Design and synthesis of a novel class of CK2 inhibitors: application of copper- and gold-catalysed cascade reactions for fused nitrogen heterocycles.

• Suzuki, Yamato

• Oishi, Shinya

• Takei, Yoshinori

• Yasue, Misato

• Misu, Ryosuke

• Naoe, Saori

• Hou, Zengye

• Kure, Tatsuhide

• Nakanishi, Isao

• Ohno, Hiroaki

• Hirasawa, Akira

• Tsujimoto, Gozoh

• Fujii, Nobutaka

Abstract

Two classes of fused nitrogen heterocycles were designed as CK2 inhibitor candidates on the basis of previous structure-activity relationship (SAR) studies. Various dipyrrolo[3, 2-b:2', 3'-e]pyridine and benzo[g]indazole derivatives were prepared using transition-metal-catalysed cascade and/or multicomponent reactions. Biological evaluation of these candidates revealed that benzo[g]indazole is a promising scaffold for potent CK2 inhibitors. The inhibitory activities on cell proliferation of these potent CK2 inhibitors are also presented.

Journal

• Organic & biomolecular chemistry

  Organic & biomolecular chemistry 10 (25), 4907-4915, 2012-04-25

  Royal Society of Chemistry

Keywords

• Casein Kinase II/antagonists & inhibitors
• Catalysis
• Cell Line, Tumor
• Cell Proliferation/drug effects
• Copper/chemistry
• Gold/chemistry
• Heterocyclic Compounds/chemistry
• Heterocyclic Compounds/pharmacology
• Humans
• Models, Molecular
• Molecular Structure
• Nitrogen Compounds/chemistry
• Nitrogen Compounds/pharmacology
• Protein Kinase Inhibitors/chemical synthesis
• Protein Kinase Inhibitors/pharmacology
• Structure-Activity Relationship

Details

• CRID: 1050001335769794432
• NII Article ID: 120005244966
• NII Book ID: AA1168650X
• ISSN: 14770520
• ISSN: 14770539
• DOI: 10.1039/c2ob25298h
• HANDLE: 2433/174130
• Web Site: http://pubs.rsc.org/en/content/articlepdf/2012/OB/C2OB25298H
• Text Lang: en
• Article Type: journal article
• Data Source:
  • IRDB
  • Crossref
  • CiNii Articles
  • KAKEN