Abstract
The classical 4-oxonucleoside analogs exhibit interesting biological activities such as antibiotic, antiviral and antitumor, which are believed to be the result of inhibition of the viral or cellular DNA or RNA polymerase after being converted to their corresponding 5-triphosphates. However, the activity of 4- oxonucleosides were limited by their susceptibility to degradation by nucleoside phosphorylases or acid hydrolysis. This aspect called for the chemical modification of the carbohydrate portion. This compulsion led to two kinds of strategies; (1) replacement of the 4-oxygen by the methylene group - carbocyclic nucleosides; (2) replacement of the 4 oxygen by sulphur-4-thionucleosides. This group has also conferred the resistance to the nucleoside cleavage. Although, there were some pioneering work on 4-thionucleosides in 1960s and 1970s, the interest in this group of compounds was rekindled by the antiviral activities of 2-deoxy-4- thionucleosides reported independently by Secrist et al. and Walker et al. Subsequent contributions by the other authors, enhanced its standing as an important class of antiviral agents. Following is a reasonably exhaustive account of this class of compounds reported after 1990.
Keywords: antiviral, antitumor, dithioacetal, dimesylate, 4'-thionucleoside, participation of sulfur
Current Medicinal Chemistry
Title: Recent Advances in 4-Thionucleosides as Potential Antiviral and Antitumor Agents
Volume: 11 Issue: 19
Author(s): Prashantha Gunaga, Hyung Ryong Moon, Won Jun Choi, Dae Hong Shin, Jae Gyu Park and Lak Shin Jeong
Affiliation:
Keywords: antiviral, antitumor, dithioacetal, dimesylate, 4'-thionucleoside, participation of sulfur
Abstract: The classical 4-oxonucleoside analogs exhibit interesting biological activities such as antibiotic, antiviral and antitumor, which are believed to be the result of inhibition of the viral or cellular DNA or RNA polymerase after being converted to their corresponding 5-triphosphates. However, the activity of 4- oxonucleosides were limited by their susceptibility to degradation by nucleoside phosphorylases or acid hydrolysis. This aspect called for the chemical modification of the carbohydrate portion. This compulsion led to two kinds of strategies; (1) replacement of the 4-oxygen by the methylene group - carbocyclic nucleosides; (2) replacement of the 4 oxygen by sulphur-4-thionucleosides. This group has also conferred the resistance to the nucleoside cleavage. Although, there were some pioneering work on 4-thionucleosides in 1960s and 1970s, the interest in this group of compounds was rekindled by the antiviral activities of 2-deoxy-4- thionucleosides reported independently by Secrist et al. and Walker et al. Subsequent contributions by the other authors, enhanced its standing as an important class of antiviral agents. Following is a reasonably exhaustive account of this class of compounds reported after 1990.
Export Options
About this article
Cite this article as:
Gunaga Prashantha, Moon Ryong Hyung, Choi Jun Won, Shin Hong Dae, Park Gyu Jae and Jeong Shin Lak, Recent Advances in 4-Thionucleosides as Potential Antiviral and Antitumor Agents, Current Medicinal Chemistry 2004; 11 (19) . https://dx.doi.org/10.2174/0929867043364478
DOI https://dx.doi.org/10.2174/0929867043364478 |
Print ISSN 0929-8673 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-533X |
Call for Papers in Thematic Issues
Advances in Medicinal Chemistry: From Cancer to Chronic Diseases.
The broad spectrum of the issue will provide a comprehensive overview of emerging trends, novel therapeutic interventions, and translational insights that impact modern medicine. The primary focus will be diseases of global concern, including cancer, chronic pain, metabolic disorders, and autoimmune conditions, providing a broad overview of the advancements in ...read more
Approaches to the treatment of chronic inflammation
Chronic inflammation is a hallmark of numerous diseases, significantly impacting global health. Although chronic inflammation is a hot topic, not much has been written about approaches to its treatment. This thematic issue aims to showcase the latest advancements in chronic inflammation treatment and foster discussion on future directions in this ...read more
Cellular and Molecular Mechanisms of Non-Infectious Inflammatory Diseases: Focus on Clinical Implications
The Special Issue covers the results of the studies on cellular and molecular mechanisms of non-infectious inflammatory diseases, in particular, autoimmune rheumatic diseases, atherosclerotic cardiovascular disease and other age-related disorders such as type II diabetes, cancer, neurodegenerative disorders, etc. Review and research articles as well as methodology papers that summarize ...read more
Chalcogen-modified nucleic acid analogues
Chalcogen-modified nucleosides, nucleotides and oligonucleotides have been of great interest to scientific research for many years. The replacement of oxygen in the nucleobase, sugar or phosphate backbone by chalcogen atoms (sulfur, selenium, tellurium) gives these biomolecules unique properties resulting from their altered physical and chemical properties. The continuing interest in ...read more
- Author Guidelines
- Graphical Abstracts
- Fabricating and Stating False Information
- Research Misconduct
- Post Publication Discussions and Corrections
- Publishing Ethics and Rectitude
- Increase Visibility of Your Article
- Archiving Policies
- Peer Review Workflow
- Order Your Article Before Print
- Promote Your Article
- Manuscript Transfer Facility
- Editorial Policies
- Allegations from Whistleblowers
- Announcements