of the antibacterial activity.

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The Lyophilization Process Maintains the Chemical and Biological Characteristics of Royal Jelly

Evidence-based Complementary and Alternative Medicine ◽

10.1155/2015/825068 ◽

2015 ◽

Vol 2015 ◽

pp. 1-5 ◽

Cited By ~ 7

Author(s):

Andresa Piacezzi Nascimento ◽

Larissa Ariana Roveroni Moraes ◽

Nathália Ursoli Ferreira ◽

Gabriela de Padua Moreno ◽

Fernanda Grassi Mangolini Uahib ◽

...

Keyword(s):

Antibacterial Activity ◽

Fatty Acid ◽

Royal Jelly ◽

Antibacterial Properties ◽

Chemical Characterization ◽

Resistant Bacteria ◽

Bioactive Substances ◽

Antibiotic Resistant ◽

Chromatographic Profile ◽

Main Fatty Acid

The alternative use of natural products, like royal jelly (RJ), may be an important tool for the treatment of infections caused by antibiotic-resistant bacteria. RJ presents a large number of bioactive substances, including antimicrobial compounds. In this study, we carried out the chemical characterization of fresh and lyophilized RJ and investigated their antibacterial effects with the purpose of evaluating if the lyophilization process maintains the chemical and antibacterial properties of RJ. Furthermore, we evaluated the antibacterial efficacy of the main fatty acid found in RJ, the 10-hydroxy-2-decenoic acid (10H2DA). Chromatographic profile of the RJ samples showed similar fingerprints and the presence of 10H2DA in both samples. Furthermore, fresh and lyophilized RJ were effective against all bacteria evaluated; that is, the lyophilization process maintains the antibacterial activity of RJ and the chemical field of 10H2DA. The fatty acid 10H2DA exhibited a good antibacterial activity againstStreptococcus pneumoniae. Therefore, it may be used as an alternative and complementary treatment for infections caused by antibiotic-resistantS. pneumoniae.

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Synthesis of Some Quinoxaline Sulfonamides as a Potential Antibacterial Agent

Journal of Pharmaceutical Research International ◽

10.9734/jpri/2021/v33i51b33521 ◽

2021 ◽

pp. 116-132

Author(s):

Festus O. Taiwo ◽

Craig A. Obafemi ◽

David A. Akinpelu A. Akinpelu

Keyword(s):

Antibacterial Activity ◽

Broad Spectrum ◽

Antibacterial Agent ◽

Antibacterial Property ◽

Antibacterial Properties ◽

Antimicrobial Properties ◽

Pharmacological Properties ◽

Antimicrobial Compounds ◽

Bacterial Strains ◽

Bactericidal Effects

Aims: This studies aims at the synthesis of new heterocyclic systems and study its biological and pharmacological properties. Objective: This study was designed to synthesized some quinoxaline-2,3-dione with sulfonamide moiety, characterize the synthesized compounds, and study the antimicrobial properties of the synthesized compounds on some bacterial strains. Materials and Methods: Six quinoxaline-6-sulfonohydrazone derivatives were synthesized by reacting quinoxaline-6-sulfonohydrazine with some substituted benzaldehydes and ketones. The compounds were tested for their potential antibacterial properties. Results: All the test compounds possessed promising antibacterial property against a panel of bacterial strains used for this study. The MIC values exhibited by these compounds ranged between 0.0313 and 0.250 mg/mL. Among the compounds tested, compound 2 showed appreciable antibacterial activity. Discussion and Conclusion: The study concluded that all the compounds exhibited appreciable bactericidal effects towards all the bacterial strains, particularly, compound 2 This is an indication that such compounds possessing broad spectrum activities will be useful in formulating antimicrobial compounds which could be used to treat infections caused by pathogens that are now developing resistance against the available antibiotics.

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Antibacterial And UV Protection Properties Modified Cotton Fabric Using Curcumin/ TiO2 Nanocomposite For Medical Textile Applications

10.21203/rs.3.rs-555492/v1 ◽

2021 ◽

Author(s):

M.M. Abd El-Hady ◽

A. Farouk ◽

S. El-Sayed Saeed ◽

S. Zaghloul

Keyword(s):

Antibacterial Activity ◽

Citric Acid ◽

Cotton Fabric ◽

Antibacterial Properties ◽

Uv Protection ◽

Chemical Mechanism ◽

Bacterial Strains ◽

Gram Positive ◽

Gram Negative ◽

Technical Textiles

Abstract Medical textiles are one of the most rapidly growing parts of the technical textiles sector of the textile industry. This work was developed for biocompatible materials of curcumin / TiO2 nanocomposite fabricated on the surface of cotton fabric for medical applications. Cotton fabric was pretreated with three crosslinking agents namely, citric acid, Quat-188, and GPTMS. Applying nanocomposite on modified cotton fabric using pad-dry cure method. The chemistry and morphology of modified fabrics are examined by Fourier-transformed infrared spectroscopy, energy-dispersive X-ray spectroscopy, and scanning electron microscopy. In addition, the chemical mechanism for nanocomposite modified fabric was reported. UV protection (UPF) and antibacterial properties against Gram - positive S. aureus and Gram - negative E. coli bacterial strains were investigated. The durability of fabrics to 20 washing cycles was also examined. Results demonstrated that nanocomposite modified cotton fabric exhibited superior antibacterial activity against Gram - negative bacteria that Gram - positive bacteria and excellent UV protection properties. Moreover, good durability was obtained, possibly due to the effect of the crosslinker used. Among the three pre-modification of cotton fabric, Quat-188 modified fabric reveals the highest antibacterial activity comparing with citric acid or GPTMS modified fabrics. This outcome suggested that curcumin / TiO2 nanocomposite Quatt-188 modified cotton fabric could be used in biomedical textile as antibacterial properties.

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