Trifluoromethyl-substituted 3,5-bis(arylidene)-4-piperidones as potential anti-hepatoma and anti-inflammation agents by inhibiting NF-кB activation

Cong, Wei; Sun, Yue; Sun, Yifan; Yan, Wei-Bin; Zhang, Yulong; Gao, Zhiqiang; Wang, Chunhua; Hou, Gui‐Ge; Zhang, Jiajing

doi:10.1080/14756366.2021.1953996

Cited by 6 publications

(2 citation statements)

References 44 publications

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“…Docking studies were performed at the hA 2A and hA 2B AR binding sites to simulate the interaction of compound 7i with these two receptors. The binding modes of compound 7i at the hA 2A AR cavity were analysed by docking simulations using the C-DOCKER protocol of Discovery Studio 2017 R2 39 . The crystal structure of hA 2A AR in complex with antagonist ZM241385 (PDB ID: 5IU4) was retrieved from the Protein Data Bank ( http://www.rcsb.org/pdb ) for the docking calculations.…”

Section: Resultsmentioning

confidence: 99%

Design, synthesis, and biological evaluation of triazole-pyrimidine-methylbenzonitrile derivatives as dual A_2A/A_2B adenosine receptor antagonists

Kou

et al. 2022

Journal of Enzyme Inhibition and Medicinal Chemistry

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A series of novel dual A 2A /A 2B AR antagonists based on the triazole-pyrimidine-methylbenzonitrile core were designed and synthesised. The A 2A AR antagonist cAMP functional assay results were encouraging for most target compounds containing quinoline or its open-ring bioisosteres. In addition, compound 7i displayed better inhibitory activity on A 2B AR (IC 50 14.12 nM) and higher potency in IL-2 production than AB928. Moreover, molecular docking studies were carried out to explain the rationality of molecular design and the activity of compound 7i . Further studies on 7f and 7i revealed good liver microsomes stabilities and acceptable in vivo PK profiles. This study provides insight into the future development of dual A 2A /A 2B AR antagonists for cancer immunotherapy.

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Section: Resultsmentioning

confidence: 99%

Design, synthesis, and biological evaluation of triazole-pyrimidine-methylbenzonitrile derivatives as dual A_2A/A_2B adenosine receptor antagonists

Kou

et al. 2022

Journal of Enzyme Inhibition and Medicinal Chemistry

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“…The difference between these two compounds is the presence of ethyl in compound (a) and trifluoromethyl in compound (b). A study found that trifluoromethyl may affect the electrical properties of the target chemicals, and its lipophilicity can promote membrane permeability (Cong et al, 2021). However, comparing compound (b) to non-selective COX inhibitor indomethacin, the GI side effects for compound (b) are less severe but not as efficient as a COX-2 inhibitor, celecoxib.…”

Section: Scheme 5 Synthesis Of Ibuprofen-amide Derivativesmentioning

confidence: 99%

Synthesis and Biological Activities of Acetaminophen and Ibuprofen Metal Complexes or Derivatives: A Review

Hamdan,

Sukmana,

Nordin

2024

MJS

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We reviewed scientific literature on the synthesis of acetaminophen and ibuprofen, as well as their derivatives and biological properties. The synthesis of acetaminophen involves the acetylation of 4-aminophenol and acetic anhydride, while ibuprofen is synthesised by reacting isobutyl benzene and acetic anhydride in four continuous reaction stages, which are Friedel-Crafts acylation, carbonyl reduction, chloride substitution, and Grignard reaction. To obtain their derivatives, modifications have been made either by complexing the main structure of the drug compound with metal elements or adding certain desired moieties, such as thiourea, amide, ammonium, halogen, silicon, and 1,3,4-oxadiazole. Ibuprofen and acetaminophen have been recognised as effective painkillers and anti-inflammatories. Recently, their derivatives have been implicated in a variety of biological effects. The biological activities of acetaminophen and ibuprofen derivatives have been reported to exhibit urease inhibition and inflammatory inhibition, as well as inhibit the proliferation of breast cancer cells MCF-7. Overall, this review article describes the synthesis of acetaminophen and ibuprofen derivatives, complete with their biological activities such as antimicrobial, antifungal, anti-inflammatory, urease inhibitors, and anticancer.

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Treatment of rheumatoid arthritis with dissymmetric fluorine and pyridyl-substituted 3,5-bis(aryl)-4-piperidone derivatives by inhibition of NF-κB and MAPK activation

Yan,

Li,

Zhang

et al. 2024

Arabian Journal of Chemistry

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Trifluoromethyl-substituted 3,5-bis(arylidene)-4-piperidones as potential anti-hepatoma and anti-inflammation agents by inhibiting NF-кB activation

Abstract: Trifluoromethyl-substituted 3,5bis(arylidene)-4-piperidones as potential anti-hepatoma and anti-inflammation agents by inhibiting NF-кB activation,

Cited by 6 publications

References 44 publications

Design, synthesis, and biological evaluation of triazole-pyrimidine-methylbenzonitrile derivatives as dual A_2A/A_2B adenosine receptor antagonists

Design, synthesis, and biological evaluation of triazole-pyrimidine-methylbenzonitrile derivatives as dual A_2A/A_2B adenosine receptor antagonists

Synthesis and Biological Activities of Acetaminophen and Ibuprofen Metal Complexes or Derivatives: A Review

Treatment of rheumatoid arthritis with dissymmetric fluorine and pyridyl-substituted 3,5-bis(aryl)-4-piperidone derivatives by inhibition of NF-κB and MAPK activation

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Trifluoromethyl-substituted 3,5-bis(arylidene)-4-piperidones as potential anti-hepatoma and anti-inflammation agents by inhibiting NF-кB activation

Abstract: Trifluoromethyl-substituted 3,5bis(arylidene)-4-piperidones as potential anti-hepatoma and anti-inflammation agents by inhibiting NF-кB activation,

Cited by 6 publications

References 44 publications

Design, synthesis, and biological evaluation of triazole-pyrimidine-methylbenzonitrile derivatives as dual A2A/A2B adenosine receptor antagonists

Design, synthesis, and biological evaluation of triazole-pyrimidine-methylbenzonitrile derivatives as dual A2A/A2B adenosine receptor antagonists

Synthesis and Biological Activities of Acetaminophen and Ibuprofen Metal Complexes or Derivatives: A Review

Treatment of rheumatoid arthritis with dissymmetric fluorine and pyridyl-substituted 3,5-bis(aryl)-4-piperidone derivatives by inhibition of NF-κB and MAPK activation

Contact Info

Product

Resources

About

Design, synthesis, and biological evaluation of triazole-pyrimidine-methylbenzonitrile derivatives as dual A_2A/A_2B adenosine receptor antagonists

Design, synthesis, and biological evaluation of triazole-pyrimidine-methylbenzonitrile derivatives as dual A_2A/A_2B adenosine receptor antagonists