Synthesis, H₂S releasing properties, antiviral and antioxidant activities and acute cardiac effects of nucleoside 5'-dithioacetates.

ABSTRACT: Hydrogen sulfide (H₂S) is an endogenous gasotransmitter with cardioprotective and antiviral effects. In this work, new cysteine-selective nucleoside-H₂S-donor hybrid molecules were prepared by conjugating nucleoside biomolecules with a thiol-activatable dithioacetyl group. 5'-Dithioacetate derivatives were synthesized from the canonical nucleosides (uridine, adenosine, cytidine, guanosine and thymidine), and the putative 5'-thio metabolites were also produced from uridine and adenosine. According to our measurements made with an H₂S-specific sensor, nucleoside dithioacetates are moderately fast H₂S donors, the guanosine derivative showed the fastest kinetics and the adenosine derivative the slowest. The antioxidant activity of 5'-thionucleosides

SUBMITTER: Bege M 

PROVIDER: S-EPMC11754443 | biostudies-literature | 2025 Jan

REPOSITORIES: biostudies-literature