Article
Chemistry, Organic
Dilip Patil, Tengda Si, Hun Young Kim, Kyungsoo Oh
Summary: The study for the first time disclosed the generation of aminium radical cation species from N-nitrosoamines through visible-light excitation at 453 nm, and achieved the photoaddition reaction of N-nitrosoamines to alkenes. By combining the aerobic oxidation protocol of amines, the one-pot synthesis of aamino oxime derivatives was successfully realized in a tandem N-nitrosation and photoaddition sequence.
Article
Medicine, General & Internal
Willy Gomm, Christoph Roethlein, Katrin Schuessel, Gabriela Brueckner, Helmut Schroeder, Steffen Hess, Roland Froetschl, Karl Broich, Britta Haenisch
Summary: Exposure to NDMA-contaminated valsartan was found to be associated with a slightly increased risk of hepatic cancer, but not with the overall risk of cancer. Further observation of the potential long-term effects of NDMA-contaminated valsartan is advisable.
DEUTSCHES ARZTEBLATT INTERNATIONAL
(2021)
Article
Chemistry, Organic
Tao Huang, Pan-Feng Yuan, Kui Dong, Yuan-Yuan Zong, Can Liu, Rui-Heng Wang, Xiao-Ling Jin, Qiang Liu
Summary: An efficient Barton nitrite ester-type cyclization reaction was developed to synthesize benzo[d][1,2]oxazin-1-ones from N-ethyl-N-nitrosobenzamides. The reaction proceeded through the homogeneous cleavage of N-N bonds, generating a nitrogen-centered radical for intramolecular H-atom transfer (HAT) in a highly efficient manner. Interestingly, the N-nitrosobenzamides were first converted to γ-hydroxy oximes, followed by a nucleophilic attack to efficiently produce the desired benzo[d][1,2]oxazin-1-ones.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Organic
Pan-Feng Yuan, Tao Huang, Jian He, Xie-Tian Huang, Xiao-Ling Jin, Chunlin Sun, Li-Zhu Wu, Qiang Liu
Summary: The study presents a photosensitization strategy to introduce the unique triplet state reactivity of N-nitrososulfoximides into aryl alkene feedstocks, leading to functionalization of the compounds with both N-centered sulfonamidyl radical and nitric oxide functionalities. The method is mild, atom economical, and exhibits broad functional group tolerance. Additionally, the methodology is compatible with both terminal and internal 1,3-dienes, providing regio- and Z/E-selective 1,2-amidoximation products.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Polymer Science
Gianpiero Gallo, Ana Mihanovic, Igor Roncevic, Robert Dinnebier, Hrvoj Vancik
Summary: The crystal and molecular structure of poly(1,4-phenyleneazine-N,N-dioxide) obtained from 1,4-dinitrosobenzene polymerization was investigated using X-ray powder diffraction and DFT calculations. The electronic structure analysis revealed that the polymer possesses wide-bandgap semiconductor properties with a high thermal stability. Photolysis of the polymer at cryogenic temperatures yields monomers which can re-polymerize at higher temperatures, demonstrating a reversible photo-thermal cycle.
Article
Chemistry, Multidisciplinary
Vishal Suresh Kudale, Ching-Piao Chu, Jeh-Jeng Wang
Summary: This study developed a novel method for the selective nitrosation of imidazo[1,2-a]pyridine derivatives using AgNO3 as a NO source. The protocol showed low toxicity, mild reaction conditions, and broad functional group tolerance, making it significant for synthetic transformations and gram-scale experiments.
NEW JOURNAL OF CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Danqing Zheng, Stefanie Ploger, Constantin G. Daniliuc, Armido Studer
Summary: An atom-economic intermolecular radical addition reaction of acyloxy nitroso compounds to electron-deficient alkenes mediated by visible light has been successfully reported, providing a series of valuable functionalized oximes in moderate to good yields. Mechanistic studies suggest that these cascades proceed via addition/coupling processes controlled by the persistent radical effect (PRE) with NO acting as the persistent species.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Multidisciplinary Sciences
Kyung-In Joung, Jung Eun Hwang, In-Sun Oh, Sung-il Cho, Ju-Young Shin
Summary: A cohort study conducted in South Korea found that the use of ranitidine is not associated with an increased risk of overall cancer or major individual cancers. These findings should be interpreted with caution due to the insufficient follow-up period.
SCIENTIFIC REPORTS
(2022)
Article
Chemistry, Multidisciplinary
Ru-Qiang Lu, Weize Yuan, Robert G. Croy, John M. Essigmann, Timothy M. Swager
Summary: N-Nitrosamines are commonly found in various sources such as food, drugs, air, water, and soil, posing a significant risk to human health due to their carcinogenicity. This study synthesized two polymers containing calix[4]arene or 4-tert-butylcalix[4]arene tungsten-imido complexes as receptors for N-nitrosodimethylamine (NDMA), providing a sensitive sensor for its detection. The interaction between metallocalix[4]arene monomers/polymers and NDMA was confirmed, and the sensor exhibited high selectivity and low theoretical limit of detection for NDMA.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Medicinal
Suman Chakravarti
Summary: The recent withdrawal of drugs from the market due to elevated levels of N-nitrosamine impurities highlights the need for computational approaches to assess the carcinogenicity risk. However, current approaches are limited by the lack of comprehensive animal carcinogenicity data for nitrosamines. This paper presents a novel method that utilizes metabolic data to identify structural features that can predict the likelihood of metabolic hydroxylation in N-nitrosamines. This approach offers a new way to improve risk assessment of nitrosamines by tapping into larger experimental data sets on xenobiotic metabolism.
CHEMICAL RESEARCH IN TOXICOLOGY
(2023)
Article
Chemistry, Organic
Jessica C. Beard, Timothy M. Swager
Summary: N-nitrosamines, notorious for their potent carcinogenicity, are widely present in the human environment from air and water to our diets and drugs. Efforts have been dedicated to understanding and addressing N-nitrosamines as contaminants, with challenges in prevention, remediation, and detection. Understanding the chemistry of N-nitrosamines will be crucial in facing these challenges.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Analytical
Do Hee Lee, Su Hyeon Hwang, Seoungchul Park, Jeongmi Lee, Han Bin Oh, Sang Beom Han, Kwang-Hyun Liu, Yong-Moon Lee, Hee Soo Pyo, Jongki Hong
Summary: A solvent-free headspace gas chromatography-mass spectrometry (SF-HS-GC/MS) method was developed and validated for screening N-nitrosodimethylamine (NDMA) in various active pharmaceutical ingredients (APIs) and drug products. Experimental parameters such as incubation temperature, incubation time, and sample volume in solvent-free headspace conditions were optimized. The method showed excellent linearity, precision, and accuracy, with no significant matrix effect observed in drug products.
ANALYTICAL METHODS
(2021)
Article
Chemistry, Organic
Chaoshui Liu, Qiuzi Dai, Yaqian Li, Chuhan Huang, Lijuan Guo, Zi Yang
Summary: A novel protocol for synthesizing N-alkylindoles using readily available N-nitrosoanilines and iodoniumylides through the rhodium-(III)-catalyzed C-H bond activation/intramolecular cyclization reaction has been described. This strategy employs nitroso as a traceless directing group. The transformation shows powerful reactivity, tolerates various functional groups, and proceeds with moderate yields under mild reaction conditions, providing a straightforward approach to access structurally diverse and valuable N-alkyl indole derivatives.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Engineering, Environmental
Qikai Shentu, Zenglong Wu, Wenkai Song, Shiyuan Pan, Zhenyang Zhou, Weiyang Lv, Changsheng Song, Yuyuan Yao
Summary: Carbon-doped boron nitride (C-BN) catalyst synthesized through one-step pyrolysis method exhibited excellent activity for bisphenol A removal even at low temperature. The remarkable performance of C-BN was attributed to the B-N-C moieties, which promoted the generation of superoxide radicals.
CHEMICAL ENGINEERING JOURNAL
(2022)
Review
Medicine, Research & Experimental
Akanksha Esmeeta, Subhamay Adhikary, V Dharshnaa, P. Swarnamughi, Z. Ummul Maqsummiya, Antara Banerjee, Surajit Pathak, Asim K. Duttaroy
Summary: Colon cancer, the third most common cancer, can be inhibited by plant-based compounds through various mechanisms. However, there are challenges in using these compounds, such as poor solubility, absorption, and intellectual property issues. Traditional medicines have advantages and limitations in treating cancer. This review focuses on the benefits and challenges of using bioactive compounds derived from plants for colon cancer.
BIOMEDICINE & PHARMACOTHERAPY
(2022)
Correction
Genetics & Heredity
Heloise Proquin, Carolina Rodriguez-Ibarra, Carolyn Moonen, Ismael M. Urrutia Ortega, Jacob J. Briede, Theo M. de Kok, Henk van Loveren, Yolanda Irasema Chirino
Article
Multidisciplinary Sciences
Dominique Mannaerts, Ellen Faes, Paul Cos, Jacob J. Briede, Wilfried Gyselaers, Jerome Cornette, Yury Gorbanev, Annemie Bogaerts, Marc Spaanderman, Emeline Van Craenenbroeck, Yves Jacquemyn
Article
Nutrition & Dietetics
Simone G. J. van Breda, Jacob J. Briede, Theo M. C. M. de Kok
Article
Multidisciplinary Sciences
Almudena Espin-Perez, Dennie G. A. J. Hebels, Hannu Kiviranta, Panu Rantakokko, Panagiotis Georgiadis, Maria Botsivali, Ingvar A. Bergdahl, Domenico Palli, Florentin Spath, Anders Johansson, Marc Chadeau-Hyam, Soterios A. Kyrtopoulos, Jos C. S. Kleinjans, Theo M. C. M. de Kok
SCIENTIFIC REPORTS
(2019)
Article
Pharmacology & Pharmacy
Sacha Bohler, Xiaosong Liu, Julian Krauskopf, Florian Gaiment, Jiri Aubrecht, Gerry A. F. Nicolaes, Jos C. S. Kleinjans, Jacco J. Briede
CLINICAL PHARMACOLOGY & THERAPEUTICS
(2019)
Article
Multidisciplinary Sciences
Nick R. M. Beijer, Zarina M. Nauryzgaliyeva, Estela M. Arteaga, Laurent Pieuchot, Karine Anselme, Jeroen van de Peppel, Aliaksei S. Vasilevich, Nathalie Groen, Nadia Roumans, Dennie G. A. J. Hebels, Jan de Boer
SCIENTIFIC REPORTS
(2019)
Article
Multidisciplinary Sciences
Heloise Proquin, Marloes C. M. Jonkhout, Marlon J. Jetten, Henk van Loveren, Theo M. de Kok, Jacob J. Briede
SCIENTIFIC REPORTS
(2019)
Article
Genetics & Heredity
Raphaele Castagne, Michelle Kelly-Irving, Vittorio Krogh, Domenico Palli, Salvatore Panico, Carlotta Sacerdote, Rosario Tumino, Dennie G. A. J. Hebels, Jos C. S. Kleinjans, Theo M. C. M. de Kok, Panagiotis Georgiadis, Soterios A. Kyrtopoulos, Roel Vermeulen, Silvia Stringhini, Paolo Vineis, Marc Chadeau-Hyam, Cyrille Delpierre
Review
Biochemistry & Molecular Biology
Nicolaj S. Bischoff, Theo M. de Kok, Dick T. H. M. Sijm, Simone G. van Breda, Jacco J. Briede, Jacqueline J. M. Castenmiller, Antoon Opperhuizen, Yolanda I. Chirino, Hubert Dirven, David Gott, Eric Houdeau, Agnes G. Oomen, Morten Poulsen, Gerhard Rogler, Henk van Loveren
Summary: Titanium dioxide is commonly used as a food additive and can be found in various products, but the nano-sized particle fraction may pose potential health risks that require further investigation. Research is needed to evaluate the adverse health effects of ingested TiO2 and address knowledge gaps in its gastrointestinal absorption and distribution.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2021)
Article
Biochemistry & Molecular Biology
Karolina A. P. Wijnands, Dennis M. Meesters, Benjamin Vandendriessche, Jacob J. Briede, Hans M. H. van Eijk, Peter Brouckaert, Anje Cauwels, Wouter H. Lamers, Martijn Poeze
Summary: Competition between NOS3 and NOS2 for arginine during endotoxemia appears crucial in the derangement of microcirculatory flow. This study found that L-citrulline supplementation enhances de novo arginine synthesis and NO production in mice during endotoxemia, especially in mice with functional NOS3-enzyme.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2021)
Article
Chemistry, Multidisciplinary
Nicolaj S. Bischoff, Heloise Proquin, Marlon J. Jetten, Yannick Schrooders, Marloes C. M. Jonkhout, Jacco J. Briede, Simone G. van Breda, Danyel G. J. Jennen, Estefany Medina-Reyes, Norma L. Delgado-Buenrostro, Yolanda Chirino, Henk van Loveren, Theo M. de Kok
Summary: A study using transgenic mouse models suggests that the food additive E171 (titanium dioxide) may contribute to the formation and progression of colorectal cancer by modulating inflammation, immune response activation, cell cycle, and cancer signaling pathways.
Article
Biochemistry & Molecular Biology
Inne Vanreusel, Dorien Vermeulen, Inge Goovaerts, Tibor Stoop, Bert Ectors, Jacky Cornelis, Wendy Hens, Erwin de Bliek, Hilde Heuten, Emeline M. Van Craenenbroeck, An Van Berendoncks, Vincent F. M. Segers, Jacob J. Briede
Summary: This study investigated the levels of oxidative stress in adults with congenital heart disease (CHD) and its association with inflammation, exercise capacity, and endothelial function. The results showed that levels of superoxide anion radical were not significantly different between CHD patients and healthy controls. However, a significant negative correlation was found between oxidative stress and iron saturation. This study suggests that iron levels may play a more important role in oxidative stress mechanisms in CHD than in healthy individuals.
Article
Multidisciplinary Sciences
Aliaksei S. Vasilevich, Steven Vermeulen, Marloes Kamphuis, Nadia Roumans, Said Eroume, Dennie G. A. J. Hebels, Jeroen van de Peppel, Rika Reihs, Nick R. M. Beijer, Aurelie Carlier, Anne E. Carpenter, Shantanu Singh, Jan de Boer
SCIENTIFIC REPORTS
(2020)
Article
Engineering, Biomedical
Steven Vermeulen, Nadia Roumans, Floris Honig, Aurelie Carlier, Dennie G. A. J. Hebels, Aysegul Dede Eren, Peter ten Dijke, Aliaksei Vasilevich, Jan de Boer
Article
Multidisciplinary Sciences
Heloise Proquin, Marlon J. Jetten, Marloes C. M. Jonkhout, Luis G. Garduno-Balderas, Jacob J. Briede, Theo M. de Kok, Yolanda I. Chirino, Henk van Loveren