Article
Chemistry, Multidisciplinary
Ke Wang, Hao Chen, Xinyan Dai, Xupeng Huang, Zhiqiang Feng
Summary: This study describes the synthesis of 2-substituted quinazolin-4(3H)-ones using palladium catalysis and hydrogen transfer from o-nitrobenzamides and alcohols. The cascade reaction involves alcohol oxidation, nitro reduction, condensation, and dehydrogenation without the need for additional reducing or oxidizing agents, resulting in good to high yields of various quinazolin-4(3H)-ones.
Article
Chemistry, Organic
Lai Li, Xiaohong Peng, Jianmei Lu, Xuefeng Jiang
Summary: A one-pot four-component synthesis of diselenocarbamates was established under mild conditions, leading to the formation of 36 products in up to 91% yield. The zwitterionic intermediate formed from chloroform and amine was captured by diselane via nucleophilic substitution to afford the desired diselenocarbamate with the help of a base.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Biochemical Research Methods
Chang Soo Kim, Dmitry Nevozhay, Rebeca Romero Aburto, Ashok Pehere, Lan Pang, Rebecca Dillard, Ziqiu Wang, Clayton Smith, Kelsey Boitnott Mathieu, Marie Zhang, John D. Hazle, Robert C. Bast, Konstantin Sokolov
Summary: Lipid-based formulations, combined with magnetic nanoparticles, have shown great potential in biomedical applications such as drug delivery and therapy. In this study, we developed a simplified method to synthesize drug-loaded magnetic multimicelle aggregates and achieved molecular targeting through antibody conjugation.
BIOCONJUGATE CHEMISTRY
(2022)
Article
Chemistry, Organic
Yi Lin, Shu-Fan He, Hui Geng, Yu-Chen Xiao, Kan-Lei Ji, Jian-Feng Zheng, Pei-Qiang Huang
Summary: A facile method for the preparation of 2,3-dialkylsubstituted quinazolinones from readily available N-arylamides and commercial isocyanates was developed, which involves the activation of the secondary amide with Tf2O/2-Br-Pyr, sequential addition of isocyanate, and cyclization. The mild reaction is general for a wide range of substrates and can be run on a gram scale.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Velmurugan Tamilselvi, Rathinam Ramesh, Appaswami Lalitha
Summary: Herein, we report a simple and efficient synthesis of 2-(1H-indol-3-yl)-3-phenylquinazolin-4(3H)-ones in methanol using p-TSA as catalyst. This method has the advantages of simple work up and high yield.
POLYCYCLIC AROMATIC COMPOUNDS
(2023)
Article
Nanoscience & Nanotechnology
Sourav Kumar, Manoj Kumar, Vandana Bhalla
Summary: Supramolecular assemblies of Im-Tpy with phenanthro[9,10-d]imidazole as the donor and terpyridyl group as the acceptor have been developed to stabilize Co(II) in its nanoform. The resulting nanoensemble shows high thermal and photostability, and exhibits efficient catalytic activity for the oxidation of alcohols using visible light radiation as the energy source.
ACS APPLIED MATERIALS & INTERFACES
(2023)
Article
Chemistry, Organic
Amr Elagamy, Ismail Althagafi, Ramendra Pratap
Summary: A mild and effective method for synthesizing conjugated trienes was developed via nitroethane-mediated ring contraction and decarboxylative rearrangement of spirobutenolides and butenolides. The (E)-isomer of trienes could be obtained from 2-oxobenzo[h]chromenes using step-wise or one-pot approaches. New substrates, such as butenolides 4a-l, were utilized for triene construction. The mixture of spirobutenolide isomers yielded the (E)-isomer of trienes, while butenolide isomer reactions produced a mixture of triene isomers in different ratios.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Biochemistry & Molecular Biology
Alexandra S. Tikhomolova, Vyacheslav S. Grinev, Alevtina Yu. Yegorova
Summary: In this study, a method for synthesizing a new class of hetarylaminomethylidene derivatives of furan-2(3H)-ones is described. The method involves the refluxing of 5-(4-chlorophenyl)furan-2(3H)-one, triethyl orthoformate, and heterocyclic amines with different ring sizes and heteroatoms in absolute isopropyl alcohol. The resulting enamines exist in an equilibrium of E- and Z-isomers, which was confirmed using NMR spectroscopy. The E-/Z-equilibrium of the synthesized compounds is influenced by various factors, including the configuration of the intermediate, the volume of its substituents, and the use of polar solvents in the NMR experiment. The method offers advantages such as short reaction time, high product yield, and easy product purification.
Article
Chemistry, Applied
Praveen Kumar Naikawadi, Lingaswamy Mucherla, Rambabu Dandela, Madhavi Sambari, K. Shiva Kumar
Summary: A one-pot two-step double annulation strategy has been developed for the synthesis of isoindolo[2,1-b]isoquinolin-5(7H)-ones, featuring Ru-catalysed unsymmetrical double annulations and regioselective annulations using unsymmetrical internal alkynes with oxygen/nitrogen substituents. This procedure offers broad substrate scope, functional group tolerance, and good product yields.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Multidisciplinary
Enrico Paradisi, Roberto Rosa, Giovanni Baldi, Valentina Dami, Andrea Cioni, Giada Lorenzi, Cristina Leonelli
Summary: This article introduces a new method for fast and simple synthesis of crystalline TiO2 nanoparticles with photocatalytic activity, and demonstrates the application of this method in the production of nanotitania.
Article
Chemistry, Physical
Nobutaka Yamanaka, Daiki Abe, Masaiku Miwaka-Saiga, Kenji Yasunaga, Hiroshi Yamada, Shogo Shimazu
Summary: In this study, an effective catalytic system was developed for the direct synthesis of alkyl levulinates from furfural. Ni3Sn2 alloy nanoparticles quantitatively reduced furfural to furfuryl alcohol, and montmorillonite K10 was used for the alcoholysis reaction to produce alkyl levulinates.
SUSTAINABLE ENERGY & FUELS
(2022)
Article
Chemistry, Organic
Lingyu Zhang, Songlin Zhang
Summary: An efficient method for the synthesis of 1,4-benzothiazinone-3-one derivatives via a potassium carbonate and copper-mediated C-S and C-N Ullmann coupling reaction between 2-bromothiophenol and 2-haloacetanilide is reported. This approach eliminates the need for noble metals and expensive ligands, making it a simple and cost-effective strategy.
TETRAHEDRON LETTERS
(2023)
Article
Chemistry, Organic
Ji-Wang Fang, Fang-jie Liao, Yang Qian, Chao-Chen Dong, Li-Jin Xu, Han-Yuan Gong
Summary: Three-substituted 4H-quinolizin-4-ones were synthesized with good selectivity and high efficiency using a facile method based on alkyne substrate control. The reaction has a broad substrate scope (20 examples, up to 93% yield) and is easy to scale up. The strategy of alkyne substrate control could be further expanded for more complex structures.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Polymer Science
Pawel Cwynar, Pawel Pasikowski, Roza Szweda
Summary: High-yielding and scalable methods for iterative synthesis of sequence-defined macromolecules are a challenge in modern polymer chemistry. We developed a one-pot synthesis approach for oligocarbamates without intermediate purification, achieving control of monomer sequence and high yields. This methodology has scalability and potential for use in synthesizing polymers with high molar mass.
EUROPEAN POLYMER JOURNAL
(2023)
Article
Biochemistry & Molecular Biology
Ali Akbari, Neda Seyedi, Muhammad Saleh Faryabi
Summary: A mild, efficient, and general method has been developed to synthesize new derivatives of 2-aryl/alkyl-3H-indol-3-ones in moderate to excellent yields.
MOLECULAR DIVERSITY
(2022)
Article
Chemistry, Medicinal
Jean-Philippe Metivier, Alban Lepailleur, Aleksey Buzmakov, Guillaume Poezevara, Bruno Cremileux, Sergei O. Kuznetsov, Jeremie Le Goff, Amedeo Napoli, Ronan Bureau, Bertrand Cuissart
JOURNAL OF CHEMICAL INFORMATION AND MODELING
(2015)
Article
Chemistry, Medicinal
Elke Haensele, Nawel Mele, Marija Miljak, Christopher M. Read, David C. Whitley, Lee Banting, Carla Delepee, Jana Sopkova-de Oliveira Santos, Alban Lepailleur, Ronan Bureau, Jonathan W. Essex, Timothy Clark
JOURNAL OF CHEMICAL INFORMATION AND MODELING
(2017)
Article
Biochemical Research Methods
Guillaume Poezevara, Sylvain Lozano, Bertrand Cuissart, Ronan Bureau, Pierre Bureau, Vincent Croixmarie, Philippe Vayer, Alban Lepailleur
JOURNAL OF PROTEOME RESEARCH
(2017)
Article
Chemistry, Medicinal
Julien Rabatel, Thomas Fannes, Alban Lepailleur, Jeremie Le Goff, Bruno Cremilleux, Jan Ramon, Ronan Bureau, Bertrand Cuissart
MOLECULAR INFORMATICS
(2017)
Article
Chemistry, Medicinal
Jean-Philippe Metivier, Bertrand Cuissart, Ronan Bureau, Alban Lepailleur
JOURNAL OF MEDICINAL CHEMISTRY
(2018)
Article
Toxicology
Alban Lepailleur, Ronan Bureau, Marie-Pierre Halm-Lemeille, Michel Bouquet, Regis Pecquet, Christine Paris-Soubayrol, Jeremie Le Goff, Veronique Andre, Yannick Lecluse, Pierre Lebailly, Marie-Aline Maire, Paule Vasseur
JOURNAL OF APPLIED TOXICOLOGY
(2014)
Article
Computer Science, Artificial Intelligence
Willy Ugarte, Patrice Boizumault, Samir Loudni, Bruno Cremilleux, Alban Lepailleur
JOURNAL OF INTELLIGENT INFORMATION SYSTEMS
(2015)
Review
Chemistry, Medicinal
Sangeetha-Laura Thirumaran, Alban Lepailleur, Christophe Rochais
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2019)
Review
Chemistry, Medicinal
Amanda Garrido, Alban Lepailleur, Serge M. Mignani, Patrick Dallemagne, Christophe Rochais
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2020)
Article
Chemistry, Medicinal
Damien Geslin, Alban Lepailleur, Jean-Luc Manguin, Nhat-Vinh Vo, Jean-Luc Lamotte, Bertrand Cuissart, Ronan Bureau
Summary: This paper introduces a general method for creating a novel pharmacophore network, which involves calculating distances between pharmacophores and using a graph layout algorithm for classification. It provides further analysis on the structure-activity relationships and distinctions between activity classes.
JOURNAL OF CHEMICAL INFORMATION AND MODELING
(2022)
Article
Chemistry, Medicinal
Hajar Rehioui, Bertrand Cuissart, Abdelkader Ouali, Alban Lepailleur, Jean-Luc Lamotte, Ronan Bureau, Albrecht Zimmermann
Summary: This work proposes a new type of pharmacophoric descriptors and a feature transformation technique for virtual screening on BCR-ABL, showing superior results in terms of multiple quality measures.
MOLECULAR INFORMATICS
(2023)
Article
Chemistry, Medicinal
Leander Schietgat, Bertrand Cuissart, Kurt De Grave, Kyriakos Efthymiadis, Ronan Bureau, Bruno Cremilleux, Jan Ramon, Alban Lepailleur
Summary: Maximum common substructures (MCS) have gained attention in the chemoinformatics community due to their usefulness in measuring similarity between molecules and their interpretability as substructures. In this study, the Pairwise Maximum Common Subgraph Feature Generation (PMCSFG) algorithm was applied to automatically detect toxicophores and compute MCS-based fingerprints. The performance of these MCS-based fingerprints was compared to 12 well-known chemical fingerprints as features in machine learning models. The results show that the MCS method outperforms traditional chemical fingerprints in predicting mutagenicity and offers better interpretability.
MOLECULAR INFORMATICS
(2023)
Proceedings Paper
Computer Science, Artificial Intelligence
Etienne Lehembre, Ronan Bureau, Bruno Cremilleux, Bertrand Cuissart, Jean-Luc Lamotte, Alban Lepailleur, Abdelkader Ouali, Albrecht Zimmermann
Summary: The purpose of pattern mining is to assist experts in understanding their data. This study investigates the interestingness of patterns based on their neighborhood, selecting outstanding patterns using an order relation and quality score. Experimental results indicate that only a few patterns are found to be outstanding, as shown by several supervised quality measures.
ADVANCES IN INTELLIGENT DATA ANALYSIS XX, IDA 2022
(2022)
Article
Computer Science, Artificial Intelligence
Willy Ugarte, Patrice Boizumault, Bruno Cremilleux, Alban Lepailleur, Samir Loudni, Marc Plantevit, Chedy Raissi, Arnaud Soulet
ARTIFICIAL INTELLIGENCE
(2017)
Article
Chemistry, Medicinal
Damien Geslin, Alban Lepailleur, Jean-Luc Manguin, Nhat-Vinh Vo, Jean-Luc Lamotte, Bertrand Cuissart, Ronan Bureau
Summary: This paper introduces a general method for creating groups of pharmacophores and supports their further in-depth analysis. By calculating graph edit distances between pharmacophores, organizing them into a pharmacophore network, and utilizing graph layout algorithm and clustering approach, the study provides critical insights into the structure-activity relationships of pharmacophores.
JOURNAL OF CHEMICAL INFORMATION AND MODELING
(2022)
