The chemical biology of naphthoquinones and its environmental implications

Y Kumagai, Y Shinkai, T Miura… - Annual review of …, 2012 - annualreviews.org
Quinones are a group of highly reactive organic chemical species that interact with
biological systems to promote inflammatory, anti-inflammatory, and anticancer actions and to …

Protein damage by reactive electrophiles: targets and consequences

DC Liebler - Chemical research in toxicology, 2008 - ACS Publications
It has been 60 years since the Millers first described the covalent binding of carcinogens to
tissue proteins. Protein covalent binding was gradually overshadowed by the emergence of …

Cytosolic and nuclear protein targets of thiol-reactive electrophiles

MK Dennehy, KAM Richards, GR Wernke… - Chemical research in …, 2006 - ACS Publications
Reactive electrophiles formed from toxic drugs and chemicals and by endogenous oxidative
stress covalently modify proteins. Although protein covalent binding is thought to initiate a …

Protein targets of reactive electrophiles in human liver microsomes

NY Shin, Q Liu, SL Stamer… - Chemical research in …, 2007 - ACS Publications
Liver microsomes are widely used to study xenobiotic metabolism in vitro, and covalent
binding to microsomal proteins serves as a surrogate marker for toxicity mediated by …

Drug–protein adducts: chemistry, mechanisms of toxicity, and methods of characterization

J Gan, H Zhang, WG Humphreys - Chemical Research in …, 2016 - ACS Publications
The formation of drug–protein adducts is considered an important feature in the
pharmacological and toxicological profiles of many drugs. Mechanistic insights into the role …

Mechanistic Basis for Inflammation and Tumor Promotion in Lungs of 2,6-Di-tert-butyl-4-methylphenol-Treated Mice:  Electrophilic Metabolites Alkylate and Inactivate …

BW Meier, JD Gomez, OV Kirichenko… - Chemical research in …, 2007 - ACS Publications
An established model for mechanistic analysis of lung carcinogenesis involves
administration of 3-methylcholanthrene to mice followed by several weekly injections of the …

A novel method for the evaluation of proximal tubule epithelial cellular necrosis in the intact rat kidney using ethidium homodimer

JR Edwards, EA Diamantakos, JD Peuler, PC Lamar… - BMC physiology, 2007 - Springer
Background Ethidium homodimer is a cell-membrane impermeant nuclear fluorochrome that
has been widely used to identify necrotic cells in culture. Here, we describe a novel …

Intestinal tract injury by drugs: importance of metabolite delivery by yellow bile road

M Treinen-Moslen, MF Kanz - Pharmacology & therapeutics, 2006 - Elsevier
Drug secretion into bile is typically considered a safe route of clearance. However, biliary
delivery of some drugs or their reactive metabolites to the intestinal tract evokes adverse …

Characterization of the biochemical effects of naphthalene on the mouse respiratory system using NMR‐based metabolomics

JH Hong, WC Lee, YM Hsu, HJ Liang… - Journal of Applied …, 2014 - Wiley Online Library
Naphthalene is a ubiquitous environmental pollutant to which humans are exposed.
Previous studies have demonstrated that naphthalene causes bronchiolar epithelial …

Structural alerts for toxicity

J Blagg - Burger's Medicinal Chemistry and Drug Discovery, 2003 - Wiley Online Library
This chapter summarizes structural alerts where there is a significant weight of evidence that
their incorporation into a drug candidate molecule is likely to result in a higher than average …