674
Views
61
CrossRef citations to date
0
Altmetric
Review

Chemical toxicology: reactive intermediates and their role in pharmacology and toxicology

Pages 923-946 | Published online: 24 Nov 2006

Keep up to date with the latest research on this topic with citation updates for this article.

Read on this site (2)

Kevin J. Schneider & Anthony P. DeCaprio. (2013) Evaluation of in vitro metabolic systems for common drugs of abuse. 1. Cocaine. Xenobiotica 43:12, pages 1043-1054.
Read now
Alison E. M. Vickers & Robyn L. Fisher. (2013) Evaluation of drug-induced injury and human response in precision-cut tissue slices. Xenobiotica 43:1, pages 29-40.
Read now

Articles from other publishers (59)

Wenxuan Wu, Jiayu Qian, Changjie Liang, Jingya Yang, Guangbo Ge, Qingping Zhou & Xiaoqing Guan. (2023) GeoDILI: A Robust and Interpretable Model for Drug-Induced Liver Injury Prediction Using Graph Neural Network-Based Molecular Geometric Representation. Chemical Research in Toxicology 36:11, pages 1717-1730.
Crossref
Dong Lu, Xin Yu, Hanfeng Lin, Ran Cheng, Erika Y. Monroy, Xiaoli Qi, Meng C. Wang & Jin Wang. (2022) Applications of covalent chemistry in targeted protein degradation. Chemical Society Reviews 51:22, pages 9243-9261.
Crossref
Vaishali Pardeshi, Tushar Lokhande, Ashwini Shelke, Trupti Tuse, Bhagyshree Pawar & Chandrakant Bonde. (2022) A breakthrough in the treatment of multidrug-resistant tuberculosis: A novel and effective approach. The Egyptian Journal of Chest Diseases and Tuberculosis 71:4, pages 413.
Crossref
Qiaoning Wang, Hongdan Wang, Yaru Jiang, Min Lv, Xiaoyan Wang & Lingxin Chen. (2021) Biotransformation mechanism of Vibrio diabolicus to sulfamethoxazole at transcriptional level. Journal of Hazardous Materials 411, pages 125023.
Crossref
Manel Ben Aissa, Cutler T. Lewandowski, Kiira M. Ratia, Sue H. Lee, Brian T. Layden, Mary Jo LaDu & Gregory R. J. Thatcher. (2021) Discovery of Nonlipogenic ABCA1 Inducing Compounds with Potential in Alzheimer’s Disease and Type 2 Diabetes. ACS Pharmacology & Translational Science 4:1, pages 143-154.
Crossref
Quinn Coughlin, Allen T. Hopper, Maria-Jesus Blanco, Vijaya Tirunagaru, Albert J. Robichaud & Dario Doller. (2019) Allosteric Modalities for Membrane-Bound Receptors: Insights from Drug Hunting for Brain Diseases. Journal of Medicinal Chemistry 62:13, pages 5979-6002.
Crossref
Filippo Basagni, Cristina Lanni, Anna Minarini & Michela Rosini. (2019) Lights and shadows of electrophile signaling: focus on the Nrf2-Keap1 pathway. Future Medicinal Chemistry 11:7, pages 707-721.
Crossref
Marco Pieroni. 2019. Medicinal Chemistry Approaches to Tuberculosis and Trypanosomiasis. Medicinal Chemistry Approaches to Tuberculosis and Trypanosomiasis 27 69 .
Alison E.M. Vickers, Anatoly V. Ulyanov & Robyn L. Fisher. (2018) Progression of Repair and Injury in Human Liver Slices. International Journal of Molecular Sciences 19:12, pages 4130.
Crossref
Andrea Scarpino, György G. Ferenczy & György M. Keserű. (2018) Comparative Evaluation of Covalent Docking Tools. Journal of Chemical Information and Modeling 58:7, pages 1441-1458.
Crossref
Diana Machado, Miriam Girardini, Miguel Viveiros & Marco Pieroni. (2018) Challenging the Drug-Likeness Dogma for New Drug Discovery in Tuberculosis. Frontiers in Microbiology 9.
Crossref
Robert L. Smith, Samuel M. Cohen, Shoji Fukushima, Nigel J. Gooderham, Stephen S. Hecht, F. Peter Guengerich, Ivonne M. C. M. Rietjens, Maria Bastaki, Christie L. Harman, Margaret M. McGowen & Sean V. Taylor. (2018) The safety evaluation of food flavouring substances: the role of metabolic studies. Toxicology Research 7:4, pages 618-646.
Crossref
Alison Vickers, Anatoly Ulyanov & Robyn Fisher. (2017) Liver Effects of Clinical Drugs Differentiated in Human Liver Slices. International Journal of Molecular Sciences 18:3, pages 574.
Crossref
Hossein Niknahad, Akram Jamshidzadeh, Reza Heidari, Narges Abdoli, Mohammad Mehdi Ommati, Faezeh Jafari, Mahdi Zarei & Behnam Asadi. (2016) The Postulated Hepatotoxic Metabolite of Methimazole Causes Mitochondrial Dysfunction and Energy Metabolism Disturbances in Liver. Pharmaceutical Sciences 22:4, pages 217-226.
Crossref
Richard M. LoPachin, Brian C. Geohagen, Lars Ulrik Nordstrøm & Terrence Gavin. (2016) Enolate-Forming Compounds as a Novel Approach to Cytoprotection. Chemical Research in Toxicology 29:12, pages 2096-2107.
Crossref
Thomas A. Baillie. (2016) Targeted Covalent Inhibitors for Drug Design. Angewandte Chemie International Edition 55:43, pages 13408-13421.
Crossref
Thomas A. Baillie. (2016) Zielgerichtete kovalente Inhibitoren für das Wirkstoffdesign. Angewandte Chemie 128:43, pages 13606-13619.
Crossref
Hossein Niknahad, Akram Jamshidzadeh, Reza Heidari, Zeynab Hosseini, Keivan Mobini, Forouzan Khodaei, Mohammad Mehdi Ommati, Narges Abdoli, Nahid Keshavarz, Mandana Bazyari & Asma Najibi. (2016) Paradoxical effect of methimazole on liver mitochondria: In vitro and in vivo. Toxicology Letters 259, pages 108-115.
Crossref
Ying-Chu Chen & Chao Zhang. (2016) A chemoproteomic method for identifying cellular targets of covalent kinase inhibitors. Genes & Cancer 7:5-6, pages 148-153.
Crossref
B. C. Geohagen, A. Vydyanathan, B. Kosharskyy, N. Shaparin, T. Gavin & R. M. LoPachin. (2016) Enolate-Forming Phloretin Pharmacophores: Hepatoprotection in an Experimental Model of Drug-Induced Toxicity. Journal of Pharmacology and Experimental Therapeutics 357:3, pages 476-486.
Crossref
Christina LL Chai & Péter Mátyus. (2016) One size does not fit all: Challenging some dogmas and taboos in drug discovery. Future Medicinal Chemistry 8:1, pages 29-38.
Crossref
Li Di & Edward H. Kerns. 2016. Drug-Like Properties. Drug-Like Properties 251 262 .
Ruifeng Liu, Xueping Yu & Anders Wallqvist. (2015) Data-driven identification of structural alerts for mitigating the risk of drug-induced human liver injuries. Journal of Cheminformatics 7:1.
Crossref
Julian Engel, André Richters, Matthäus Getlik, Stefano Tomassi, Marina Keul, Martin Termathe, Jonas Lategahn, Christian Becker, Svenja Mayer-Wrangowski, Christian Grütter, Niklas Uhlenbrock, Jasmin Krüll, Niklas Schaumann, Simone Eppmann, Patrick Kibies, Franziska Hoffgaard, Jochen Heil, Sascha Menninger, Sandra Ortiz-Cuaran, Johannes M. Heuckmann, Verena Tinnefeld, René P. Zahedi, Martin L. Sos, Carsten Schultz-Fademrecht, Roman K. Thomas, Stefan M. Kast & Daniel Rauh. (2015) Targeting Drug Resistance in EGFR with Covalent Inhibitors: A Structure-Based Design Approach. Journal of Medicinal Chemistry 58:17, pages 6844-6863.
Crossref
Renato A. Bauer. (2015) Covalent inhibitors in drug discovery: from accidental discoveries to avoided liabilities and designed therapies. Drug Discovery Today 20:9, pages 1061-1073.
Crossref
Cornelius Klöck, Zachary Herrera, Megan Albertelli & Chaitan Khosla. (2014) Discovery of Potent and Specific Dihydroisoxazole Inhibitors of Human Transglutaminase 2. Journal of Medicinal Chemistry 57:21, pages 9042-9064.
Crossref
Ngome L. Makia, Sailesh Surapureddi, Katalin Monostory, Russell A. Prough & Joyce A. Goldstein. (2014) Regulation of Human CYP2C9 Expression by Electrophilic Stress Involves Activator Protein 1 Activation and DNA Looping. Molecular Pharmacology 86:2, pages 125-137.
Crossref
Jennifer L. Furman, Mingchao Kang, Seihyun Choi, Yu Cao, Erik D. Wold, Sophie B. Sun, Vaughn V. Smider, Peter G. Schultz & Chan Hyuk Kim. (2014) A Genetically Encoded aza-Michael Acceptor for Covalent Cross-Linking of Protein–Receptor Complexes. Journal of the American Chemical Society 136:23, pages 8411-8417.
Crossref
Antonia F. Stepan & Amit S. Kalgutkar. 2014. Handbook of Metabolic Pathways of Xenobiotics. Handbook of Metabolic Pathways of Xenobiotics 1 33 .
Richard B. Silverman & Mark W. Holladay. 2014. The Organic Chemistry of Drug Design and Drug Action. The Organic Chemistry of Drug Design and Drug Action 207 274 .
Kevin J. Schneider & Anthony P. DeCaprio. (2013) Covalent Thiol Adducts Arising from Reactive Intermediates of Cocaine Biotransformation. Chemical Research in Toxicology 26:11, pages 1755-1764.
Crossref
Upendra P. Dahal, R. Scott Obach & Adam M. Gilbert. (2013) Benchmarking in Vitro Covalent Binding Burden As a Tool To Assess Potential Toxicity Caused by Nonspecific Covalent Binding of Covalent Drugs . Chemical Research in Toxicology 26:11, pages 1739-1745.
Crossref
L. Zhang, T. Gavin, B. C. Geohagen, Q. Liu, K. J. Downey & R. M. LoPachin. (2013) Protective Properties of 2-Acetylcyclopentanone in a Mouse Model of Acetaminophen Hepatotoxicity. Journal of Pharmacology and Experimental Therapeutics 346:2, pages 259-269.
Crossref
John C. L. Erve, Shawn Gauby, John W. MaynardJr.Jr., Mats A. Svensson, George Tonn & Kevin P. Quinn. (2013) Bioactivation of Sitaxentan in Liver Microsomes, Hepatocytes, and Expressed Human P450s with Characterization of the Glutathione Conjugate by Liquid Chromatography Tandem Mass Spectrometry. Chemical Research in Toxicology 26:6, pages 926-936.
Crossref
Shuguang Ma & Swapan K. Chowdhury. 2013. Mass Spectrometry for Drug Discovery and Drug Development. Mass Spectrometry for Drug Discovery and Drug Development 339 355 .
Alexander V. LyubimovDavid C. Evans. 2011. Encyclopedia of Drug Metabolism and Interactions. Encyclopedia of Drug Metabolism and Interactions 1 45 .
Tjeerd Barf & Allard Kaptein. (2012) Irreversible Protein Kinase Inhibitors: Balancing the Benefits and Risks. Journal of Medicinal Chemistry 55:14, pages 6243-6262.
Crossref
Alexander V. LyubimovAmit S. Kalgutkar & Jonathan N. Bauman. 2011. Encyclopedia of Drug Metabolism and Interactions. Encyclopedia of Drug Metabolism and Interactions 1 26 .
Cen Xie, Dafang Zhong, Kate Yu & Xiaoyan Chen. (2012) Recent advances in metabolite identification and quantitative bioanalysis by LC–Q-TOF MS. Bioanalysis 4:8, pages 937-959.
Crossref
Robert J. Weikert. 2012. Designing Multi-Target Drugs. Designing Multi-Target Drugs 270 289 .
Alexander V. LyubimovThomas A. Baillie. 2011. Encyclopedia of Drug Metabolism and Interactions. Encyclopedia of Drug Metabolism and Interactions 1 24 .
Olivier Taboureau, Jonathan B. Baell, Juan Fernández-Recio & Bruno O. Villoutreix. (2012) Established and Emerging Trends in Computational Drug Discovery in the Structural Genomics Era. Chemistry & Biology 19:1, pages 29-41.
Crossref
D. J. Snodin & A. Suitters. 2011. Stephens' Detection and Evaluation of Adverse Drug Reactions. Stephens' Detection and Evaluation of Adverse Drug Reactions 157 214 .
Antonia F. Stepan, Daniel P. Walker, Jonathan Bauman, David A. Price, Thomas A. Baillie, Amit S. Kalgutkar & Michael D. Aleo. (2011) Structural Alert/Reactive Metabolite Concept as Applied in Medicinal Chemistry to Mitigate the Risk of Idiosyncratic Drug Toxicity: A Perspective Based on the Critical Examination of Trends in the Top 200 Drugs Marketed in the United States. Chemical Research in Toxicology 24:9, pages 1345-1410.
Crossref
Juswinder Singh, Russell C. Petter, Thomas A. Baillie & Adrian Whitty. (2011) The resurgence of covalent drugs. Nature Reviews Drug Discovery 10:4, pages 307-317.
Crossref
B. Kevin Park, Alan Boobis, Stephen Clarke, Chris E. P. Goldring, David Jones, J. Gerry Kenna, Craig Lambert, Hugh G. Laverty, Dean J. Naisbitt, Sidney Nelson, Deborah A. Nicoll-Griffith, R. Scott Obach, Philip Routledge, Dennis A. Smith, Donald J. Tweedie, Nico Vermeulen, Dominic P. Williams, Ian D. Wilson & Thomas A. Baillie. (2011) Managing the challenge of chemically reactive metabolites in drug development. Nature Reviews Drug Discovery 10:4, pages 292-306.
Crossref
Jean-Matthieu Prot, Orianne Videau, Céline Brochot, Cécile Legallais, Henri Bénech & Eric Leclerc. (2011) A cocktail of metabolic probes demonstrates the relevance of primary human hepatocyte cultures in a microfluidic biochip for pharmaceutical drug screening. International Journal of Pharmaceutics 408:1-2, pages 67-75.
Crossref
David Lagorce, Christelle Reynes, Anne‐Claude Camproux, Maria A. Miteva, Olivier Sperandio & Bruno O. Villoutreix. 2011. ADMET for Medicinal Chemists. ADMET for Medicinal Chemists 29 124 .
Jean-François Lévesque, Stephen H. Day & Allen N. Jones. 2011. Drug Safety Evaluation. Drug Safety Evaluation 283 301 .
Guosheng Wu, Sarvesh C. Vashishtha & John C. L. Erve. (2010) Characterization of Glutathione Conjugates of Duloxetine by Mass Spectrometry and Evaluation of in Silico Approaches to Rationalize the Site of Conjugation for Thiophene Containing Drugs . Chemical Research in Toxicology 23:8, pages 1393-1404.
Crossref
Alison E.M. Vickers, John R. Sinclair, Robyn L. Fisher, Stephen R. Morris & William Way. (2010) Blood cell oxidative stress precedes hemolysis in whole blood–liver slice co-cultures of rat, dog, and human tissues. Toxicology and Applied Pharmacology 244:3, pages 354-365.
Crossref
Sanjeev Kumar, Kaushik Mitra, Kelem Kassahun & Thomas A. Baillie. 2010. Adverse Drug Reactions. Adverse Drug Reactions 511 544 .
Tonika Bohnert & Liang‐Shang Gan. 2009. Enzyme Inhibition in Drug Discovery and Development. Enzyme Inhibition in Drug Discovery and Development 91 176 .
Shuguang Ma & Mingshe Zhu. (2009) Recent advances in applications of liquid chromatography–tandem mass spectrometry to the analysis of reactive drug metabolites. Chemico-Biological Interactions 179:1, pages 25-37.
Crossref
Jonathon N. Bauman, Joan M. Kelly, Sakambari Tripathy, Sabrina X. Zhao, Wing W. Lam, Amit S. Kalgutkar & R. Scott Obach. (2009) Can In Vitro Metabolism-Dependent Covalent Binding Data Distinguish Hepatotoxic from Nonhepatotoxic Drugs? An Analysis Using Human Hepatocytes and Liver S-9 Fraction. Chemical Research in Toxicology 22:2, pages 332-340.
Crossref
Thomas N. Thompson. 2009. Annual Reports in Medicinal Chemistry Volume 44. Annual Reports in Medicinal Chemistry Volume 44 459 474 .
Thomas A. Baillie. (2007) Metabolism and Toxicity of Drugs. Two Decades of Progress in Industrial Drug Metabolism. Chemical Research in Toxicology 21:1, pages 129-137.
Crossref
Edward H. Kerns & Li Di. 2008. Drug-like Properties: Concepts, Structure Design and Methods. Drug-like Properties: Concepts, Structure Design and Methods 215 223 .
Katie Chan, Raymond Poon & Peter J. O'Brien. (2008) Application of structure–activity relationships to investigate the molecular mechanisms of hepatocyte toxicity and electrophilic reactivity of α , β ‐unsaturated aldehydes . Journal of Applied Toxicology, pages n/a-n/a.
Crossref

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.