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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...

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Autores principales: Jardim, Guilherme A. M., da Cruz, Eduardo H. G., Valença, Wagner O., Lima, Daisy J. B., Cavalcanti, Bruno C., Pessoa, Claudia, Rafique, Jamal, Braga, Antonio L., Jacob, Claus, da Silva Júnior, Eufrânio N.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6017932/
https://www.ncbi.nlm.nih.gov/pubmed/29301214
http://dx.doi.org/10.3390/molecules23010083
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author Jardim, Guilherme A. M.
da Cruz, Eduardo H. G.
Valença, Wagner O.
Lima, Daisy J. B.
Cavalcanti, Bruno C.
Pessoa, Claudia
Rafique, Jamal
Braga, Antonio L.
Jacob, Claus
da Silva Júnior, Eufrânio N.
author_facet Jardim, Guilherme A. M.
da Cruz, Eduardo H. G.
Valença, Wagner O.
Lima, Daisy J. B.
Cavalcanti, Bruno C.
Pessoa, Claudia
Rafique, Jamal
Braga, Antonio L.
Jacob, Claus
da Silva Júnior, Eufrânio N.
author_sort Jardim, Guilherme A. M.
collection PubMed
description 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 IC(50) 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.
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spelling pubmed-60179322018-11-13 Synthesis of Selenium-Quinone Hybrid Compounds with Potential Antitumor Activity via Rh-Catalyzed C-H Bond Activation and Click Reactions Jardim, Guilherme A. M. da Cruz, Eduardo H. G. Valença, Wagner O. Lima, Daisy J. B. Cavalcanti, Bruno C. Pessoa, Claudia Rafique, Jamal Braga, Antonio L. Jacob, Claus da Silva Júnior, Eufrânio N. Molecules Article 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 IC(50) 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. MDPI 2017-12-30 /pmc/articles/PMC6017932/ /pubmed/29301214 http://dx.doi.org/10.3390/molecules23010083 Text en © 2017 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Jardim, Guilherme A. M.
da Cruz, Eduardo H. G.
Valença, Wagner O.
Lima, Daisy J. B.
Cavalcanti, Bruno C.
Pessoa, Claudia
Rafique, Jamal
Braga, Antonio L.
Jacob, Claus
da Silva Júnior, Eufrânio N.
Synthesis of Selenium-Quinone Hybrid Compounds with Potential Antitumor Activity via Rh-Catalyzed C-H Bond Activation and Click Reactions
title Synthesis of Selenium-Quinone Hybrid Compounds with Potential Antitumor Activity via Rh-Catalyzed C-H Bond Activation and Click Reactions
title_full Synthesis of Selenium-Quinone Hybrid Compounds with Potential Antitumor Activity via Rh-Catalyzed C-H Bond Activation and Click Reactions
title_fullStr Synthesis of Selenium-Quinone Hybrid Compounds with Potential Antitumor Activity via Rh-Catalyzed C-H Bond Activation and Click Reactions
title_full_unstemmed Synthesis of Selenium-Quinone Hybrid Compounds with Potential Antitumor Activity via Rh-Catalyzed C-H Bond Activation and Click Reactions
title_short Synthesis of Selenium-Quinone Hybrid Compounds with Potential Antitumor Activity via Rh-Catalyzed C-H Bond Activation and Click Reactions
title_sort synthesis of selenium-quinone hybrid compounds with potential antitumor activity via rh-catalyzed c-h bond activation and click reactions
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6017932/
https://www.ncbi.nlm.nih.gov/pubmed/29301214
http://dx.doi.org/10.3390/molecules23010083
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