Please use this identifier to cite or link to this item: https://www.arca.fiocruz.br/handle/icict/9025
Title: Antiparasitic and immunomodulatory activities of 1,1-bis(4-Hydroxyphenyl)-2-Phenyl-but-1-ene and Its protected and free 2-Ferrocenyl derivatives
Authors: Soares, Milena Botelho Pereira
Costa, José Fernando Oliveira
Sá, Matheus Santos de
Santos, Ricardo Ribeiro dos
Pigeon, Pascal
Jaouen, Gérard
Santana, Antônio Euzébio Goulart
Goulart, Marilia Oliveira Fonseca
Hillard, Elizabeth
Affilliation: Fundação Oswaldo Cruz. Centro de Pesquisas Gonçalo Moniz. Laboratório de Engenharia Tecidual e Imunofarmacologia Salvador, BA, Brasil / Hospital São Rafael. Salvador, BA, Brasil
Fundação Oswaldo Cruz. Centro de Pesquisas Gonçalo Moniz. Laboratório de Engenharia Tecidual e Imunofarmacologia Salvador, BA, Brasil
Fundação Oswaldo Cruz. Centro de Pesquisas Gonçalo Moniz. Laboratório de Engenharia Tecidual e Imunofarmacologia Salvador, BA, Brasil
Fundação Oswaldo Cruz. Centro de Pesquisas Gonçalo Moniz. Laboratório de Engenharia Tecidual e Imunofarmacologia Salvador, BA, Brasil / Hospital São Rafael. Salvador, BA, Brasil
École Nationale Supérieure de Chimie de Paris. Laboratoire Charles Friedel. Paris, France
École Nationale Supérieure de Chimie de Paris. Laboratoire Charles Friedel. Paris, France
Instituto de Química e Biotecnologia. UFAL. Maceió, Al, Brasil
Instituto de Química e Biotecnologia. UFAL. Maceió, Al, Brasil
École Nationale Supérieure de Chimie de Paris. Laboratoire Charles Friedel. Paris, France
Abstract: The ferrocenyl diphenol 1 [1,1-bis(4-hydroxyphenyl)-2-ferrocenyl-but-1-ene] displays strong cytotoxic effects against a variety of cancer cells. In the present study we have evaluated the immunomodulatory and antiparasitic activities of compound 1 and its protected dipalmitate analogue 2. We have furthermore compared the antiparasitic results of 1 and 2 with the organic analogue, 3 [1,1-bis(4- hydroxyphenyl)-2-phenyl-but-1-ene], where the ferrocenyl group has been replaced by a phenyl ring. When assayed against normal (noncancerous) splenocytes, all compounds were considered nontoxic. Compound 1 inhibited NO production by macrophages, inhibited concanavalin A-induced lymphoproliferation, and was active against Leishmania amazonensis and Trypanosoma cruzi. Compound 2 had lower activity in all assays performed. Surprisingly, compounds 1 and 2 exhibited similar and significant activity against Plasmodium falciparum, with IC50 values of 3.50 and 1.33 mM, respectively. Compound 3 showed an inverse activity profile, being active against T. cruzi but far less active against P. falciparum.
Keywords: Ferrocene
Malaria
Bioorganometallic chemistry
Immunomodulatory
Nitric oxide
Chagas disease
Issue Date: 2010
Publisher: Wiley-Liss, INC
Citation: SOARES, M. B. P. et al. Antiparasitic and immunomodulatory activities of 1,1-bis(4-Hydroxyphenyl)-2-Phenyl-but-1-ene and Its protected and free 2-Ferrocenyl derivatives. Drug Development Research, v. 71, p. 69–75, 2010.
DOI: 10.1002/ddr.20349
ISSN: 0272-4391
Copyright: open access
Appears in Collections:BA - IGM - Artigos de Periódicos

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