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Antiparasitic and Immunomodulatory Activities of 1,1-bis(4-Hydroxyphenyl)-2-Phenyl-but-1-ene and Its Protected and Free 2-Ferrocenyl Derivatives

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of 1 and 2 with the organic analogue, 3 [1,1-bis(4-hydroxyphenyl)-2-phenyl-but-1-ene], where the ferrocenyl group has been replaced by a phenyl ring.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 IC(50) values of 3.50 and 1.33 mu M, respectively. Compound 3 showed an inverse activity profile, being active against T. cruzi but far less active against P. falciparum. Drug Dev Res 71:69-75, 2010. (C) 2009 Wiley-Liss, Inc.
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Submitted on : Wednesday, November 18, 2015 - 11:45:36 AM
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Milena B. P. Soares, Jose Fernando Oliveira Costa, Matheus Santos De Sa, Ricardo Ribeiro-Dos-Santos, Pascal Pigeon, 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, 2010, 71 (1, SI), pp.69-75. ⟨10.1002/ddr.20349⟩. ⟨hal-01230392⟩

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