# Synthesis and Biological Profiling of Quinolino-Fused 7-Deazapurine Nucleosides

## TL;DR

Scientists created and tested new quinolino-fused nucleosides with some fluorescent properties and limited cell growth inhibition.

## Contribution

A novel synthetic route to quinolino-fused 7-deazapurine nucleosides with fluorescent and cytostatic properties is presented.

## Key findings

- The nucleosides showed moderate to weak cytostatic activity.
- The compounds exhibited fluorescent properties.
- The adenosine derivative was successfully incorporated into RNA using in vitro transcription.

## Abstract

A series of quinolino-fused 7-deazapurine (pyrimido[5′,4′:4,5]pyrrolo[3,2-f]quinoline) ribonucleosides were designed and synthesized.
The synthesis of the key 11-chloro-pyrimido[5′,4′:4,5]pyrrolo[3,2-f]quinoline was based on the Negishi cross-coupling of iodoquinoline
with zincated 4,6-dichloropyrimidine followed by azidation and thermal
or photochemical cyclization. Vorbrüggen glycosylation of the
tetracyclic heterocycle followed by cross-coupling or substitution
reactions at position 11 gave the desired set of final nucleosides
that showed moderate to weak cytostatic activity and fluorescent properties.
The corresponding fused adenosine derivative was converted to the
triphosphate and successfully incorporated to RNA using in
vitro transcription with T7 RNA polymerase.