2021

 

Temperature-Dependence of Radical-Trapping Activity of Phenoxazine, Phenothiazine and their

Aza-Analogues Clarifies the Way Forward for New Antioxidant Design

Jia-Fei Poon, Luke A. Farmer, Evan A. Haidasz & Derek A. Pratt*

Chemical Science 2021, Accepted Article

Dysfunction of the Key Ferroptosis-Surveilling Systems Hypersensitizes Mice to Massive

Tubular Necrosis During Acute Kidney Injury

Wulf Tonnus, Claudia Meyer, Christian Steinebach, Alexia Belavgeni, Anne von Mässenhausen, Nadia Zamora Gonzalez,

Florian Gembardt, Nina Himmerkus, Francesca Maremonti, Markus Latk, Sophie Locke, Sebastian Doll, Spencer Short, Irina Ingold, Bettina Proneth, Kerstin Amann, Christoph Daniel, Nazanin Kabgani, Rafael Kramann, Paul Hergenrother, Stefan R. Bornstein,

Christian Hugo, Jan Ulrich Becker, Michael Gütschow, Derek Pratt, Marcus Conrad & Andreas Linkermann*

Nature Communications 2021, Accepted Article

 

On the Mechanism of Electrochemical Generation and Decomposition of Phthalimide N-oxyl (PINO)

Cheng Yang, Luke A. Farmer, Derek A. Pratt,* Stephen Maldonado* & Corey R. J. Stephenson*

Journal of the American Chemical Society 2021, 143, 10324-10332

Autoxidation vs. Antioxidants - The Fight for Forever

Julian Helberg & Derek A. Pratt*

Chemical Society Reviews 202150, 7343-7358

(invited contribution to themed collection on radical chemistry)

A Divergent Strategy for Site-Selective Radical Disulfuration of Carboxylic Acids with Trisulfide-1,1-Dioxides

Zijun Wu & Derek A. Pratt*

Angewandte Chemie International Edition 2021, 60, 15598-15605

Temperature-Dependent Effects of Alkyl Substitution on Diarylamine Radical-Trapping Antioxidant Activity 

Ron Shah, Jia-Fei Poon, Evan A. Haidasz & Derek A. Pratt*

Journal of Organic Chemistry 202186, 6538-6550

A Compendium of Cell Death Modulatory Profiles Identifies Ferroptosis Regulators

Megan Conlon, Carson Poltorack, Giovanni Forcina, Alex Wells, Melodie Mallais, Alexis Kahanu, Leslie Magtanong,

Derek A. Pratt & Scott J. Dixon*

Nature Chemical Biology 2021,17, 665-674

(highlighted in Nature Chemical Biology 'News and Views')

2020

Potent Ferroptosis Inhibitors Can Catalyze the Cross-Dismutation of Phospholipid-Derived

Alkylperoxyl Radicals and Hydroperoxyl Radicals

Jia-Fei Poon, Omkar Zilka & Derek A. Pratt*

Journal of the American Chemical Society 2020, 142, 14331-14342

Metabolic Determinants of Cancer Cell Sensitivity to Distinct Modes of Ferroptosis

Mariluz Soula, Ross A. Weber, Omkar Zilka, Hanan Alwaseem, Konnor La, Henrik Molina, Javier Garcia-Bermudez,*

Derek A. Pratt* & Kıvanç Birsoy*

Nature Chemical Biology 2020, 16, 1351-1360

Radical Substitution on Tetrasulfides: A Unique Route to Disulfides 

Zijun Wu & Derek A. Pratt*

Journal of the American Chemical Society 2020, 142, 10284-10290

Persistent Quinone Methide Dimers Lacking Labile H-Atoms Are Surprisingly Excellent

Radical-Trapping Antioxidants

Mark A. R. Raycroft, Jean-Philippe R. Chauvin, Matthew S. Galliher, Kevin J. Romero,

Corey R. J. Stephenson* & Derek A. Pratt*

Chemical Science 2020, 11, 5676-5689

(selected by the editors as a ‘Hot Article’ and ‘Pick of the Week’)

Reactive Sterol Electrophiles: Mechanisms of Formation and Reactions with

Proteins and Amino Acid Nucleophiles 

Ned A. Porter,* Libin Xu & Derek A. Pratt

Chemistry 2020, 2, 390-417

(invited contribution to themed issue in honour of Prof. Bernd Giese’s 80th birthday)

Hydrogen Atom Abstraction from Polyolefins: Experimental and Computational Studies of Model Systems

Graham E. Garrett, Derek A. Pratt & J. Scott Parent*

Macromolecules 2020, 53, 2793-2800

Synthesis of Vitisin A & D: Thermal Isomerization Enabled by a Persistent Radical Equilibrium 

Kevin J. Romero, Mitchell H. Keylor, Xu Zhu, Ethan J. Strobel,

Derek A. Pratt* & Corey R. J. Stephenson*

Journal of the American Chemical Society 2020, 142, 6499-6504

Base-Promoted C-C Bond Activation Enables Radical Allylation with Homoallylic Alcohols

Maximilian Lübbesmeyer, Emily G. Mackay, Mark A. R. Raycroft, Jonas Elfert, Derek A. Pratt* & Armido Studer*

Journal of the American Chemical Society 2020, 142, 2609-2616

On the Products of Cholesterol Autoxidation in Phospholipid Bilayers and the Formation of

Secosterols Derived Therefrom 

Emily L. Schaefer, Nadia Zopyrus, Zosia A. M. Zielinski & Derek A. Pratt*

Angewandte Chemie International Edition 2020, 59, 2089-2094

(selected by the editors as a ‘Very Important Paper’)

2019

The Chemical Basis of Ferroptosis

Marcus Conrad* & Derek A. Pratt*

Nature Chemical Biology 2019, 15, 1137-1147.

(commissioned ‘Perspective’; highlighted in MedicalXpress)

FSP1 is a Glutathione-Independent Ferroptosis-Suppressor

Sebastian Doll, Florencio Porto Freitas, Ron Shah, Milene Costa da Silva, Irina Ingold, Andrea Goya Grocin, Elena Panzilius, Christina Scheel, Katalin Buday, Jonas Wanninger, Thibaut Vignane, Vaishnavi Mohana, Van Lam, Aloys Schepers, Valerie O’Donnel, Maceler Aldrovandi, Michael Sattler, Edward William Tate, Bettina Proneth, Werner Schmitz, Almut Schulze, Gregorz Popowicz,

Derek A. Pratt, José Pedro Friedmann Angeli,* Marcus Conrad*

Nature 2019, 575, 693-698

(featured in Nature ‘News and Views’ and highlighted in Nature Chemical Biology)

Beyond DPPH: Use of Fluorescence-ENabled Inhibited AutoXidation (FENIX) to Predict Oxidative Cell Death Rescue

Ron Shah, Luke Farmer, Omkar Zilka, Anthony T. M. Van Kessel & Derek A. Pratt*

Cell Chemical Biology 2019, 26, 1594-1607

(selected as a ‘Feature Article’ and highlighted in Cell Chem. Biol.)

Threshold Protective Effect of Deuterated Polyunsaturated Fatty Acids on the Peroxidation of Lipid Bilayers

Alexander M. Firsov, Maksim A. Fomich, Andrei V. Bekish, Olga L. Sharko, Elena A. Kotova, Harry J. Saal, Dragoslav Vidovic,

Vadim V. Shmanai, Derek A. Pratt, Yuri N. Antonenko* & Mikhail S. Shchepinov*

FEBS J. 2019, 286, 2099-2017

The Antioxidant Activity of Polysulfides: It’s Radical!

Jean-Philippe R. Chauvin, Markus Griesser & Derek A. Pratt*

Chemical Science 2019, 10, 4999-5010 

(selected as a ‘Hot Article’ and highlighted in the Royal Society of Chemistry’s Chemistry World)

H-Atom Abstraction vs. Addition: Accounting for the Diverse Product Distribution in the Autoxidation of Cholesterol & its Esters

Zosia A. M. Zielinski & Derek A. Pratt*

Journal of the American Chemical Society 2019, 141, 3037-3051

2018

Electrochemical Dimerization of Phenylpropenoids and the Surprising Antioxidant Activity of the

Resultant Quinone Methide Dimers

Kevin J. Romero, Matthew S. Galliher, Irene Bosque, Mark A. R. Raycroft, Jean-Philippe R. Chauvin,

Derek A. Pratt* & Corey R. J. Stephenson*

Angewandte Chemie International Edition 2018, 57, 17125-17129

Radicals in Natural Product Synthesis

Kevin J. Romero, Matthew S. Galliher, Derek A. Pratt* & Corey R. J. Stephenson*

Chemical Society Reviews 2018, 47, 7851-7866

(invited tutorial review)

 

Recent Insights on Hydrogen Atom Transfer in the Inhibition of Hydrocarbon Autoxidation

Jia-Fei Poon & Derek A. Pratt*

Accounts of Chemical Research 2018, 51, 1996-2005

(invited for special issue on H-atom transfer)

The Hydrogen Atom Transfer Reactivity of Sulfinic Acids

Markus Griesser, Jean-Philippe R. Chauvin & Derek A. Pratt*

Chemical Science 2018, 9, 7218-7229

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 2018, 9, 6068-6079

 

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

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

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

Resolving the Role of Lipoxygenases in the Initiation and Execution of Ferroptosis

Ron Shah, Mikhail S. Shchepinov & Derek A. Pratt*

ACS Central Science 2018, 4, 387-396

(selected for an ACS Central Science ‘First Reaction’)

2017

Phenoxazine: A Privileged Scaffold for Radical-Trapping Antioxidants

Luke Farmer, Evan A. Haidasz, Markus Griesser & Derek A. Pratt*

Journal of Organic Chemistry 2017, 82, 10523-10536

The Potency of Diarylamine Radical-Trapping Antioxidants as Inhibitors of Ferroptosis Underscores

the Role of Autoxidation in Cell Death

Ron Shah, Kaitlyn D. Margison & Derek A. Pratt*

ACS Chemical Biology 201712, 2538-2545

Hydroperosulfides: H-atom Transfer Agents Par Excellence

Jean-Philippe R. Chauvin, Markus Griesser & Derek A. Pratt*

Journal of the American Chemical Society 2017, 139, 6484-6493

(selected for a JACS ‘Spotlight’)

Diazaphenoxazines and Diazaphenothiazines: Synthesis of the ‘Correct’ Isomers Reveals They are

Highly Reactive Radical-Trapping Antioxidants

Evan A. Haidasz & Derek A. Pratt*

Organic Letters 2017, 19, 1854-1857

Lipid Peroxidation: Kinetics, Mechanisms and Products

Zosia A. M. Zielinski & Derek A. Pratt*

Journal of Organic Chemistry 2017, 82, 2817-2825

(invited ‘Synopsis’)

Aminyl Radical Generation via Tandem Norrish Type I Photocleavage, b-Fragmentation:

Independent Generation and Reactivity of the 2'-Deoxyadenosin-N6-yl Radical 

Liwei Zheng, Markus Griesser, Derek A. Pratt* & Marc M. Greenberg*

Journal of Organic Chemistry 2017, 82, 3571-3580

Ferroptosis Inhibition: Mechanisms and Opportunities 

José Pedro Friedmann Angeli,* Ron Shah, Derek A. Pratt & Marcus Conrad

Trends in Pharmaceutical Sciences 2017, 38, 489-498

The Radical-Trapping Antioxidant Activity of Ferrostatin-1 and Liproxstatin-1 Suggests that

Lipid Peroxidation (Autoxidation) Drives Ferroptotic Cell Death

Omkar Zilka, Ron Shah, Bo Li, José Pedro Friedmann Angeli, Markus Griesser, Marcus Conrad & Derek A. Pratt*

ACS Central Science 2017, 3, 232-243

(highlighted in Cell Chemical Biology)

On the Mechanism of Thiol, Sulfenic and Sulfinic Acid Oxidation by Hydrogen Peroxide

Jean-Philippe R. Chauvin & Derek A. Pratt*

Angewandte Chemie International Edition 2017, 56, 6255-6259

(highlighted in Nature Reviews Chemistry)

2016

Synthesis of Resveratrol Tetramers via a Stereoconvergent Radical Equilibrium

Mitchell H. Keylor, Bryan S. Matsuura, Markus Griesser, Jean-Philippe R. Chauvin, Ryan A. Harding,

Mariia S. Kirillova, Oliver J. Fischer, Derek A. Pratt* & Corey R. J. Stephenson*

Science 2016, 354, 1260-1265

(highlighted in the American Chemical Society’s Chemical & Engineering News) 

Rapid Determination of Key Hydrocarbon Autoxidation Products by Fluorescence

Ron Shah & Derek A. Pratt*

Journal of Organic Chemistry 2016, 81, 6649-6656

Polysulfide-1-Oxides React with Peroxyl Radicals as Quickly as Hindered Phenolic Antioxidants and

Do So By a Surprising Concerted Homolytic Substitution 

Jean-Philippe R. Chauvin, Evan A. Haidasz, Markus Griesser & Derek A. Pratt*

Chemical Science 2016, 7, 6347-6356

Cholesterol Autoxidation Revisited: Debunking the Dogma Associated with the Most Vilified of Lipids

Zosia Zielinski & Derek A. Pratt*

Journal of the American Chemical Society 2016, 138, 6932-6935

(selected for a JACS ‘Spotlight’; selected as one of twelve ‘JACS Editors’ Choice’ articles for 2016)

Acid is Key to the Radical-Trapping Antioxidant Activity of Nitroxides

Evan A. Haidasz, Derek Meng, Riccardo Amorati, Keith U. Ingold, Luca Valgimigli* & Derek A. Pratt*

Journal of the American Chemical Society 2016, 138, 5290-5298

A Continuous Visible Light Spectrophotometric Approach to Accurately Determine the Reactivity of

Radical-Trapping Antioxidants 

Evan A. Haidasz, Antonius T. M. Van Kessel & Derek A. Pratt*

Journal of Organic Chemistry 2016, 81, 737-744

(selected as a ‘Featured Article’ and ‘Cover Article’)

Inspired by Garlic: Insights on the Chemistry of Sulfenic Acids and the Radical-Trapping Antioxidant Activity of

Organsulfur Compounds

Jean-Philippe R. Chauvin, Zosia Zielinski & Derek A. Pratt*

Canadian Journal of Chemistry 2016, 94, 1-8

(invited minireview in recognition of the 2015 CSC Fagnou Award in Organic Chemistry) 

2015

Molecular Mechanisms of the Medicinal Thiosulfinates from Garlic and Anamu: They Are Not Radical-Trapping Antioxidants 

Bo Li, Feng Zheng, Jean-Philippe R. Chauvin & Derek A. Pratt*

Chemical Science 2015, 6, 6165-6178

(highlighted in the Royal Society of Chemistry’s Chemistry World)

Maximizing the Reactivity of Phenolic and Aminic Radical-Trapping Antioxidants: Just Add Nitrogen!

Luca Valgimigli* & Derek A. Pratt*

Accounts of Chemical Research 2015, 48, 966-975

(invited review)

Determining the Efficacy of Radical-Trapping Antioxidants

Bo Li & Derek A. Pratt*

Free Radical Biology and Medicine 2015, 82, 187-202 

(invited review)

Unprecedented Inhibition of Hydrocarbon Autoxidation by Diarylamine Radical-Trapping Antioxidants

Ron Shah, Evan A. Haidasz, Luca Valgimigli & Derek A. Pratt*

Journal of the American Chemical Society 2015, 137, 2440-2443 

(selected for a JACS ‘Spotlight’)

A Scalable Biomimetic Synthesis of Resveratrol and Systematic Evaluation of their Antioxidant Activities

Byran S. Matsuura, Mitchell H. Keylor, Bo Li, YuXuan Lin, Shelby Allison, Derek A. Pratt* & Corey R. J. Stephenson*

Angewandte Chemie International Edition 2015, 54, 3754-3757

(selected as a ‘Hot Article’; highlighted in Nature Chemistry)