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1.
Chemistry ; 30(18): e202303631, 2024 Mar 25.
Article in English | MEDLINE | ID: mdl-38059669

ABSTRACT

Carbon dots (CDs) are an emerging class of carbon nanoparticles, which for their characteristics have found applications in many fields such as catalysis, materials and biomedicine. Within this context, the application of CDs as antibacterial agents has received much attention in very recent years, while their use as antifungal nanoparticles has been scarcely investigated. Here we report a systematic investigation of the surface functional groups of CDs to study their influence on these nanoparticles' against Candida albicans. Three classes of CDs have been synthesised and fully characterized. A thorough in vitro and in vivo biological screening against C. albicans was performed to test their antifungal, antiadhesion and antibiofilm formation activities. Moreover, the interaction with C. albicans cells was investigated by microscopic analysis. Our results evidence how the presence of a positively polarised surface results crucial for the internalization into COS-7 cells. Positively charged nanoparticles were also able to inhibit adhesion and biofilm formation, to interact with the cellular membrane of C. albicans, and to increase the survival of G. mellonella infected larvae after the injection with positive nanoparticles. The antifungal activity of CDs and their extremely low toxicity may represent a new strategy to combat infections sustained by C.albicans.


Subject(s)
Antifungal Agents , Candida albicans , Animals , Antifungal Agents/pharmacology , Carbon , Biofilms , Larva , Microbial Sensitivity Tests
2.
ACS Macro Lett ; 12(8): 1079-1084, 2023 08 15.
Article in English | MEDLINE | ID: mdl-37462451

ABSTRACT

Hyaluronic acid (HA) is a naturally occurring biopolymer that has been employed for a plethora of medicinal applications. Nevertheless, as HA is a natural polysaccharide, it can be a substrate able to promote microbial growth and proliferation. Biopolymer-drug conjugates have gained attention over the years to overcome drawbacks of each single component. Within this context, thymol (Thy), a phenolic compound occurring in essential oils (EOs) extracted from Thymus and Origanum, has been largely studied for its antimycotic applications. However, it is characterized by a low water solubility and moderate cytotoxicity. Herein, we report an innovative HA-thymol conjugate (HA-Thy) biomaterial to circumvent the drawbacks of free thymol use by providing the polymer conjugate with the beneficial properties of both components. Preliminary biological tests evidenced the decrease of thymol cytotoxicity for the HA-Thy conjugate, paired with a promising antibiofilm formation activity against Candida albicans, similar to pure thymol, highlighting its potential application as a preservative biomaterial in formulations.


Subject(s)
Candida albicans , Thymol , Thymol/pharmacology , Hyaluronic Acid/pharmacology , Biofilms , Microbial Sensitivity Tests
3.
Molecules ; 28(2)2023 Jan 06.
Article in English | MEDLINE | ID: mdl-36677671

ABSTRACT

A thorough study on the amidation conditions of N-acetyl-l-phenylalanine using TBTU and various bases is reported for the synthesis of 2-(N-acetyl)-l-phenylalanylamido-2-deoxy-d-glucose (NAPA), a promising drug for the treatment of joints diseases. TBTU-mediated diastereoselective amidation reaction with 1,3,4,6-tetra-O-acetyl-ß-d-glucosamine always gave racemization of N-acetyl-l-phenylalanine. The stereochemical retention under amidation conditions was studied in detail in the presence of difference bases and via other control experiments, evidencing the possibility to reduce racemization using pyridine as base.


Subject(s)
Glucosamine , Glucose , Anti-Inflammatory Agents , Deoxyglucose
4.
Gels ; 8(8)2022 Jul 30.
Article in English | MEDLINE | ID: mdl-36005081

ABSTRACT

Here, we present a one-pot procedure for the preparation of hyaluronic acid (HA) sulfonated hydrogels in aqueous alkaline medium. The HA hydrogels were crosslinked using 1,4-butanedioldiglycidyl ether (BDDE) alone, or together with N-bis(2-hydroxyethyl)-2-aminoethanesulfonic acid (Bes), as a safe sulfonating agent. Conditions for the simultaneous reaction of HA with BDDE and Bes were optimized and the resulting hydrogels were characterized under different reaction times (24, 72, and 96 h). The incorporation of sulfonic groups into the HA network was proven by elemental analysis and FTIR spectroscopy and its effect on water uptake was evaluated. Compared with the non-sulfonated sample, sulfonated gels showed improved mechanical properties, with their compressive modulus increased from 15 to 70 kPa, higher stability towards hyaluronidase, and better biocompatibility to 10T1/2 fibroblasts, especially after the absorption of collagen. As main advantages, the procedure described represents an easy and reproducible methodology for the fabrication of sulfonated hydrogels, which does not require toxic chemicals and/or solvents.

5.
ChemSusChem ; 15(18): e202200966, 2022 Sep 20.
Article in English | MEDLINE | ID: mdl-35877940

ABSTRACT

The application of deep eutectic solvents (DESs) to dissolve metal oxides in lithium-ion batteries (LIBs) recycling represents a green technological alternative to the mineral acids employed in hydrometallurgical recycling processes. However, DESs are much more expensive than mineral acids and must be reused to ensure economic feasibility of LIB recycling. To evaluate DES reusability, the role of the choline chloride-ethylene glycol DES decomposition products on metal oxides dissolution was investigated. The temperatures generally applied to carry on this DES leaching induced the formation of decomposition products that ultimately improved the ability to dissolve LIB metal oxides. The characterization of DES decomposition products revealed that the improved metal dissolution was mainly determined by the formation of Cl3 - , which was proposed to play a pivotal role in the oxidative dissolution of LIB metal oxides.

6.
Pharmaceutics ; 14(1)2022 Jan 10.
Article in English | MEDLINE | ID: mdl-35057053

ABSTRACT

Polylactides (PLAs) are a class of polymers that are very appealing in biomedical applications due to their degradability in nontoxic products, tunable structural, and mechanical properties. However, they have some drawbacks related to their high hydrophobicity, lack of functional groups able to graft bioactive molecules, and solubility in unsafe solvents. To circumvent these shortcomings, porous scaffolds for tissue engineering were prepared by vigorously mixing a solution of isotactic and atactic PLA in nontoxic ethyl acetate at 70 °C with a water solution of choline taurinate. The partial aminolysis of the polymer ester bonds by taurine -NH2 brought about the formation of PLA oligomers with surfactant activity that stabilized the water-in-oil emulsion. Upon drying, a negligible shrinking occurred, and mechanically stable porous scaffolds were obtained. By varying the polymer composition and choline taurinate concentration, it was possible to modulate the pore dimensions (30-50 µm) and mechanical properties (Young's moduli: 1-6 MPa) of the samples. Furthermore, the grafted choline taurinate made the surface of the PLA films hydrophilic, as observed by contact angle measurements (advancing contact angle: 76°; receding contact angle: 40°-13°). The preparation method was very simple because it was based on a one-pot mild reaction that did not require an additional purification step, as all the employed chemicals were nontoxic.

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