Synthesis of Selenium-Quinone Hybrid Compounds with Potential Antitumor Activity via Rh-Catalyzed C-H Bond Activation and Click Reactions

In continuation of our quest for new redox-modulating catalytic antitumor molecules, selenium-containing quinone-based 1,2,3-triazoles were synthesized using rhodium-catalyzed C-H bond activation and click reactions. All compounds were evaluated against five types of cancer cell lines: HL-60 (human promyelocytic leukemia cells), HCT-116 (human colon carcinoma cells), SF295 (human glioblastoma cells), NCIH-460 (human lung cells) and PC3 (human prostate cancer cells). Some compounds showed good activity with IC50 values below 1 µM. The cytotoxic potential of the naphthoquinoidal derivatives was also evaluated in non-tumor cells, exemplified by L929 cells. Overall, these compounds represent promising new lead derivatives and stand for a new class of chalcogenium-containing derivatives with potential antitumor activity.

Molecules (Basel, Switzerland). 2017 Dec 30*** epublish ***

Guilherme A M Jardim, Daisy J B Lima, Wagner O Valença, Daisy J B Lima, Bruno C Cavalcanti, Claudia Pessoa, Jamal Rafique, Antonio L Braga, Claus Jacob, Eufrânio N da Silva Júnior, Eduardo H G da Cruz

Department of Chemistry, Institute of Exact Sciences, Federal University of Minas Gerais, UFMG, 31270-901 Belo Horizonte, Brazil. ., Department of Physiology and Pharmacology, Federal University of Ceará, CEP 60180-900 Fortaleza, Brazil. ., Department of Chemistry, Institute of Exact Sciences, Federal University of Minas Gerais, UFMG, 31270-901 Belo Horizonte, Brazil. ., Department of Physiology and Pharmacology, Federal University of Ceará, CEP 60180-900 Fortaleza, Brazil. ., Department of Physiology and Pharmacology, Federal University of Ceará, CEP 60180-900 Fortaleza, Brazil. ., Department of Chemistry, Federal University of Santa Catarina, 88040-900 Florianópolis, Brazil. ., Department of Chemistry, Federal University of Santa Catarina, 88040-900 Florianópolis, Brazil. ., Division of Bioorganic Chemistry, Department of Pharmacy, University of Saarland, Campus B2 1, D-66123 Saarbruecken, Germany. ., Department of Chemistry, Institute of Exact Sciences, Federal University of Minas Gerais, UFMG, 31270-901 Belo Horizonte, Brazil. ., Department of Chemistry, Institute of Exact Sciences, Federal University of Minas Gerais, UFMG, 31270-901 Belo Horizonte, Brazil. .

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