Ferrocene bridged nucleosides: synthesis, electrochemistry, antitrypanosomal and antiviral activity studies

Karpowicz, Rafał, Steverding, Dietmar, Füllborn-Ott, Judith, Ott, Ingo, Dhital, Sansthita, Albrecht, Tim and Kowalski, Konrad (2026) Ferrocene bridged nucleosides: synthesis, electrochemistry, antitrypanosomal and antiviral activity studies. Journal of Organometallic Chemistry, 1050. ISSN 0022-328X

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Abstract

Five ferrocenyl–containing dinucleosides were obtained using the copper(I)–catalyzed azide–alkyne cycloaddi tion reaction of a 1,1’–dipropargylated ferrocenyl synthon with nucleosides or nucleobase azides. Cyclic vol tammetry measurements revealed that the newly synthesized compounds can undergo reversible, one–electron oxidation–reduction at potential E0 of ca. +0.5 V vs. decamethyl ferrocene, and thus behave similar to ferrocene. Antitrypanosomal evaluation using Trypanosoma brucei bloodstream forms showed overall low activity with the exception for the diadenosine compound 1 for which a GI50 of 42 ± 5 µM was determined. Likewise, 1 showed also weak activity against the HCoV–OC43 coronavirus with an IC50 of 211 ± 68 µM. This activity was only slightly better than that of the diadenine (3) and the thymidine (4) dinucleosides. Despite the lack of strong antimicrobial activity, ferrocene–bridged dinucleosides add new knowledge to a growing field of organometallic nucleic acid components.

Item Type:	Article
Additional Information:	Data availability: Data will be made available on request.
Uncontrolled Keywords:	ferrocene,cuaac reaction,nucleosides,antitrypanosomal,hcov-oc43 coronavirus,bioorganometallics
Faculty \ School:	Faculty of Medicine and Health Sciences > Norwich Medical School
UEA Research Groups:	Faculty of Medicine and Health Sciences > Research Centres > Metabolic Health Faculty of Medicine and Health Sciences > Research Groups > Gastroenterology and Gut Biology
Depositing User:	LivePure Connector
Date Deposited:	02 Mar 2026 16:30
Last Modified:	02 Mar 2026 16:30
URI:	https://ueaeprints.uea.ac.uk/id/eprint/102139
DOI:	10.1016/j.jorganchem.2026.124081

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