Thieno[3,2-c]pyrazoles: A novel class of Aurora inhibitors with favorable antitumor activity

Bindi, Simona; Fancelli, Daniele; Alli, Cristina; Berta, Daniela; Bertrand, J. A.; Cameron, Alexander D.; Cappella, Paolo; Carpinelli, Patrizia; Cervi, Giovanni; Croci, Valter; D'Anello, Matteo; Forte, Barbara; Giorgini, Maria Laura; Marsiglio, Aurelio; Moll, Jürgen; Pesenti, Enrico; Pittalà, Valeria; Pulici, Maurizio; Riccardi-Sirtori, Federico; Roletto, Fulvia; Soncini, Chiara; Storici, Paola; Varasi, Mario; Volpi, Daniele; Zugnoni, Paola; Vianello, Paola

doi:10.1016/j.bmc.2010.07.048

Cited by 30 publications

(16 citation statements)

References 15 publications

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“…Furthermore, the incorporation of the aminopyrazole scaffold into condensed heterocycles has emerged as a powerful strategy for novel anticancer drug development. Numerous pyrazolo[1,5‐ a ]pyrimidines, pyrazolo[3,4‐ d ]pyrimidines, pyrazolo[1,5‐ a ][1,3,5]‐triazines, pyrazolo[5,1‐ c ][1,2,4]triazoles, and other aminopyrazole‐fused bicycles display remarkable cancer‐related enzyme inhibitory activities. Despite several synthetic routes are available for the construction of imidazo[1,2‐ b ]pyrazoles, their pharmacological properties are barely studied, and only a limited number of reports focused on their antitumor potential .…”

Section: Introductionmentioning

confidence: 99%

Synthesis, cytotoxic characterization, and SAR study of imidazo[1,2‐b]pyrazole‐7‐carboxamides

Demjén

Alföldi²,

Angyal

et al. 2018

Archiv der Pharmazie

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The synthesis and in vitro cytotoxic characteristics of new imidazo[1,2-b]pyrazole-7-carboxamides were investigated. Following a hit-to-lead optimization exploiting 2D and 3D cultures of MCF-7 human breast, 4T1 mammary gland, and HL-60 human promyelocytic leukemia cancer cell lines, a 67-membered library was constructed and the structure-activity relationship (SAR) was determined. Seven synthesized analogues exhibited sub-micromolar activities, from which compound 63 exerted the most significant potency with a remarkable HL-60 sensitivity (IC = 0.183 μM).

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Section: Introductionmentioning

confidence: 99%

Synthesis, cytotoxic characterization, and SAR study of imidazo[1,2‐b]pyrazole‐7‐carboxamides

Demjén

Alföldi²,

Angyal

et al. 2018

Archiv der Pharmazie

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“…10,12,13 Some thienopyrazoles are used for inhibiting PDE 7 (phosphodiesterase 7) selectively, which is responsible for allergy, immunological and inflammatory diseases. 14 Bindi et al 15 reported a series of thienopyrazoles to demonstrate their activities as a potent inhibitor for aurora kinase. Some members of this class of compounds have also been investigated for their local anesthetic, antiarrhythmic, 16 herbicidal, 17 molluscicidal properties, 18 and for antiviral 19 and immunosuppressant activities.…”

Section: Introductionmentioning

confidence: 99%

A Convenient Synthesis, Reactions and Biological Activity of Some New 6H-Pyrazolo[4’,3’:4,5]thieno[3,2-d][1,2,3]triazine Compounds as Antibacterial, Anti-Fungal and Anti-Inflammatory Agents

Zaki¹,

El‐Dean²,

Radwan³

et al. 2018

J. Braz. Chem. Soc.

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We describe here the design and synthesis of novel pyrazolothienotriazine compounds based on diazotization followed by cycloaddition reactions of 4-amino-3-methyl-1-phenyl-1H-thieno[2,3-c]pyrazol-5-carbonitrile with sodium nitrite in the presence of concentrated HCl in acetic acid. The produced chloropyrazolothienotriazine underwent nucleophilic substitution reactions with various primary and secondary amines including sulfa drugs to afford the N-substituted aminopyrazolothienotriazines. Hydrazinolysis of the chlorotriazine with hydrazine hydrate afforded the hydrazinotriazine, which was used as a versatile precursor for synthesis of other compounds. The chemical structures of the newly synthesized compounds were confirmed on the basis of elemental and spectral analyses containing Fourier transform infrared spectroscopy (FTIR), 1 H and 13 C nuclear magnetic resonance (NMR) and mass spectrometry. Some of the synthesized compounds showed high antibacterial and anti-fungal activities. Also, most of the tested compounds exhibited high anti-inflammatory activity compared with indomethacin using carrageenan induced rat paw edema assay.

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“…Some thienopyrazole of type A is used for inhibiting PDE 7 (Phosphodiesterase 7) selectively which is responsible for allergy, immunological diseases and inflammatory diseases [14] . Bindi et al [15] reported a series of thienopyrazoles to demonstrate their activity as a potent inhibitor for aurora kinase. In continuation of our previous work in the synthesis of heterocyclic compounds containing pyrazolemoiety [16] , [17] , [18] , [19] , [20] , [21] , [22] , [23] , [24] , [25] , [26] , [27] , [28] , [29] .…”

Section: Introductionmentioning

confidence: 99%

The biological activity of new thieno[2,3-c]pyrazole compounds as anti-oxidants against toxicity of 4-nonylphenol in Clarias gariepinus

et al. 2015

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Thieno[3,2-c]pyrazoles: A novel class of Aurora inhibitors with favorable antitumor activity

Cited by 30 publications

References 15 publications

Synthesis, cytotoxic characterization, and SAR study of imidazo[1,2‐b]pyrazole‐7‐carboxamides

Synthesis, cytotoxic characterization, and SAR study of imidazo[1,2‐b]pyrazole‐7‐carboxamides

A Convenient Synthesis, Reactions and Biological Activity of Some New 6H-Pyrazolo[4’,3’:4,5]thieno[3,2-d][1,2,3]triazine Compounds as Antibacterial, Anti-Fungal and Anti-Inflammatory Agents

The biological activity of new thieno[2,3-c]pyrazole compounds as anti-oxidants against toxicity of 4-nonylphenol in Clarias gariepinus

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