Assembly of Fully Substituted 2 H ‐Indazoles Catalyzed by Cu 2 O Rhombic Dodecahedra and Evaluation of Anticancer Activity
2018; Wiley; Volume: 14; Issue: 2 Linguagem: Inglês
10.1002/cmdc.201800707
ISSN1860-7187
AutoresRajeeva Lochana Panchangam, Venkatraman Manickam, Kaushik Chanda,
Tópico(s)Synthesis and Biological Evaluation
ResumoAbstract Simultaneous C−N, and N−N bond‐forming methods for one‐pot transformations are highly challenging in synthetic organic chemistry. In this study, the Cu 2 O rhombic dodecahedra‐catalyzed synthesis of 2 H ‐indazoles is demonstrated with good to excellent yields from readily available chemicals. This one‐pot procedure involves Cu 2 O nanoparticle‐catalyzed consecutive C−N, and N−N bond formation followed by cyclization to yield 2 H ‐indazoles with broad substrate scope and high functional group tolerance. Various cell‐based bioassay studies demonstrated that 2 H ‐indazoles inhibit the growth of cancer cells, typically through induction of apoptosis in a dose‐dependent manner. Moreover, 2 H ‐indazoles tested in the MDA‐MB‐468 cell line were capable of inhibiting cancer cell migration and invasion. Thus, it is shown that 2 H ‐indazoles have potent in vitro anticancer activity that warrant further investigation of this compound class.
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