[structure: see text] Pyridoxamine is known to be an effective inhibitor of both advanced glycation (AGE) and advanced lipoxidation (ALE) end products. The synthesis of a novel multifunctional AGE and ALE inhibitor, 6-dimethylaminopyridoxamine (dmaPM, 11) is described. The 6-dimethylamino substituent increases the radical trapping ability of pyridoxamine's phenolic group. Results obtained during ribose glycations show that both the new dmaPM and a known strong radical trapping agent, 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid (Trolox), prevent intermolecular protein cross-linking more effectively than pyridoxamine (PM).
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http://dx.doi.org/10.1021/ol0348147 | DOI Listing |
ACS Phys Chem Au
January 2025
Department of Medical Applied Chemistry, Chung Shan Medical University, Taichung 402, Taiwan.
Novel coumarin-triphenyliminophosphorane (TPIPP) fluorophores, synthesized via a nonhydrolytic Staudinger reaction, exhibit remarkable redox-responsive optical properties. Upon chemical and electrochemical oxidation, these compounds display a hypsochromic shift in absorption from 430 to 350 nm, accompanied by up to 11-fold fluorescence enhancement under 405 nm excitation. The fluorescence switching occurs at an electrochemical oxidation potential of approximately +2.
View Article and Find Full Text PDFBioorg Chem
January 2025
Basic Medicine Research and Innovation Center for Novel Target and Therapeutic Intervention (Ministry of Education), Department of Urology and Department of Cancer Center of the Second Affiliated Hospital, College of Pharmacy, Chongqing Medical University, Chongqing 400016, China; The Fifth People's Hospital of Shanghai, Molecular and Cell Biology Laboratory, Institutes of Biomedical Sciences, Fudan University, Shanghai 200032, China. Electronic address:
Ferroptosis is a novel type of programmed cell death characterized by radical-driven lipid peroxidation accumulation, which is involved in various diseases, including acute organ injury and neurodegenerative disorders. Pharmacological inhibition of ferroptosis is a promising strategy for treating these diseases. In this study, 16 benzo[b][1,4]oxazine derivatives were synthesized and assayed for their antiferroptotic activity.
View Article and Find Full Text PDFJ Genet Genomics
January 2025
Medical Science and Technology Innovation Center, Shandong First Medical University & Shandong Academy of Medical Sciences, Jinan, Shandong 250117, China; Biomedical Sciences College & Shandong Medicinal Biotechnology Centre, Shandong First Medical University & Shandong Academy of Medical Sciences, Jinan, Shandong 250117, China. Electronic address:
Ferroptosis, a type of programmed cell death, represents a distinct paradigm in cell biology. It is characterized by the iron-dependent accumulation of reactive oxygen species, which induce lipid peroxidation (LPO), and is orchestrated by the interplay between iron, lipid peroxides, and glutathione. In this review, we emphasize the frequently overlooked role of iron in LPO beyond the classical iron-driven Fenton reaction in several crucial processes that regulate cellular iron homeostasis, including iron intake and export as well as ferritinophagy, and the emerging roles of endoplasmic reticulum-resident flavoprotein oxidoreductases, especially P450 oxidoreductases, in modulating LPO.
View Article and Find Full Text PDFJ Am Chem Soc
January 2025
Department of Chemistry, Southern University of Science and Technology, Shenzhen 518055, China.
A small but growing set of radical SAM (-adenosyl-l-methionine) enzymes catalyze the radical mediated dehydration or dehydrogenation of 1,2-diol substrates. In some cases, these activities can be interchanged via minor structural perturbations to the reacting components raising questions regarding the relative importance of hyperconjugation, proton circulation and leaving group stability in determining the reaction outcome. The present work describes trapping and electron paramagnetic resonance (EPR) characterization of an α-hydroxyalkyl radical intermediate during dehydration and dehydrogenation of cytosylglucuronic acid and its derivatives catalyzed by the radical SAM enzyme BlsE and its Glu189Ala mutant from the blasticidin S biosynthetic pathway.
View Article and Find Full Text PDFInt J Biol Macromol
January 2025
Center of Excellence for Research in Engineering Materials (CEREM), Deanship of Scientific Research, King Saud University, Riyadh 11421, Saudi Arabia. Electronic address:
The discharge of dye-contaminated industrial wastewater is a significant source of water and soil pollution. The eco-friendly synthesis of multifunctional bismuth oxide nanoparticles (BiO-NPs) offers a promising approach for the removal of toxic contaminants. The incorporation of natural polymers in nanoparticle production has gained significant scientific attention due to their environmentally friendly and efficient properties.
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