Bicyclic nucleoside inhibitors of varicella-zoster virus: 5'-chloro and 3'-chloro derivatives.

Nucleosides Nucleotides Nucleic Acids

Welsh School of Pharmacy, Cardiff University, Cardiff, UK.

Published: December 2003

We have recently discovered bicyclic furopyrimidines as potent and selective inhibitors of VZV. In order to investigate the structural requirements for antiviral activity we have succesfully synthesised some 3'-chloro and 5'-chloro derivatives. The compounds have been tested against VZV and CMV, but displayed no significant in vitro activity.

Download full-text PDF

Source
http://dx.doi.org/10.1081/NCN-120022688DOI Listing

Publication Analysis

Top Keywords

bicyclic nucleoside
4
nucleoside inhibitors
4
inhibitors varicella-zoster
4
varicella-zoster virus
4
virus 5'-chloro
4
5'-chloro 3'-chloro
4
3'-chloro derivatives
4
derivatives discovered
4
discovered bicyclic
4
bicyclic furopyrimidines
4

Similar Publications

We have devised a copper-catalysed tandem annulation reaction to generate a new class of bicyclic nucleoside analogues (BCNAs), namely, amino-substituted thiazolopyrimidine ribonucleosides. The reaction between triacetyl-5-iodo-cytidine and an appropriate organic isothiocyanate in the presence of a Cu salt and ligand resulted in the formation of an amino-substituted thiazolopyrimidine moiety. This reaction was found to be compatible with a range of aliphatic and aromatic isothiocyanates, affording the corresponding products in moderate to good yields.

View Article and Find Full Text PDF

Ectonucleotidase inhibitors: an updated patent review (2017-2023).

Expert Opin Ther Pat

November 2024

Institute of Intelligent Machines, Hefei Institutes of Physical Science, Chinese Academy of Sciences, Hefei, China.

Article Synopsis
  • The main enzymes responsible for breaking down nucleotides at the cell surface are NTPDases, ENPPs, alkaline phosphatases, and e5'NT, which can influence various health conditions like cancer and inflammation, making them potential therapeutic targets.
  • This review focuses on ectonucleotidase inhibitors, including both nucleoside/nucleotide analogues and bicyclic compounds, that have been patented between 2017 and 2023, highlighting their chemistry and clinical applications.
  • The review emphasizes the importance of nucleotides in regulating key physiological processes and discusses the therapeutic potential of small molecules that affect ectonucleotidase activity, including advancements in combination therapy and selectivity.
View Article and Find Full Text PDF

Characterisation of ten NS2B-NS3 proteases: Paving the way for pan-flavivirus drugs.

Antiviral Res

June 2024

Research School of Chemistry, Australian National University, Canberra, ACT, 2601, Australia. Electronic address:

Flaviviruses can cause severe illness in humans. Effective and safe vaccines are available for some species; however, for many flaviviruses disease prevention or specific treatments remain unavailable. The viral replication cycle depends on the proteolytic activity of the NS2B-NS3 protease, which releases functional viral proteins from a non-functional polyprotein precursor, rendering the protease a promising drug target.

View Article and Find Full Text PDF

Cyclonucleosides are a group of nucleoside derivatives which, in addition to the classical N-glycosidic bond, have an additional covalent bond (linker, bridge) in their structure, which connects the heterocyclic base and sugar ring. The majority of them have been discovered in the laboratory; however, few such compounds have also been found in natural sources, including metabolites of sponges or radical damage occurring in nucleic acids. Due to their structural properties-rigid, fixed conformation-they have found wide applications in medicinal chemistry and biochemistry as biocides as well as enzyme inhibitors and molecular probes.

View Article and Find Full Text PDF

Total Synthesis of Nikkomycin S and Nikkomycin So.

Org Lett

November 2023

State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, Lanzhou 730000, P. R. China.

The nikkomycins S/So are a class of locked nucleoside antibiotics that share a common [5,6] -bicyclic core. Herein we present an efficient synthesis of these nikkomycins from diene, using neighboring group participation -glycosylation and stereoselective oxidation state installation. This synthetic strategy overcomes several challenges due to the poor redox tolerance of the uracil base, the high strain of the -fused furanopyran C8 monosaccharides, and the acid-sensitive glycosidic bond when dealing with the deoxynucleotide natural product nikkomycin S.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!