Reactions, Anti-Alzheimer and Anti COX-2 Activities of the Newly Synthesized 2-Substituted Thienopyridines

Attaby, Fawzy A.; Abdel‐Fattah, Azza M.; Shaif, Labeeb M.; El‐Sayed, Mohamed M.

doi:10.2174/138527209789578135

Cited by 11 publications

(3 citation statements)

References 5 publications

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“…Thieno[2,3- b ]pyridines constitute a set of heterocyclic compounds that have beneficial effects in the treatment of many diseases. Recently, many studies have described various substituted thienopyridine compounds as significant antiproliferative agents against a wide range of human cancer cell lines [ 17 , 18 , 19 ] and as antimicrobial [ 20 , 21 , 22 ], anti-Alzheimer’s [ 23 ], anti-platelet [ 24 ], antiviral [ 25 , 26 ] and anti-inflammatory [ 27 ] candidates.…”

Section: Introductionmentioning

confidence: 99%

Novel Pyridothienopyrimidine Derivatives: Design, Synthesis and Biological Evaluation as Antimicrobial and Anticancer Agents

et al. 2022

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The growing risk of antimicrobial resistance besides the continuous increase in the number of cancer patients represents a great threat to global health, which requires intensified efforts to discover new bioactive compounds to use as antimicrobial and anticancer agents. Thus, a new set of pyridothienopyrimidine derivatives 2a,b–9a,b was synthesized via cyclization reactions of 3-amino-thieno[2,3-b]pyridine-2-carboxamides 1a,b with different reagents. All new compounds were evaluated against five bacterial and five fungal strains. Many of the target compounds showed significant antimicrobial activity. In addition, the new derivatives were further subjected to cytotoxicity evaluation against HepG-2 and MCF-7 cancer cell lines. The most potent cytotoxic candidates (3a, 4a, 5a, 6b, 8b and 9b) were examined as EGFR kinase inhibitors. Molecular docking study was also performed to explore the binding modes of these derivatives at the active site of EGFR-PK. Compounds 3a, 5a and 9b displayed broad spectrum antimicrobial activity with MIC ranges of 4–16 µg/mL and potent cytotoxic activity with IC50 ranges of 1.17–2.79 µM. In addition, they provided suppressing activity against EGFR with IC50 ranges of 7.27–17.29 nM, higher than that of erlotinib, IC50 = 27.01 nM.

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Section: Introductionmentioning

confidence: 99%

Novel Pyridothienopyrimidine Derivatives: Design, Synthesis and Biological Evaluation as Antimicrobial and Anticancer Agents

et al. 2022

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“…A functionalization of substituents and a new ring addition to the thieno[2,3- b ]pyridine core system may be used to enhance and broaden the application of compounds. Thus, biological activities exhibited by ring-fused thienopyridines include antimicrobial and antiprotozoal, − antihistaminic, antiproliferative/anticancer, − anti-Alzheimer, anticonvulsant, and neurotropic − effects. Pyrido[3′,2′:4,5]thieno[3,2- d ]pyrimidines were reported as phosphodiesterase type 4 inhibitors, multitarget Ser/Thr kinase inhibitors, Cdc7 kinase inhibitors, and hepatic gluconeogenesis inhibitors …”

Section: Introductionmentioning

confidence: 99%

Unusual Oxidative Dimerization in the 3-Aminothieno[2,3-b]pyridine-2-carboxamide Series

et al. 2021

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Noncatalyzed, regio-and stereoselective hypochlorite oxidation of 3-aminothieno[2,3-b]pyridine-2-carboxamides is presented. Unexpectedly, the oxidation proceeded by different mechanistic pathways, and different products were formed, depending on the nature of solvents used. A possible mechanism, the structure of products, kinetics and dynamics of intramolecular processes, and biological activity of products are discussed.

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“…In conjunction to our previous recent work and aiming to investigate and evaluate the biological activities of the newly synthesized heterocyclic compounds, we are interested here to use 3‐(2‐thienyl or 2‐furyl)‐1‐pyridin‐3‐ylprop‐2‐en‐1‐ones 1a , 1b as key compounds to synthesize 2,3′‐bipyridine‐5‐carbonitriles 3a , 3b required for several chemical transformations as well as our medicinal chemistry programs.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Reactions, Characterization and Biological Evaluation of 2,3′‐Bipyridine Derivatives (III)

Attaby

Abdel‐Fattah

Shaif

et al. 2013

Journal of Heterocyclic Chem

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1‐Pyridin‐3‐yl‐3‐(2‐thienyl of 2‐furyl)prop‐2‐en‐1‐ones 1a, 1b reacted with 2‐cyanoethanethioamide 2 to afford the corresponding 4‐(thiophen‐2‐yl or furan‐2‐yl)‐6‐sulfanyl‐2,3′‐bipyridine‐5‐carbonitriles 3a, 3b. The synthetic potentiality of compounds 3a, 3b were investigated in the present study via their reactions with several active halogen containing compounds 4a, 4b, 4c, 4d, 4e, 4f, 4g, 4h, 5, 5a, 5b. Our aim here is the synthesis of 4‐(2‐thienyl or 2‐furyl)‐6‐pyridin‐3‐ylthieno[2,3‐b]pyridin‐3‐amines 6a, 6b, 6c, 6d, 6e, 6g, 6h, 6i, 6j, 6k, 6l, 6m, 6n,via 6‐(alkyl‐thio)‐4‐(2‐thienyl or 2‐furyl)‐2,3′‐bipyridine‐5‐carbonitriles 5a, 5b, 5c, 5d, 5e, 5i, 5j, 5k, 5l, 5m. The structures of all newly synthesized heterocyclic compounds were elucidated by considering the data of IR, 1H‐NMR, mass spectra, as well as that of elemental analyses. Anti‐cancer, anti‐Alzheimer, and anti‐COX‐2 activities were investigated for all the newly synthesized heterocyclic compounds.

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Reactions, Anti-Alzheimer and Anti COX-2 Activities of the Newly Synthesized 2-Substituted Thienopyridines

Cited by 11 publications

References 5 publications

Novel Pyridothienopyrimidine Derivatives: Design, Synthesis and Biological Evaluation as Antimicrobial and Anticancer Agents

Novel Pyridothienopyrimidine Derivatives: Design, Synthesis and Biological Evaluation as Antimicrobial and Anticancer Agents

Unusual Oxidative Dimerization in the 3-Aminothieno[2,3-b]pyridine-2-carboxamide Series

Synthesis, Reactions, Characterization and Biological Evaluation of 2,3′‐Bipyridine Derivatives (III)

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