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Start Over Topic catalysis Publication Year Range Last 3 years Language english
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1. Utilizing Nitroarenes and HCHO to Directly Construct Functional N-Heterocycles by Supported Cobalt/Amino Acid Relay Catalysis

Author

Jia‐Lu Sun, Chenggang Ci, Huanfeng Jiang, Pierre H. Dixneuf, Min Zhang, South China University of Technology [Guangzhou] (SCUT), Qiannan Normal College for Nationalities [Duyun] (QNCN), Institut des Sciences Chimiques de Rennes (ISCR), Université de Rennes (UR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), and The authors are grateful to the financial support of State Key Laboratoryof Pulp and Paper Engineering (2022C03), the National Natural Science Foundation of China (21971071, 22163007), the Natural Science Foundation of Guangdong Province (2023A1515012318 and2021A1515010155), and Guizhou Province Science Foundation ([2020]1Y050).

Subjects
Nitroarenes and formaldehyde, [CHIM]Chemical Sciences, Reductive coupling, General Medicine, General Chemistry, N-heterocyclic carbene ligands, Imidazolines, Catalysis, Relay catalysis
Abstract

International audience; Due to the generation of multiple intermediates during the nitroarene reduction, precise interception of single one to develop tandem reactions involving both C-C and C-N bond formations still remains a significant challenge. Herein, the relay catalysis of a supported bifunctional cobalt catalyst with L-proline has been successfully applied to establish a bran-new reductive annulation reaction of nitroarenes and formaldehyde, which enables direct and diverse construction of both symmetrical and unsymmetrical 1,3-diaryl imidazolines. It proceeds with operational simplicity, good substrate and functionality compatibility, and excellent step and atom-efficiency. Mechanistic studies reveal that the Co-catalyst exhibits a synergistic effect on the formation of key N-hydroxy imine, and the L-proline subsequently facilitates the key C-C bond formation. The current work opens a door to develop useful transformations with nitroarenes by reduction-interrupted strategy.

Published
2023

2. Pre- and Postnatal Dietary Exposure to a Pesticide Cocktail Disrupts Ovarian Functions in 8-Week-Old Female Mice

Author

Léonie Dopavogui, Florence Cadoret, Gaspard Loison, Sara El Fouikar, François-Xavier Frenois, Frank Giton, Sandrine Ellero-Simatos, Frédéric Lasserre, Arnaud Polizzi, Clémence Rives, Nicolas Loiseau, Roger D. Léandri, Nicolas Gatimel, Laurence Gamet-Payrastre, Toxicologie Intégrative & Métabolisme (ToxAlim-TIM), ToxAlim (ToxAlim), Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Ecole Nationale Vétérinaire de Toulouse (ENVT), Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Ecole d'Ingénieurs de Purpan (INPT - EI Purpan), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Institut National de Recherche pour l’Agriculture, l’Alimentation et l’Environnement (INRAE)-Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Institut National de Recherche pour l’Agriculture, l’Alimentation et l’Environnement (INRAE), CHU Toulouse [Toulouse], Développement Embryonnaire, Fertilité et Environnement (DEFE), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Institut National de la Santé et de la Recherche Médicale (INSERM)-Université de Montpellier (UM), Exposition, Perturbation Endocrino-métabolique et Reproduction (ToxAlim-EXPER), Institut Universitaire du Cancer de Toulouse - Oncopole (IUCT Oncopole - UMR 1037), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-CHU Toulouse [Toulouse]-Institut National de la Santé et de la Recherche Médicale (INSERM), Institut Mondor de Recherche Biomédicale (IMRB), Institut National de la Santé et de la Recherche Médicale (INSERM)-IFR10-Université Paris-Est Créteil Val-de-Marne - Paris 12 (UPEC UP12), L.D. was supported by a Ph.D. grant from INRAE (Animal Health Department). This work was supported by a grant from the Ministry for Agriculture and Food and the Ministry for an Ecological and Solidary Transition, with the financial support of the French Biodiversity Agency (GepeTho), by ANR France (Syneract), and by Région Occitanie. This work also received funding from Agence de la Biomédecine (AOR 2019).This paper benefited from the Imag’IN Platform of the Institut Universitaire du Cancer from April 2019 to August 2021 https://www.imagin-labs.net/imagin_v2/index.php? lang=EN (last accessed on 5 June 2022). We thank X. Blanc from INRAe SAAJ (Jouy-en-Josas) for his technical support for pellet preparation., ANR-18-CE34-0009,SYNERACT,Activation synergique de recepteurs nucléaires(2018), Centre Hospitalier Universitaire de Toulouse (CHU Toulouse), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre Hospitalier Universitaire de Toulouse (CHU Toulouse)-Institut National de la Santé et de la Recherche Médicale (INSERM), LESUR, Hélène, and APPEL À PROJETS GÉNÉRIQUE 2018 - Activation synergique de recepteurs nucléaires - - SYNERACT2018 - ANR-18-CE34-0009 - AAPG2018 - VALID

Subjects
pesticide, folliculogenesis, ovary, endocrine disruption, progesterone, [SDV]Life Sciences [q-bio], Organic Chemistry, Pesticide Residues, General Medicine, Catalysis, Computer Science Applications, [SDV] Life Sciences [q-bio], Inorganic Chemistry, Dietary Exposure, Mice, Fruit, Animals, Female, Chlorpyrifos, Physical and Theoretical Chemistry, Pesticides, Molecular Biology, Spectroscopy
Abstract

International audience; Female infertility has a multifactorial origin, and exposure to contaminants, including pesticides, with endocrine-disrupting properties is considered to be involved in this reproductive disorder, especially when it occurs during early life. Pesticides are present in various facets of the environment, and consumers are exposed to a combination of multiple pesticide residues through food intake. The consequences of such exposure with respect to female fertility are not well known. Therefore, we aimed to assess the impact of pre- and postnatal dietary exposure to a pesticide mixture on folliculogenesis, a crucial process in female reproduction. Mice were exposed to the acceptable daily intake levels of six pesticides in a mixture (boscalid, captan, chlorpyrifos, thiacloprid, thiophanate and ziram) from foetal development until 8 weeks old. Female offspring presented with decreased body weight at weaning, which was maintained at 8 weeks old. This was accompanied by an abnormal ovarian ultrastructure, a drastic decrease in the number of corpora lutea and progesterone levels and an increase in ovary cell proliferation. In conclusion, this study shows that this pesticide mixture that can be commonly found in fruits in Europe, causing endocrine disruption in female mice with pre- and postnatal exposure by disturbing folliculogenesis, mainly in the luteinisation process.

Published
2022
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