Substituted Pyrazoles and Their Heteroannulated Analogs—Recent Syntheses and Biological Activities

Ramadan, Mohamed; Aly, Ashraf A.; El-Haleem, Lamiaa E. Abd; Alshammari, Mohammed B.; Bräse, Stefan

doi:10.3390/molecules26164995

Cited by 19 publications

(9 citation statements)

References 198 publications

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“…4,5-diamino-1-(2-hydroxyethyl)pyrazole sulfate is a promising candidate as new primary intermediates, considering that it may decrease allergenic risks ( Ramadan et al, 2021 ). As a fact, several patents on diaminopyrazoles and triaminopyrazoles as primary intermediates has been recently granted ( Cotteret, 2002 ; Chassot and Braun, 2003 ; Ernst et al, 2006 ; Vidal and Fadli, 2007 ; Lim et al, 2008 ; Thuring et al, 2014 ).…”

Section: Discussionmentioning

confidence: 99%

In Situ Wood Fiber Dyeing Through Laccase Catalysis for Fiberboard Production

Colella¹,

Chiaro²,

Lettera³

2021

Front. Bioeng. Biotechnol.

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The aim of the present work was to develop an innovative and environmentally friendly process for wood fiber dyeing and to produce 3-dimensionally fully colored medium-density fiberboard (MDF). The potential of laccase-catalyzed polymerization of selected precursors to form dyes useful in fiberboard manufacturing, a technique used for the first time in this field, was demonstrated. Some of the 7 aromatic compounds tested yielded colored products after laccase treatment under both acid and alkaline conditions, and a good variety of colors was attained by using mixtures of two different monomers. To demonstrate the coloration and design potential of laccase conversion of aromatic compounds, MDFs were enzymatically dyed using an in situ one-step laccase-catalyzed coloration process, and the results were compared against commercial MDFs obtained by using organic coloring agents. Important advantages over conventional processing methods include good color fastness and, in some cases, new hydrophobic properties, allowing designers and woodworkers to explore the beauty of textures and the use of simpler and milder processing conditions that eliminate harsh chemical use and reduce energy consumption.

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Section: Discussionmentioning

confidence: 99%

In Situ Wood Fiber Dyeing Through Laccase Catalysis for Fiberboard Production

Colella¹,

Chiaro²,

Lettera³

2021

Front. Bioeng. Biotechnol.

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“…Among heterocycles, pyrazoles are considered privileged scaffolds in medicinal chemistry [32]. Pyrazole derivatives are known to exhibit anti-inflammatory, analgesic, anticancer, antimicrobial, anti-infective and other activities [44][45][46][47]. In recent publications, we have reported the synthesis and antimitotic activity of 2,4-or 2,6-disubstituted-and 2,4,6-trisubstituted-2H-pyrazolo [4,3-c]pyridines [48], the antiproliferative activity of 2,4,6,7tetrasubstituted-2H-pyrazolo [4,3-c]pyridines [49], the photodynamic properties in the human skin melanoma cell line G361 of pyrazole-indole hybrids [50] and N-aryl-2,6-diphenyl-2H-pyrazolo [4,3-c]pyridin-7-amines [51] and the anthelmintic activity of benzopyrano [2,3c]pyrazol-4(2H)-ones [52].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Novel Heterocyclic Chalcones from 1-Phenyl-1H-pyrazol-3-ol

et al. 2022

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An efficient synthetic route to construct diverse pyrazole-based chalcones from 1-phenyl-1H-pyrazol-3-ols bearing a formyl or acetyl group on the C4 position of pyrazole ring, employing a base-catalysed Claisen–Schmidt condensation reaction, is described. Isomeric chalcones were further reacted with N-hydroxy-4-toluenesulfonamide and regioselective formation of 3,5-disubstituted 1,2-oxazoles was established. The novel pyrazole-chalcones and 1,2-oxazoles were characterized by an in-depth analysis of NMR spectral data, which were obtained through a combination of standard and advanced NMR spectroscopy techniques.

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“…[16] In recent years, pyrazole and its derivatives have attracted researchers' interest due to their strong therapeutic potential for drug design approaches and the development of medications. For instance, anti-inflammatory properties and COX-2 inhibition by celecoxib; cannabinoid receptor inhibitor for curing obesity by rimonabant; alcohol dehydrogenase is inhibited by fomepizole, [17] treatment of painful inflammatory rheumatic disorders of the joints and the spine by lonazolac, reduce swelling in animals with osteoarthritis by tepoxalin, and antidepressant activity by fezolamine. [18] Furthermore, several clinical anticancer medicines currently available on the market with pyrazole as a main scaffold include encorafenib, crizotinib, darolutamide, niraparib and ruxolitinib [19] (Figure 1).…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Biological Evaluation, Migratory Inhibition and Docking Study of Indenopyrazolones as Potential Anticancer Agents

Nasab

Han

Shah

et al. 2022

Chemistry & Biodiversity

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Some bioactive derivatives of indeno[1,2-c]pyrazolones were synthesized through the reaction of phenylhydrazine, different aldehydes and indan-1,2,3-trione at room temperature in acetonitrile. Analytical and spectroscopic studies have confirmed the structural characteristics of the synthesized compounds. In addition, the target compounds were screened for the in-vitro antiproliferative properties against the B16F10 melanoma cancer cell lines by the standard MTT assay. The effect on inflammatory marker cyclooxygenase 2 and matrix metalloproteinase 2, 9 was also checked to determine the anti-inflammatory and anti-cell migratory properties of these compounds. The final compounds were also tested for their tyrosinase inhibitory activity. Among all compounds, screened for anticancer activity, three compounds 4e, 4f and 4h reduced the cell proliferation significantly comparable to that of the positive standard drug erlotinib (IC 50 = 418.9 � 1.54 μM) with IC 50 values ranging from 20.72 -29.35 μM. The compounds 4c -4h decreased the COX-2 expression whereas the MMP 2, 9 expressions were significantly reduced by 4a, 4b and 4h. This was confirmed by molecular docking studies, as 4e, 4f and 4h displayed good interactions with the active site of BRAF protein. The compounds 4b, 4f and 4h exhibited moderate tyrosinase inhibition effect as compared to α-MSH. Collectively, compound 4h can be considered as a candidate for further optimization in the development of anticancer therapies based on the results of biological investigations in this study.

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Substituted Pyrazoles and Their Heteroannulated Analogs—Recent Syntheses and Biological Activities

Cited by 19 publications

References 198 publications

In Situ Wood Fiber Dyeing Through Laccase Catalysis for Fiberboard Production

In Situ Wood Fiber Dyeing Through Laccase Catalysis for Fiberboard Production

Synthesis and Characterization of Novel Heterocyclic Chalcones from 1-Phenyl-1H-pyrazol-3-ol

Synthesis, Biological Evaluation, Migratory Inhibition and Docking Study of Indenopyrazolones as Potential Anticancer Agents

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