New Efficient Eco‐Friendly Supported Catalysts for the Synthesis of Amides with Antioxidant and Anti‐Inflammatory Properties

Dufrénoy, Philippe; Charlet, Rogatien; Hechelski, Marie; Daı̈ch, Adam; Waterlot, Christophe; Jawhara, Samir; Ghinet, Alina

doi:10.1002/cmdc.201900641

Cited by 6 publications

(5 citation statements)

References 52 publications

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“…followed by acid treatment to convert all mineral materials into salts. These salts were then supported in porous materials to obtain an active heterogeneous catalyst, showing promising activity in the synthesis of bioactive amides [91] . However, they did not provide information about the chemical composition of the catalyst, making it difficult to determine the activating metal.…”

Section: Amides From Carbonyl‐containing Compoundsmentioning

confidence: 99%

Contemporary Approaches for Amide Bond Formation

Acosta‐Guzmán,

Ojeda‐Porras,

Gamba‐Sánchez

2023

Adv Synth Catal

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Amide bond construction has garnered significant interest in recent decades due to amides being one of the most prevalent functional groups among bioactive molecules. Out of the thirty‐seven new drugs approved by the FDA in 2022, eleven are small molecules containing at least one amide bond. Additionally, there are nineteen large molecules approved as new drugs, some of which have peptide structures, and therefore, also bear amide bonds. In recent years, multiple teams have embraced the challenge of developing more efficient methods for amide bond formation. This dedication has led to numerous publications appearing monthly in prestigious journals, showcasing significant advancements in this field. The primary goal of this review is to present the most viable strategies for constructing the amide bond. It is crucial to differentiate between amide bond formation and amide synthesis; hence, the focus is on describing specific methods for forming new C(O)−N bonds. In particular, this review concentrates on the methods developed within the last six years. There is a particular emphasis on new approaches that consider the thought process when selecting the starting materials and functional groups. This approach ensures coverage of all the most common chemical transformations that yield new amide bonds.

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Section: Amides From Carbonyl‐containing Compoundsmentioning

confidence: 99%

Contemporary Approaches for Amide Bond Formation

Acosta‐Guzmán,

Ojeda‐Porras,

Gamba‐Sánchez

2023

Adv Synth Catal

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“…Caco-2 cells (10 6 cells) were added to inserts (HTS Transwell 96-well; Corning; 3387) in the presence of Dulbecco's Modified Eagle Medium (DMEM) for 24 h [25]. Dextran sulfate sodium (DSS; 1.5%; MP Biomedicals, LLC, Eschwege, Germany) was then added to each well for 24 h. Caco-2 cells were then treated with FA at a concentration of 25 µg/mL.…”

Section: Migration Of Macrophages Through Human Intestinal Epithelial...mentioning

confidence: 99%

Oleic Acid and Palmitic Acid from Bacteroides thetaiotaomicron and Lactobacillus johnsonii Exhibit Anti-Inflammatory and Antifungal Properties

Charlet

Danvic²,

Sendid

et al. 2022

Microorganisms

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A decrease in populations of Bacteroides thetaiotaomicron and Lactobacillus johnsonii is observed during the development of colitis and fungal overgrowth, while restoration of these populations reduces inflammatory parameters and fungal overgrowth in mice. This study investigated the effect of two fatty acids from B. thetaiotaomicron and L. johnsonii on macrophages and Caco-2 cells, as well as their impact on the inflammatory immune response and on Candida glabrata overgrowth in a murine model of dextran sulfate sodium (DSS)-induced colitis. Oleic acid (OA) and palmitic acid (PA) from L. johnsonii and B. thetaiotaomicron were detected during their interaction with epithelial cells from colon samples. OA alone or OA combined with PA (FAs) reduced the expression of proinflammatory mediators in intestinal epithelial Caco-2 cells challenged with DSS. OA alone or FAs increased FFAR1, FFAR2, AMPK, and IL-10 expression in macrophages. Additionally, OA alone or FAs decreased COX-2, TNFα, IL-6, and IL-12 expression in LPS-stimulated macrophages. In the DSS murine model, oral administration of FAs reduced inflammatory parameters, decreased Escherichia coli and Enterococcus faecalis populations, and eliminated C. glabrata from the gut. Overall, these findings provide evidence that OA combined with PA exhibits anti-inflammatory and antifungal properties.

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“…Caco-2 cells (10 6 cells) were placed in inserts in the presence of DMEM for 24 h. DMEM containing 1.5% DSS was then added to the Caco-2 cells for 24 h [19]. The Caco-2 cells were pretreated with H89 at a concentration of 10 µM.…”

Section: Migration Of Macrophages To C Albicans Through Dss-challenged Caco-2 Cellsmentioning

confidence: 99%

H89 Treatment Reduces Intestinal Inflammation and Candida albicans Overgrowth in Mice

et al. 2020

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Deregulation of the dynamic crosstalk between the gut microbiota, intestinal epithelial cells, and immune cells is critically involved in the development of inflammatory bowel disease and the overgrowth of opportunistic pathogens, including the human opportunistic fungus Candida albicans. In the present study, we assessed the effect of N-[2-(p-bromocinnamylamino)ethyl]-5-isoquinolinesulfonamide (H89), a protein kinase A inhibitor, on the migration of macrophages to C. albicans through dextran sulphate sodium (DSS)-challenged Caco-2 cells. We also investigated the impact of H89 on intestinal inflammation and C. albicans clearance from the gut, and determined the diversity of the gut microbiota in a murine model of DSS-induced colitis. H89 reduced the migration of macrophages to C. albicans through DSS-challenged Caco-2 cells. In addition, H89 decreased C. albicans viability and diminished the expression of pro-inflammatory cytokines and innate immune receptors in macrophages and colonic epithelial Caco-2 cells. In mice with DSS-induced colitis, H89 attenuated the clinical and histological scores of inflammation and promoted the elimination of C. albicans from the gut. H89 administration to mice decreased the overgrowth of Escherichia coli and Enterococcus faecalis populations while Lactobacillus johnsonii populations increased significantly. Overall, H89 reduced intestinal inflammation and promoted the elimination of C. albicans from the gut.

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New Efficient Eco‐Friendly Supported Catalysts for the Synthesis of Amides with Antioxidant and Anti‐Inflammatory Properties

Cited by 6 publications

References 52 publications

Contemporary Approaches for Amide Bond Formation

Contemporary Approaches for Amide Bond Formation

Oleic Acid and Palmitic Acid from Bacteroides thetaiotaomicron and Lactobacillus johnsonii Exhibit Anti-Inflammatory and Antifungal Properties

H89 Treatment Reduces Intestinal Inflammation and Candida albicans Overgrowth in Mice

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