Radical-Trapping Antioxidants

Oxidation of the lipids that comprise our cell membranes, as well as the membranes of the various organelles and components of our cells, has long been implicated in the pathogenesis of a wide variety of degenerative diseases, as well as cancer and aging. To better understand the part lipid oxidation products play in these processes, we study the mechanisms by which lipids oxidize, as well as the mechanisms by which the oxidation products interact with other cellular constituents. Moreover, we synthesize what we believe to be particularly relevant oxidation products, and/or specifically-derivatized versions thereof, in order to probe their roles in cell and animal models of disease. Lipid classes currently under active investigation in the laboratory include plasmalogens, sterols and polyunsaturated fatty acids. Researchers pursuing projects in this area train in organic synthesis and kinetic and mechanistic studies, and may gain additional experience in the analysis of cell and tissue extracts with state-of-the-art UPLC with  tandem mass spectrometry, molecular and cell biology, and cell imaging.

 

 

 

 

 

 

 

 

For more info, please check out some of our recent work in this area:

 

The Antioxidant Activity of Polysulfides: It’s Radical!

Jean-Philippe R. Chauvin, Markus Griesser & Derek A. Pratt* Chemical Science 2019, 10, 4999-5010.

Inhibition of Hydrocarbon Autoxidation by Nitroxide-Catalyzed Cross-Dismutation of Hydroperoxyl and Alkylperoxyl Radicals

Kareem A. Harrison, Evan A. Haidasz, Markus Griesser & Derek A. Pratt* Chemical Science 20189, 6068-6079.

The Catalytic Reaction of Nitroxides with Peroxyl Radicals and its Relevance to their Cytoprotective Properties

Markus Griesser, Ron Shah, Antonius T. Van Kessel, Omkar Zilka, Evan A. Haidasz & Derek A. Pratt*

Journal of the American Chemical Society 2018, 140, 3798-3808.

Phenoxazine: A Privileged Scaffold for Radical-Trapping Antioxidants

Luke A. Farmer, Evan A. Haidasz, Markus Griesser & Derek A. Pratt* Journal of Organic Chemistry 201782, 10523-10536.

Diazaphenoxazines and Diazaphenothiazines: Synthesis of the ‘Correct’ Isomers Reveals They are Highly-Reactive Radical-Trapping Antioxidants

Evan A. Haidasz & Derek A. Pratt* Organic Letters 201719, 1854-1857.