Assembly of Fully Substituted 2H-Indazoles Catalyzed by Cu2O Rhombic Dodecahedra and Evaluation of Anticancer Activity |
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Authors: | Rajeeva Lochana Panchangam Prof Venkatraman Manickam Prof Kaushik Chanda |
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Affiliation: | 1. Department of Biosciences, School of Bioscience and Technology, Vellore Institute of Technology, Vellore, 632014 India;2. Department of Chemistry, School of Advanced Sciences, Vellore Institute of Technology, Vellore, 632014 India |
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Abstract: | Simultaneous C?N, and N?N bond-forming methods for one-pot transformations are highly challenging in synthetic organic chemistry. In this study, the Cu2O rhombic dodecahedra-catalyzed synthesis of 2H-indazoles is demonstrated with good to excellent yields from readily available chemicals. This one-pot procedure involves Cu2O nanoparticle-catalyzed consecutive C?N, and N?N bond formation followed by cyclization to yield 2H-indazoles with broad substrate scope and high functional group tolerance. Various cell-based bioassay studies demonstrated that 2H-indazoles inhibit the growth of cancer cells, typically through induction of apoptosis in a dose-dependent manner. Moreover, 2H-indazoles tested in the MDA-MB-468 cell line were capable of inhibiting cancer cell migration and invasion. Thus, it is shown that 2H-indazoles have potent in vitro anticancer activity that warrant further investigation of this compound class. |
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Keywords: | 2H-indazoles antitumor agents apoptosis Cu2O rhombic dodecahedra heterocyclization |
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