BIOMAT Database Logo BIOMAT Database Logo

Synthesis and RET protein kinase inhibitory activity of 3-arylureidobenzylidene-indolin-2-ones. 2007

Eleonora Rizzi, and Giuliana Cassinelli, and Sabrina Dallavalle, and Cinzia Lanzi, and Raffaella Cincinelli, and Raffaella Nannei, and Giuditta Cuccuru, and Franco Zunino
Dipartimento di Scienze Molecolari Agroalimentari, Università di Milano, Via Celoria 2, 20133 Milano, Italy.

A novel series of 3-arylureidobenzylidene-indolin-2-ones was synthesized and their inhibitory activity against Ret tyrosine kinase investigated in comparison with the Ret inhibitor RPI-1 as a reference compound for this series. A few compounds were able to revert the RETC634R oncogene-transformed morphologic phenotype of NIH3T3(MEN2A) cells and showed a selective antiproliferative activity against these cells as compared to parental NIH3T3 cells or NIH3T3 cells transformed with a non-tyrosine kinase oncogene (NIH3T3(H-RAS)). Inhibition of Ret enzyme activity by effective derivatives was confirmed in a kinase assay. Structure-activity relationship indicated a favourable activity for 5,6-dimethoxyindolinone derivatives with H, OH, or OMe in the para position of the distal aryl ring.

UI MeSH Term Description Entries
D007211 Indoles Benzopyrroles with the nitrogen at the number one carbon adjacent to the benzyl portion, in contrast to ISOINDOLES which have the nitrogen away from the six-membered ring.
D000818 Animals Unicellular or multicellular, heterotrophic organisms, that have sensation and the power of voluntary movement. Under the older five kingdom paradigm, Animalia was one of the kingdoms. Under the modern three domain model, Animalia represents one of the many groups in the domain EUKARYOTA. Animal,Metazoa,Animalia
D013329 Structure-Activity Relationship The relationship between the chemical structure of a compound and its biological or pharmacological activity. Compounds are often classed together because they have structural characteristics in common including shape, size, stereochemical arrangement, and distribution of functional groups. Relationship, Structure-Activity,Relationships, Structure-Activity,Structure Activity Relationship,Structure-Activity Relationships
D015153 Blotting, Western Identification of proteins or peptides that have been electrophoretically separated by blot transferring from the electrophoresis gel to strips of nitrocellulose paper, followed by labeling with antibody probes. Immunoblotting, Western,Western Blotting,Western Immunoblotting,Blot, Western,Immunoblot, Western,Western Blot,Western Immunoblot,Blots, Western,Blottings, Western,Immunoblots, Western,Immunoblottings, Western,Western Blots,Western Blottings,Western Immunoblots,Western Immunoblottings
D047428 Protein Kinase Inhibitors Agents that inhibit PROTEIN KINASES. Protein Kinase Inhibitor,Inhibitor, Protein Kinase,Inhibitors, Protein Kinase,Kinase Inhibitor, Protein,Kinase Inhibitors, Protein
D051096 Proto-Oncogene Proteins c-ret Receptor protein-tyrosine kinases involved in the signaling of GLIAL CELL-LINE DERIVED NEUROTROPHIC FACTOR ligands. They contain an extracellular cadherin domain and form a receptor complexes with GDNF RECEPTORS. Mutations in ret protein are responsible for HIRSCHSPRUNG DISEASE and MULTIPLE ENDOCRINE NEOPLASIA TYPE 2. c-ret Protein,ret Proto-Oncogene Proteins,Proto-Oncogene Protein Ret,Proto-Oncogene Protein c-ret,Receptor Tyrosine Kinase RET,Proto Oncogene Protein Ret,Proto Oncogene Protein c ret,Proto Oncogene Proteins c ret,Proto-Oncogene Proteins, ret,Ret, Proto-Oncogene Protein,c-ret, Proto-Oncogene Protein,c-ret, Proto-Oncogene Proteins,ret Proto Oncogene Proteins
D051379 Mice The common name for the genus Mus. Mice, House,Mus,Mus musculus,Mice, Laboratory,Mouse,Mouse, House,Mouse, Laboratory,Mouse, Swiss,Mus domesticus,Mus musculus domesticus,Swiss Mice,House Mice,House Mouse,Laboratory Mice,Laboratory Mouse,Mice, Swiss,Swiss Mouse,domesticus, Mus musculus
D041681 NIH 3T3 Cells A continuous cell line of high contact-inhibition established from NIH Swiss mouse embryo cultures. The cells are useful for DNA transfection and transformation studies. (From ATCC [Internet]. Virginia: American Type Culture Collection; c2002 [cited 2002 Sept 26]. Available from http://www.atcc.org/) 3T3 Cells, NIH,NIH-3T3 Cells,3T3 Cell, NIH,Cell, NIH 3T3,Cell, NIH-3T3,Cells, NIH 3T3,Cells, NIH-3T3,NIH 3T3 Cell,NIH-3T3 Cell

Related Publications

Eleonora Rizzi, and Giuliana Cassinelli, and Sabrina Dallavalle, and Cinzia Lanzi, and Raffaella Cincinelli, and Raffaella Nannei, and Giuditta Cuccuru, and Franco Zunino
Synthesis, modeling, and RET protein kinase inhibitory activity of 3- and 4-substituted beta-carbolin-1-ones.
December 2008, Journal of medicinal chemistry,
Eleonora Rizzi, and Giuliana Cassinelli, and Sabrina Dallavalle, and Cinzia Lanzi, and Raffaella Cincinelli, and Raffaella Nannei, and Giuditta Cuccuru, and Franco Zunino
Synthesis, structure-activity relationship and crystallographic studies of 3-substituted indolin-2-one RET inhibitors.
February 2010, Bioorganic & medicinal chemistry,
Eleonora Rizzi, and Giuliana Cassinelli, and Sabrina Dallavalle, and Cinzia Lanzi, and Raffaella Cincinelli, and Raffaella Nannei, and Giuditta Cuccuru, and Franco Zunino
Synthesis and structure-activity relationship studies of 3-substituted indolin-2-ones as effective neuroprotective agents.
November 2008, Experimental biology and medicine (Maywood, N.J.),
Eleonora Rizzi, and Giuliana Cassinelli, and Sabrina Dallavalle, and Cinzia Lanzi, and Raffaella Cincinelli, and Raffaella Nannei, and Giuditta Cuccuru, and Franco Zunino
Design, Synthesis and Inhibitory Activity of Photoswitchable RET Kinase Inhibitors.
May 2015, Scientific reports,
Eleonora Rizzi, and Giuliana Cassinelli, and Sabrina Dallavalle, and Cinzia Lanzi, and Raffaella Cincinelli, and Raffaella Nannei, and Giuditta Cuccuru, and Franco Zunino
Synthesis and CNS activity of N,N-disubstituted 1-(aminomethyl)-5-alkyl-3-(aryloxyacetylhydrazono)indolin-2-ones.
February 1982, Archiv der Pharmazie,
Eleonora Rizzi, and Giuliana Cassinelli, and Sabrina Dallavalle, and Cinzia Lanzi, and Raffaella Cincinelli, and Raffaella Nannei, and Giuditta Cuccuru, and Franco Zunino
Metal-free synthesis of 2,2-disubstituted indolin-3-ones.
February 2019, Organic & biomolecular chemistry,
Eleonora Rizzi, and Giuliana Cassinelli, and Sabrina Dallavalle, and Cinzia Lanzi, and Raffaella Cincinelli, and Raffaella Nannei, and Giuditta Cuccuru, and Franco Zunino
A Hg(OTf)2-Catalyzed Enolate Umpolung Reaction Enables the Synthesis of Coumaran-3-ones and Indolin-3-ones.
April 2020, Organic letters,
Eleonora Rizzi, and Giuliana Cassinelli, and Sabrina Dallavalle, and Cinzia Lanzi, and Raffaella Cincinelli, and Raffaella Nannei, and Giuditta Cuccuru, and Franco Zunino
One-Pot Synthesis of Indolin-3-ones Mediated by LiN(SiMe3)2/CsF.
June 2024, Organic letters,
Eleonora Rizzi, and Giuliana Cassinelli, and Sabrina Dallavalle, and Cinzia Lanzi, and Raffaella Cincinelli, and Raffaella Nannei, and Giuditta Cuccuru, and Franco Zunino
Oxidative Transformation of 2-Furylanilines into Indolin-3-ones.
May 2024, The Journal of organic chemistry,
Eleonora Rizzi, and Giuliana Cassinelli, and Sabrina Dallavalle, and Cinzia Lanzi, and Raffaella Cincinelli, and Raffaella Nannei, and Giuditta Cuccuru, and Franco Zunino
Synthesis, cytotoxic activity, and tubulin polymerization inhibitory activity of new pyrrol-2(3H)-ones and pyridazin-3(2H)-ones.
June 2016, Bioorganic chemistry,
Copied contents to your clipboard!