1,1-Bis(4-hydroxyphenyl)-2-ferrocenylbutane - Chimie ParisTech
Article Dans Une Revue Molbank Année : 2024

1,1-Bis(4-hydroxyphenyl)-2-ferrocenylbutane

Résumé

Ferrociphenols are anticancer organometallic molecules bearing a ferrocene group linked, at least, to one para-phenol moiety via a double bond. Up to the present, their biological activity has been thought to be linked to their oxidation within cells to form a reactive quinone-methide metabolite with the participation of this central double bond. To prove this assertion, the alkenyl entity of ferrociphenol 1a (1,1-bis-(4-hydroxyphenyl)-2-ferrocenylbut-1-ene) was reduced by triethylsilane in an acidic medium to obtain the alkyl counterpart 1,1-bis(4-hydrophenyl)-2-ferrocenylbutane. 1,1-bis(4-hydrophenyl)-2-ferrocenylbutane was fully characterized by 1H NMR (including COSY), 13C NMR, HRMS, IR, elemental analysis and X-ray diffraction (XRD). Although missing the central double bond, this compound remains biologically active, opening the way to a new family of anticancer ferrocene-containing molecules.
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Dates et versions

hal-04824406 , version 1 (06-12-2024)

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Jérémy Forté, Patrick Herson, Pascal Pigeon. 1,1-Bis(4-hydroxyphenyl)-2-ferrocenylbutane. Molbank, 2024, Structure Determination, 2024 (4), pp.M1932. ⟨10.3390/M1932⟩. ⟨hal-04824406⟩
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