- Divergent Synthesis of Quinolones and Dihydroepindolidiones via Cu(I)-Catalyzed Cyclization of Anilines with Alkynes
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A unique and efficient method for one-pot synthesis of diverse 4-quinolones from simple and readily available primary anilines and alkynes via Cu(I)-catalyzed direct cyclization has been developed. The (thio)phenols were also found to visible substrates for this reaction. Moreover, an unprecedented synthesis of dihydroepindolidiones has been demonstrated by using secondary anilines as the versatile substrates.
- Xu, Xuefeng,Sun, Ruzhong,Zhang, Sheng,Zhang, Xu,Yi, Wei
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supporting information
p. 1893 - 1897
(2018/04/16)
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- Neurogenic and neuroprotective donepezil-flavonoid hybrids with sigma-1 affinity and inhibition of key enzymes in Alzheimer's disease
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In this work we describe neurogenic and neuroprotective donepezil-flavonoid hybrids (DFHs), exhibiting nanomolar affinities for the sigma-1 receptor (σ1R) and inhibition of key enzymes in Alzheimer's disease (AD), such as acetylcholinesterase (AChE), 5-lipoxygenase (5-LOX), and monoamine oxidases (MAOs). In general, new compounds scavenge free radical species, are predicted to be brain-permeable, and protect neuronal cells against mitochondrial oxidative stress. N-(2-(1-Benzylpiperidin-4-yl)ethyl)-6,7-dimethoxy-4-oxo-4H-chromene-2-carboxamide (18) is highlighted due to its interesting biological profile in σ1R, AChE, 5-LOX, MAO-A and MAO-B. In phenotypic assays, it protects a neuronal cell line against mitochondrial oxidative stress and promotes maturation of neural stem cells into a neuronal phenotype, which could contribute to the reparation of neuronal tissues. Molecular modelling studies of 18 in AChE, 5-LOX and σ1R revealed the main interactions with these proteins, which will be further exploited in the optimization of new, more efficient DFHs.
- Estrada Valencia, Martín,Herrera-Arozamena, Clara,de Andrés, Lucía,Pérez, Concepción,Morales-García, José A.,Pérez-Castillo, Ana,Ramos, Eva,Romero, Alejandro,Vi?a, Dolores,Yá?ez, Matilde,Laurini, Erik,Pricl, Sabrina,Rodríguez-Franco, María Isabel
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supporting information
p. 534 - 553
(2018/07/25)
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- Microwave-assisted preparation of quinolone and quinoline derivatives
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Quinolinone derivatives can be obtained in microwave-assisted syntheses by reaction of aniline derivatives with acetylene dicarboxylic esters, a malonic acid diester or -keto ester derivatives. The reaction proceeds under mild conditions in short reaction
- Albrecht, Markus,Osetska, Olga,Rantanen, Toni,Fr?hlich, Roland,Bolm, Carsten
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scheme or table
p. 1081 - 1084
(2010/07/02)
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- A mild and efficient synthesis of 4-quinolones and quinolone heterocycles
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(Chemical Equation Presented) The cycloacylation of aniline derivatives to 4-quinolones in the presence of Eaton's reagent is described. This high-yielding methodology is applicable to a wide variety of functionalized anilines and requires milder conditio
- Zewge, Daniel,Chen, Cheng-Yi,Deer, Curtis,Dormer, Peter G.,Hughes, Dave L.
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p. 4276 - 4279
(2008/02/11)
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- 8-Hydroxy-4-methoxymonothioquinaldic Acid - a Further Thioacid from Pseudomonas
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The structure elucidation of 8-hydroxy-4-methoxy monothioquinaldic acid - a metabolite from Pseudomonas fluorescens - is described. - Keywords: Thioquinaldic Acid, Bacterial Constituents, Pseudomonas fluorescens
- Neuenhaus, W.,Budzikiewicz, H.,Korth, H.,Pulverer, G.
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p. 1569 - 1571
(2007/10/02)
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