The design, synthesis, and unexpected inhibitory activity against S-adenosyl-homocysteine (SAH) hydrolase (SAHase, EC 3.3.1.1) for a series of truncated carbocyclic pyrimidine nucleoside analogues is presented. Of the four nucleosides obtained, 10 was found to be active with a Ki value of 5.0 microM against SAHase.
Download full-text PDF |
Source |
|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC1702506 | PMC |
| http://dx.doi.org/10.1016/j.bmc.2006.07.052 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Recent Developments in the Metal-Catalyzed Synthesis of Nitrogenous Heterocyclic Compounds.
Molecules
November 2024
State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, China.
Article Synopsis
- Metal-catalyzed cyclization reactions are an effective way to create carbocyclic and heterocyclic compounds, benefiting from the ability of transition metal complexes to activate and modify organic materials.
- Recent advancements have focused on synthesizing nitrogen-containing heterocycles such as imidazoles and pyridines, which are important in natural product synthesis and pharmaceuticals.
- Ongoing innovations in catalytic systems and reaction conditions are enhancing the efficiency and scope of these reactions, contributing to the evolution of synthetic organic chemistry.
Dual active pyrimidine-based carbocyclic nucleoside derivatives: synthesis, and and anti-diabetic and anti-microbial studies.
RSC Adv
March 2024
School of Chemistry & Physics, College of Agriculture, Engineering & Science, WestvilleCampus, University of KwaZulu-Natal P Bag X 54001 Durban 4000 South Africa.
Diabetes mellitus (DM) is a chronic metabolic disorder marked by high blood glucose levels, impairing glucose production in the body. Its prevalence has steadily risen over the past decades, leading to compromised immunity and heightened susceptibility to microbial infections. Immune dysfunction associated with diabetes raises vulnerability, while neuropathy dulls sensation in the extremities, reducing injury awareness.
View Article and Find Full Text PDFSynthesis of 4'-Substituted Carbocyclic Uracil Derivatives and Their Monophosphate Prodrugs as Potential Antiviral Agents.
Viruses
February 2023
Laboratory of Biochemical Pharmacology, Center for ViroScience and Cure, Department of Pediatrics, Emory University School of Medicine, and Children's Healthcare of Atlanta, Atlanta, GA 30322, USA.
Over the past decades, both 4'-modified nucleoside and carbocyclic nucleoside analogs have been under the spotlight as several compounds from either family showed anti-HIV, HCV, RSV or SARS-CoV-2 activity. Herein, we designed compounds combining these two features and report the synthesis of a series of novel 4'-substituted carbocyclic uracil derivatives along with their corresponding monophosphate prodrugs. These compounds were successfully prepared in 19 to 22 steps from the commercially available (-)-Vince lactam and were evaluated against a panel of RNA viruses including SARS-CoV-2, influenza A/B viruses and norovirus.
View Article and Find Full Text PDFNucleoside Analogs That Inhibit SARS-CoV-2 Replication by Blocking Interaction of Virus Polymerase with RNA.
Int J Mol Sci
February 2023
Engelhardt Institute of Molecular Biology, Russian Academy of Sciences, 119991 Moscow, Russia.
The SARS-CoV-2 betacoronavirus pandemic has claimed more than 6.5 million lives and, despite the development and use of COVID-19 vaccines, remains a major global public health problem. The development of specific drugs for the treatment of this disease remains a very urgent task.
View Article and Find Full Text PDFSynthesis of fluorinated carbocyclic pyrimidine nucleoside analogues.
Org Biomol Chem
December 2022
Centre for Glycosciences, Keele University, Keele, Staffordshire, ST5 5BG, UK.
Analogues of the canonical nucleosides have a longstanding presence and proven capability within medicinal chemistry and drug discovery research. The synthesis reported herein successfully replaces furanose oxygen with CF and CHF in pyrimidine nucleosides, granting access to an alternative pharmacophore space. Key diastereoselective conjugate addition and fluorination methodologies are developed from chiral pool materials, establishing a robust gram-scale synthesis of 6'-()-monofluoro- and 6'--difluorouridines.
View Article and Find Full Text PDFWant 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!