Undec-10-enoic acid functionalized chitosan based novel nano-conjugate: An enhanced anti-bacterial/biofilm and anti-cancer potential

Laskar, Khairujjaman; Syed, Farhatullah; Ahmed, Aquil; Owais, Mohammad

doi:10.1016/j.carbpol.2017.02.082

Cited by 31 publications

(20 citation statements)

References 39 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…In addition, in a previous work we found that multifunctional quaternary derivatives further derivatized with thiol moieties had improved wound healing features [15] and on this basis, similarly structured, more mucus-adhesive derivatives were obtained with the thiol groups protected from ready oxidation (coded QAH-Pro and QAL-Pro, respectively) [16]. Additionally, it is known that Ch containing cationic or hydrophobic residues can exhibit an enhanced antibacterial/antibiofilm potential [17,18]. Therefore, quaternized Ch grafted with methyl--cyclodextrin (coded QAH-CD and QAL-CD, respectively) [19] were also tested, seeing that the cyclic oligosaccharide has a hydrophilic external surface and a hydrophobic internal cavity.…”

Section: Int J Mol Sci 2019 20 X For Peer Review 3 Of 22mentioning

confidence: 86%

Antibacterial, Antibiofilm, and Antiadhesive Properties of Different Quaternized Chitosan Derivatives

Piras

Esin

Benedetti

et al. 2019

IJMS

View full text Add to dashboard Cite

In the era of antimicrobial resistance, the identification of new antimicrobials is a research priority at the global level. In this regard, the attention towards functional antimicrobial polymers, with biomedical/pharmaceutical grade, and exerting anti-infective properties has recently grown. The aim of this study was to evaluate the antibacterial, antibiofilm, and antiadhesive properties of a number of quaternized chitosan derivatives that have displayed significant muco-adhesive properties and wound healing promotion features in previous studies. Low (QAL) and high (QAH) molecular weight quaternized chitosan derivatives were synthetized and further modified with thiol moieties or pendant cyclodextrin, and their antibacterial activity evaluated as minimal inhibitory concentrations (MIC) and minimal bactericidal concentrations (MBC). The ability of the derivatives to prevent biofilm formation was assessed by crystal violet staining. Both QAL and QAH derivatives exerted a bactericidal and/or inhibitory activity on the growth of P. aeruginosa and S. epidermidis. The same compounds also showed marked dose-dependent anti-biofilm activity. Furthermore, the high molecular weight derivative (QAH) was used to functionalize titanium plates. The successful functionalization, demonstrated by electron microscopy, was able to partially inhibit the adhesion of S. epidermidis at 6 h of incubation. The shown ability of the chitosan derivatives tested to both inhibit bacterial growth and/or biofilm formation of clinically relevant bacterial species reveals their potential as multifunctional molecules against bacterial infections.

show abstract

Section: Int J Mol Sci 2019 20 X For Peer Review 3 Of 22mentioning

confidence: 86%

Antibacterial, Antibiofilm, and Antiadhesive Properties of Different Quaternized Chitosan Derivatives

Piras

Esin

Benedetti

et al. 2019

IJMS

View full text Add to dashboard Cite

show abstract

“…The antibacterial potential of the as-synthesized chitosan and polypyrrole-based bio-nanocomposites was assessed against E. coli and S. aureus using the agar well diffusion method following a published protocol, as standardized in our laboratory. 31,32 The inoculum was prepared by diluting the overnight cultures with sterile normal saline to a 0.5 McFarland standard. The agar Petri plates were prepared by spreading 1 Â 10 7 CFU per 50 ml of the mature broth culture of specic bacterial strains with a sterile L-shaped glass rod.…”

Section: Agar Well Diffusion Assaymentioning

confidence: 99%

Zinc oxide-decorated polypyrrole/chitosan bionanocomposites with enhanced photocatalytic, antibacterial and anticancer performance

et al. 2019

Self Cite

View full text Add to dashboard Cite

show abstract

“…UDA is an unsaturated medium chain fatty acid derivative, and is a promising neuroprotective substance for an inhibition of µ-calpain [17]. In addition, chitosan has been engineered to possess anti-bacterial/biofilm and anti-cancer potential by incorporating UDA [18]. From a chemical point of view, the incorporation of an unsaturated fatty acid make the conjugate a very attractive synthon for further functionalization by thiol-ene reaction [19,20], olefin cross-metathesis [21], or cross-linking [22].…”

Section: Of 17mentioning

confidence: 99%

Synthesis and Physicochemical Characterization of Undecylenic Acid Grafted to Hyaluronan for Encapsulation of Antioxidants and Chemical Crosslinking

et al. 2019

View full text Add to dashboard Cite

In this work, a new amphiphilic derivative made of 10-undecylenic acid grafted to hyaluronan was prepared by mixed anhydrides. The reaction conditions were optimized, and the effect of the molecular weight (Mw), reaction time, and the molar ratio of reagents was explored. Using this methodology, a degree of substitution up to 50% can be obtained. The viscosity of the conjugate can be controlled by varying the substitution degree. The physicochemical characterization of the modified hyaluronan was performed by infrared spectroscopy, Nuclear Magnetic Resonance, Size-Exclusion Chromatography combined with Multiangle Laser Light Scattering (SEC-MALLS), and rheology. The low proton motility and self-aggregation of the amphiphilic conjugate produced overestimation of the degree of substitution. Thus, a novel method using proton NMR was developed. Encapsulation of model hydrophobic guest molecules, coenzyme Q10, curcumin, and α-tocopherol into the micellar core was also investigated by solvent evaporation. HA-UDA amphiphiles were also shown to self-assemble into spherical nanostructures (about 300 nm) in water as established by dynamic light scattering. Furthermore, HA-UDA was crosslinked via radical polymerization mediated by ammonium persulphate (APS/TEMED). The cross-linking was also tested by photo-polymerization catalyzed by Irgacure 2959. The presence of the hydrophobic moiety decreases the swelling degree of the prepared hydrogels compared to methacrylated-HA. Here, we report a novel hybrid hyaluronan (HA) hydrogel system of physically encapsulated active compounds and chemical crosslinking for potential applications in drug delivery.

show abstract

Undec-10-enoic acid functionalized chitosan based novel nano-conjugate: An enhanced anti-bacterial/biofilm and anti-cancer potential

Cited by 31 publications

References 39 publications

Antibacterial, Antibiofilm, and Antiadhesive Properties of Different Quaternized Chitosan Derivatives

Antibacterial, Antibiofilm, and Antiadhesive Properties of Different Quaternized Chitosan Derivatives

Zinc oxide-decorated polypyrrole/chitosan bionanocomposites with enhanced photocatalytic, antibacterial and anticancer performance

Synthesis and Physicochemical Characterization of Undecylenic Acid Grafted to Hyaluronan for Encapsulation of Antioxidants and Chemical Crosslinking

Contact Info

Product

Resources

About