Oxygen activation and radical transformations in heme proteins and metalloporphyrins

X Huang, JT Groves - Chemical reviews, 2017 - ACS Publications
As a result of the adaptation of life to an aerobic environment, nature has evolved a panoply
of metalloproteins for oxidative metabolism and protection against reactive oxygen species …

Heteroatom–heteroatom bond formation in natural product biosynthesis

AJ Waldman, TL Ng, P Wang, EP Balskus - Chemical reviews, 2017 - ACS Publications
Natural products that contain functional groups with heteroatom-heteroatom linkages (X–X,
where X= N, O, S, and P) are a small yet intriguing group of metabolites. The reactivity and …

Nitro-group-containing drugs

K Nepali, HY Lee, JP Liou - Journal of medicinal chemistry, 2018 - ACS Publications
The nitro group is considered to be a versatile and unique functional group in medicinal
chemistry. Despite a long history of use in therapeutics, the nitro group has toxicity issues …

Human cytochrome P450 enzymes

FP Guengerich - Cytochrome P450: structure, mechanism, and …, 2015 - Springer
Abstract The cytochrome P450 (P450) enzymes first attracted interest because of their
relevance to the metabolism of drugs, steroids, and carcinogens. Collectively, the 57 human …

Substrate oxidation by cytochrome P450 enzymes

PR Ortiz de Montellano - Cytochrome P450: structure, mechanism, and …, 2015 - Springer
Cytochrome P450 enzymes catalyze a broad diversity of reactions, including well-
established transformations such as carbon and nitrogen hydroxylation, heteroatom …

Distinct Species-Specific and Toxigenic Metabolic Profiles for 6PPD and 6PPD Quinone by P450 Enzymes: Insights from In Vitro and In Silico Studies

Z Song, X Yu, M Zhu, Z Wu, Z Fu… - Environmental Science & …, 2024 - ACS Publications
The tire rubber antioxidant N-(1, 3-dimethylbutyl)-N′-phenyl-p-phenylenediamine (6PPD)
and its quinone product (6PPDQ) are prevalent emerging contaminants, yet their …

Reactive metabolites from thiazole-containing drugs: quantum chemical insights into biotransformation and toxicity

CK Jaladanki, S Khatun, H Gohlke… - Chemical research in …, 2021 - ACS Publications
Drugs containing thiazole and aminothiazole groups are known to generate reactive
metabolites (RMs) catalyzed by cytochrome P450s (CYPs). These RMs can covalently …

Mechanistic insights into chloramphenicol-mediated inactivation of cytochrome P450 enzymes and their active site mutants

EM Kamel, AM Tawfeek, AA El-Bassuony… - New Journal of …, 2023 - pubs.rsc.org
Drugs that inhibit cytochrome P450 (P450) enzymes through mechanism-based inactivation
(MBI) can significantly affect metabolic interactions, often leading to adverse effects. Despite …

Discovery and early clinical development of an inhibitor of 5-lipoxygenase activating protein (AZD5718) for treatment of coronary artery disease

D Pettersen, J Broddefalk, H Emtenäs, MA Hayes… - 2019 - ACS Publications
5-Lipoxygenase activating protein (FLAP) inhibitors attenuate 5-lipoxygenase pathway
activity and reduce the production of proinflammatory and vasoactive leukotrienes. As such …

Role of human sulfotransferase 1A1 and N-acetyltransferase 2 in the metabolic activation of 16 heterocyclic amines and related heterocyclics to genotoxicants in …

M Chevereau, H Glatt, D Zalko, JP Cravedi… - Archives of …, 2017 - Springer
Heterocyclic aromatic amines (HAAs) are primarily produced during the heating of meat or
fish. HAAs are mutagenic and carcinogenic, and their toxicity in model systems depend on …