Antimony(V) and Bismuth(V) Complexes of Lapachol: Synthesis, Crystal Structure and Cytotoxic Activity

Antimony(V) and bismuth(V) complexes of lapachol have been synthesized by the reaction of Ph(3)SbCl(2) or Ph(3)BiCl(2) with lapachol (Lp) and characterized by several physicochemical techniques such as IR, and NMR spectroscopy and X-ray crystallography. The compounds contain six-coordinated antimony...

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Autores principales: de Oliveira, Ludmila G., Silva, Meiriane M., de Paula, Flávia C. S., Pereira-Maia, Elene C., Donnici, Cláudio L., de Simone, Carlos A., Frézard, Frédéric, Júnior, Eufrânio N. da Silva, Demicheli, Cynthia
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2011
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264574/
https://www.ncbi.nlm.nih.gov/pubmed/22158684
http://dx.doi.org/10.3390/molecules161210314
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author de Oliveira, Ludmila G.
Silva, Meiriane M.
de Paula, Flávia C. S.
Pereira-Maia, Elene C.
Donnici, Cláudio L.
de Simone, Carlos A.
Frézard, Frédéric
Júnior, Eufrânio N. da Silva
Demicheli, Cynthia
author_facet de Oliveira, Ludmila G.
Silva, Meiriane M.
de Paula, Flávia C. S.
Pereira-Maia, Elene C.
Donnici, Cláudio L.
de Simone, Carlos A.
Frézard, Frédéric
Júnior, Eufrânio N. da Silva
Demicheli, Cynthia
author_sort de Oliveira, Ludmila G.
collection PubMed
description Antimony(V) and bismuth(V) complexes of lapachol have been synthesized by the reaction of Ph(3)SbCl(2) or Ph(3)BiCl(2) with lapachol (Lp) and characterized by several physicochemical techniques such as IR, and NMR spectroscopy and X-ray crystallography. The compounds contain six-coordinated antimony and bismuth atoms. The antimony(V) complex is a monomeric derivative, (Lp)(Ph(3)Sb)OH, and the bismuth(V) complex is a dinuclear compound bridged by an oxygen atom, (Lp)(2)(Ph(3)Bi)(2)O. Both compounds inhibited the growth of a chronic myelogenous leukemia cell line and the complex of Bi(V) was about five times more active than free lapachol. This work provides a rare example of an organo-Bi(V) complex showing significant cytotoxic activity.
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spelling pubmed-62645742018-12-10 Antimony(V) and Bismuth(V) Complexes of Lapachol: Synthesis, Crystal Structure and Cytotoxic Activity de Oliveira, Ludmila G. Silva, Meiriane M. de Paula, Flávia C. S. Pereira-Maia, Elene C. Donnici, Cláudio L. de Simone, Carlos A. Frézard, Frédéric Júnior, Eufrânio N. da Silva Demicheli, Cynthia Molecules Article Antimony(V) and bismuth(V) complexes of lapachol have been synthesized by the reaction of Ph(3)SbCl(2) or Ph(3)BiCl(2) with lapachol (Lp) and characterized by several physicochemical techniques such as IR, and NMR spectroscopy and X-ray crystallography. The compounds contain six-coordinated antimony and bismuth atoms. The antimony(V) complex is a monomeric derivative, (Lp)(Ph(3)Sb)OH, and the bismuth(V) complex is a dinuclear compound bridged by an oxygen atom, (Lp)(2)(Ph(3)Bi)(2)O. Both compounds inhibited the growth of a chronic myelogenous leukemia cell line and the complex of Bi(V) was about five times more active than free lapachol. This work provides a rare example of an organo-Bi(V) complex showing significant cytotoxic activity. MDPI 2011-12-13 /pmc/articles/PMC6264574/ /pubmed/22158684 http://dx.doi.org/10.3390/molecules161210314 Text en © 2011 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 license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
de Oliveira, Ludmila G.
Silva, Meiriane M.
de Paula, Flávia C. S.
Pereira-Maia, Elene C.
Donnici, Cláudio L.
de Simone, Carlos A.
Frézard, Frédéric
Júnior, Eufrânio N. da Silva
Demicheli, Cynthia
Antimony(V) and Bismuth(V) Complexes of Lapachol: Synthesis, Crystal Structure and Cytotoxic Activity
title Antimony(V) and Bismuth(V) Complexes of Lapachol: Synthesis, Crystal Structure and Cytotoxic Activity
title_full Antimony(V) and Bismuth(V) Complexes of Lapachol: Synthesis, Crystal Structure and Cytotoxic Activity
title_fullStr Antimony(V) and Bismuth(V) Complexes of Lapachol: Synthesis, Crystal Structure and Cytotoxic Activity
title_full_unstemmed Antimony(V) and Bismuth(V) Complexes of Lapachol: Synthesis, Crystal Structure and Cytotoxic Activity
title_short Antimony(V) and Bismuth(V) Complexes of Lapachol: Synthesis, Crystal Structure and Cytotoxic Activity
title_sort antimony(v) and bismuth(v) complexes of lapachol: synthesis, crystal structure and cytotoxic activity
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264574/
https://www.ncbi.nlm.nih.gov/pubmed/22158684
http://dx.doi.org/10.3390/molecules161210314
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