Issue 31, 2010
From the journal:

Dalton Transactions

Synthesis, electrochemical studies and anticancer activity of ferrocenyl oxindoles†

Bárbara V. Silva,*a   Núbia M. Ribeiro,b   Maria D. Vargas,c   Maurício Lanznaster,c   José Walkimar de M. Carneiro,c   Renata Krogh,d   Adriano D. Andricopulo,d   Luiz C. Diase  and  Angelo C. Pintoa  

* Corresponding authors

a Instituto de Química-CT, Bloco A, Universidade Federal do Rio de Janeiro, Cidade Universitária, Rio de Janeiro, RJ, Brazil
E-mail: barbara.iq@gmail.com

b Centro Federal de Educação Tecnológica da Bahia, Rua Emílio Santos s/n, Barbalho, Salvador, BA, Brazil

c Instituto de Química, Universidade Federal Fluminense, Campus do Valonguinho, Centro, Niterói, RJ, Brazil

d Laboratório de Química Medicinal e Computacional, Instituto de Física de São Carlos, Universidade de São Paulo, São Carlos, SP, Brazil

e Institute of Chemistry, University of Campinas, UNICAMP, Cidade Universitária Zeferino Vaz, P.O. Box 6154, Campinas, SP, Brazil

Abstract

A series of (E) and (Z)-ferrocenyl oxindoles were prepared by coupling substituted oxindoles to ferrocenylcarboxyaldehyde in the presence of morpholine as a catalyst. The redox behavior of these isomers was determined by cyclic voltammetry. The effects of the oxindole derivatives on the migration of human breast cancer cells were evaluated using the wound-healing assay and the Boyden chamber cell-migration assay. The most potent Z isomers 11b (IC50 = 0.89 μM), 12b (IC50 = 0.49 μM) and 17b (IC50 = 0.64 μM) could represent attractive new lead compounds for further development for cancer therapy.

Graphical abstract: Synthesis, electrochemical studies and anticancer activity of ferrocenyl oxindoles

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Article information

DOI
https://doi.org/10.1039/C002983A
Article type
Paper
Submitted
12 Feb 2010
Accepted
18 May 2010
First published
02 Jul 2010

Dalton Trans., 2010,39, 7338-7344

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Synthesis, electrochemical studies and anticancer activity of ferrocenyl oxindoles

B. V. Silva, N. M. Ribeiro, M. D. Vargas, M. Lanznaster, J. W. D. M. Carneiro, R. Krogh, A. D. Andricopulo, L. C. Dias and A. C. Pinto, Dalton Trans., 2010, 39, 7338 DOI: 10.1039/C002983A

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