The aim of this work is to evaluate the potential of non-coated-, chitosan-(CS)- or chitosan-glutathione conjugate- (CS-GSH)-coated liposomes to protect the neurotransmitter Dopamine (DA) from the autoxidation reaction in neutral/alkaline conditions. This may be of interest in the development of nanotechnology-based approaches to improve Parkinson's disease treatment because decreased ROS production and reduced DA associated neurotoxicity are expected. For the mentioned purposes, DA-loaded vesicles were prepared by the Dried Reconstituted Vesicles (DRV) method, and were subsequently coated using solutions of polycations. As for the mean diameters of liposomes so prepared, the CS-GSH coated liposomes showed a significant decrease in size compared to the corresponding non-coated and CS-coated vesicles. The surface charge of DA-loaded non-coated liposomes was -10.8 mV, whereas the CS or CS-GSH coated vesicles showed a slightly positive ζ-potential. The capability of the herein studied vesicles to prevent DA autoxidation was evaluated by visual inspection, monitoring DA/lipid ratio as such and under stressed conditions. The results suggest that liposome formulations partially protect the neurotransmitter from the autoxidation reaction. In particular, the CS-GSH coated liposomes were more stable than the corresponding CS-coated and non-coated ones against the oxidative damage and were found to deliver the neurotransmitter in a sustained manner. Probably, this is due to the localization of the neurotransmitter in the core of the vesicles as indicated by XPS which confirmed the absence of the neurotransmitter on the surface of these vesicles.
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http://dx.doi.org/10.1016/j.colsurfb.2018.05.049 | DOI Listing |
Chemistry
December 2024
School of Chemical Sciences, Indian Association for the Cultivation of Science, 2 A & 2B Raja S. C. Mullick Road, Jadavpur, Kolkata, 700032, India.
Herein, we report Pd-catalyzed C(sp)-H acylation using aldehyde as acyl source and O as the green oxidant at room temperature. A selective association of acyl radical formed in-situ during aldehyde autoxidation with Pd-catalysis is the key to the process. The reaction afforded products in good yields (up to 82 %) and it is scalable.
View Article and Find Full Text PDFFood Res Int
December 2024
Faculty of Agricultural, Environmental and Food Sciences, Free University of Bolzano, Piazza Università, 1, Bolzano 39100, Italy.
Several spectrophotometric assays, such as 1,1-diphenyl-2-picrylhydrazyl (DPPH) and oxygen radical absorbance capacity (ORAC), are commonly used to assess antioxidant activity. However, these methods often lack real-world relevance as they do not inhibit autoxidation in actual food substrates. Although direct measurement of oxygen consumption or peroxide formation during inhibited autoxidation offers certain advantages, it is labor intensive and requires specialized equipment.
View Article and Find Full Text PDFJ Org Chem
December 2024
Dipartimento di Chimica e Biologia "A. Zambelli", Università degli Studi di Salerno, 84084 Fisciano, SA, Italy.
Herein we report two processes facilitated by diisopropylethylamine (DIPEA) for the synthesis of novel bridged polycyclic molecule analogues to natural products. The use of 4-bromoisochroman-3-one initiated an autoxidation reaction, followed by a Diels-Alder cycloaddition in the presence of electron-deficient dienophiles. Mechanistic studies revealed isochromane-3,4-dione as a key intermediate, which undergoes in situ dienolization/dearomatization followed by a [4 + 2] cycloaddition.
View Article and Find Full Text PDFJ Phys Chem A
December 2024
Department of Physics, Bharathiar University, Coimbatore 641046, India.
The hydrogen shift reactions of peroxy radicals derived from the ȮH-initiated oxidation of three atmospherically important monoterpenes, limonene, α-pinene, and β-pinene, have been studied. The Bell-Evans-Polanyi relationship (BEPR), Marcus cross relationship (MCR), and Robert-Steel relationship (RSR) are employed to study the factors that contribute to the kinetics of the H-shift reactions. Our results show distinct kinetic behaviors based on the size of the transition-state ring, the functional group present at the H atom abstraction site, and the type of carbon-centered radical formed.
View Article and Find Full Text PDFChem Res Toxicol
December 2024
Department of Medical Imaging and Radiation Sciences, Faculty of Medicine and Health Sciences, Université de Sherbrooke, 3001, 12e Avenue Nord, Sherbrooke, Québec J1H 5N4, Canada.
Radical oxidation of DNA gives rise to potentially deleterious lesions such as strand breaks and various nucleobase modifications including 5-formyl-2'-deoxyuridine (5-fo-dU), a prevalent product derived from the oxidation of the C5-methyl group of thymidine. The present study investigates the unusual transformation of 5-fo-dU into 5-hydroxy-2'-deoxyuridine (5-oh-dU) and 5,6-dihydroxy-5,6-dihydro-2'-deoxuridine (gly-dU), two products typically associated with the oxidation of 2'-deoxycytidine. Detailed mechanistic analyses reveal that hydrogen peroxide, either generated as a byproduct of ascorbate autoxidation or added exogenously, mediates the formation of these oxidatively induced C5-dealkylated products.
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