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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| Main Authors: | , , |
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| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2024-12-01
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| Series: | Molbank |
| Subjects: | |
| 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. |
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| ISSN: | 1422-8599 |