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

Ferrociphenols are anticancer organometallic molecules bearing a ferrocene group linked, at least, to one <i>para</i>-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-met...

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Bibliographic Details
Main Authors: Jérémy Forté, Patrick Herson, Pascal Pigeon
Format: Article
Language:English
Published: MDPI AG 2024-12-01
Series:Molbank
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Online Access:https://www.mdpi.com/1422-8599/2024/4/M1932
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Summary:Ferrociphenols are anticancer organometallic molecules bearing a ferrocene group linked, at least, to one <i>para</i>-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 <b>1a</b> (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 <sup>1</sup>H NMR (including COSY), <sup>13</sup>C 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.
ISSN:1422-8599