Discovery of anti-cell migration activity of an anti-HIV heterocyclic compound by identification of its binding protein hnRNP M

Kamo, Masahiro; Ito, Miu; Toma, Tsugumasa; Gotoh, Haruna; Shimozono, Rie; Nakagawa, Riko; Koga, Ryoko; Monde, Kazuaki; Tateishi, Hiroshi; Misumi, Shogo; Otsuka, Masami; Fujita, Mikako

doi:10.1016/j.bioorg.2021.104627

Cited by 10 publications

(3 citation statements)

References 53 publications

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“…The importance of such compounds were due to their high biological activities such as anti-inflammatory, analgesic, anticonvulsant, anti-tuberculous, antitumor, anti-HIV and antimicrobial activity. [25][26][27][28][29][30][31][32][33][34][35] The structure of the hydrazone moiety with the CÀ N double bond are responsible for the activity of such group of compounds that enhance both electrophilic and nucleophilic. [36] As a result of the large mentioned applications of multi-component reactions in this context, herein we report on the synthesis and the spectroscopic, structural, and physicochemical characterization of new heterocyclic derivatives incorporating cyclohexanone moiety starting from the arylhydrazono derivatives of acetoacetanilide derivatives.…”

Section: Introductionmentioning

confidence: 99%

Anti‐proliferative Activities of Thiophenes, Pyrans and PyridinesDerived from 1,3‐Dicarbonyl Compounds

et al. 2021

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In the present work, the reaction of the acetoactanilide derivatives with either benzenediazonium chloride, 4‐chlorobenzenediazonium chloride, or 4‐methoxybenzenediazonium, gave arylhydrazone derivatives. Heterocyclizations of the latter compounds were carried out to afford new thiophene, pyran and pyridine derivatives. The cyctotoxicity of the synthesized compounds against the selected six cancer cell lines was determined where eleven compounds exhibited the highest inhibitions. Through out this work, the produced pyridazine derivatives were selected for evaluation against cancer cell lines categorized according to the disease and the compounds showed high inhibitions. The results obtained in this work encourage further work in the future.

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Section: Introductionmentioning

confidence: 99%

Anti‐proliferative Activities of Thiophenes, Pyrans and PyridinesDerived from 1,3‐Dicarbonyl Compounds

et al. 2021

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“…Cells were seeded in a 24-well plate (1.0 × 10 5 cells/500 mL/well) and incubated for 1 day. A scratch assay was performed to evaluate cell migration in the presence of the test compounds and TGF-β (10 ng/mL) (R&D Systems Minneapolis, MN, USA), as previously described [22].…”

Section: In Vitroscratch Assaymentioning

confidence: 99%

Tranilast-tyrosine hybrid molecule exhibits dual activity: suppression of epithelial-mesenchymal transition and induction of cytotoxicity in cancer cells

et al. 2022

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The anti-allergic drug tranilast (TNL) reportedly exhibits inhibitory activity against epithelial-mesenchymal transition (EMT) at high concentrations. Herein, we synthesized a new hybrid molecule, tranilast-tyrosine (TNL-T), which is expected to increase anti-EMT activity by enhancing intracellular delivery through an amino acid transporter expressed in cancer cells. The anti-EMT activity of TNL-T was similar to that of TNL in the lung carcinoma cell line A549. Unlike TNL, TNL-T could induce dose-dependent cytotoxicity in A549 cells; this cytotoxicity was also observed in the glioblastoma cell lines U251 and U87. However, neither tyrosine nor TNL exhibited cytotoxicity, demonstrating the importance of the TNL-T structure. TNL-T, which exhibited dual activity by suppressing EMT and cancer cell proliferation, could aid in the development of new anticancer drugs.

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“…Nitrogen-, oxygen- and sulfur-based heterocyclic compounds are contributing extensively in the current medicinal chemistry because of their wide applications in drug discovery and development [ 1 , 2 , 3 , 4 , 5 , 6 , 7 , 8 ]. As the potentially privileged scaffolds, pyridine-fused heterocycles have attracted attention due to their effective and widespread biological properties for the treatment of different diseases such as cancer, diabetes, hyperpigmentation, tuberculosis, hyperplasia and ulcer [ 9 , 10 , 11 , 12 , 13 , 14 , 15 , 16 ].…”

Section: Introductionmentioning

confidence: 99%

Pyridine Scaffolds, Phenols and Derivatives of Azo Moiety: Current Therapeutic Perspectives

et al. 2021

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Synthetic heterocyclic compounds have incredible potential against different diseases; pyridines, phenolic compounds and the derivatives of azo moiety have shown excellent antimicrobial, antiviral, antidiabetic, anti-melanogenic, anti-ulcer, anticancer, anti-mycobacterial, anti-inflammatory, DNA binding and chemosensing activities. In the present review, the above-mentioned activities of the nitrogen-containing heterocyclic compounds (pyridines), hydroxyl (phenols) and azo derivatives are discussed with reference to the minimum inhibitory concentration and structure–activity relationship, which clearly indicate that the presence of nitrogen in the phenyl ring; in addition, the hydroxyl substituent and the incorporation of a diazo group is crucial for the improved efficacies of the compounds in probing different diseases. The comparison was made with the reported drugs and new synthetic derivatives that showed recent therapeutic perspectives made in the last five years.

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Discovery of anti-cell migration activity of an anti-HIV heterocyclic compound by identification of its binding protein hnRNP M

Cited by 10 publications

References 53 publications

Anti‐proliferative Activities of Thiophenes, Pyrans and PyridinesDerived from 1,3‐Dicarbonyl Compounds

Anti‐proliferative Activities of Thiophenes, Pyrans and PyridinesDerived from 1,3‐Dicarbonyl Compounds

Tranilast-tyrosine hybrid molecule exhibits dual activity: suppression of epithelial-mesenchymal transition and induction of cytotoxicity in cancer cells

Pyridine Scaffolds, Phenols and Derivatives of Azo Moiety: Current Therapeutic Perspectives

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