The synthesis and antiviral activity of some 4'-thio-2'-deoxy nucleoside analogues. 1991

M R Dyson, and P L Coe, and R T Walker
School of Chemistry, University of Birmingham, England.

Starting from benzyl 3,5-di-O-benzyl-2-deoxy-1,4-dithio-D-erythro- pentofuranoside (4), the following 2'-deoxy nucleoside analogues have been synthesized: 4'-thiothymidine (8), 3'-azido-4'-thio- deoxythymidine (10), and (E)-5-(2-bromovinyl)-4'-thio-2'-deoxyuridine (22). The first compound is toxic, the second is not toxic nor has detectable biological activity, and the third is not toxic and has significant activity against some herpesviruses.

UI MeSH Term Description Entries
D003587 Cytomegalovirus A genus of the family HERPESVIRIDAE, subfamily BETAHERPESVIRINAE, infecting the salivary glands, liver, spleen, lungs, eyes, and other organs, in which they produce characteristically enlarged cells with intranuclear inclusions. Infection with Cytomegalovirus is also seen as an opportunistic infection in AIDS. Herpesvirus 5, Human,Human Herpesvirus 5,Salivary Gland Viruses,HHV 5,Herpesvirus 5 (beta), Human,Cytomegaloviruses,Salivary Gland Virus,Virus, Salivary Gland,Viruses, Salivary Gland
D006678 HIV Human immunodeficiency virus. A non-taxonomic and historical term referring to any of two species, specifically HIV-1 and/or HIV-2. Prior to 1986, this was called human T-lymphotropic virus type III/lymphadenopathy-associated virus (HTLV-III/LAV). From 1986-1990, it was an official species called HIV. Since 1991, HIV was no longer considered an official species name; the two species were designated HIV-1 and HIV-2. AIDS Virus,HTLV-III,Human Immunodeficiency Viruses,Human T-Cell Lymphotropic Virus Type III,Human T-Lymphotropic Virus Type III,LAV-HTLV-III,Lymphadenopathy-Associated Virus,Acquired Immune Deficiency Syndrome Virus,Acquired Immunodeficiency Syndrome Virus,Human Immunodeficiency Virus,Human T Cell Lymphotropic Virus Type III,Human T Lymphotropic Virus Type III,Human T-Cell Leukemia Virus Type III,Immunodeficiency Virus, Human,Immunodeficiency Viruses, Human,Virus, Human Immunodeficiency,Viruses, Human Immunodeficiency,AIDS Viruses,Human T Cell Leukemia Virus Type III,Lymphadenopathy Associated Virus,Lymphadenopathy-Associated Viruses,Virus, AIDS,Virus, Lymphadenopathy-Associated,Viruses, AIDS,Viruses, Lymphadenopathy-Associated
D000998 Antiviral Agents Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly. Antiviral,Antiviral Agent,Antiviral Drug,Antivirals,Antiviral Drugs,Agent, Antiviral,Agents, Antiviral,Drug, Antiviral,Drugs, Antiviral
D013872 Thionucleosides Nucleosides in which the base moiety is substituted with one or more sulfur atoms.

Related Publications

M R Dyson, and P L Coe, and R T Walker
January 1996, Journal of medicinal chemistry,
M R Dyson, and P L Coe, and R T Walker
February 2022, Organic & biomolecular chemistry,
M R Dyson, and P L Coe, and R T Walker
January 1999, Nucleosides & nucleotides,
M R Dyson, and P L Coe, and R T Walker
August 1991, Journal of medicinal chemistry,
M R Dyson, and P L Coe, and R T Walker
April 2001, Bioorganic & medicinal chemistry letters,
M R Dyson, and P L Coe, and R T Walker
January 2009, Nucleic acids symposium series (2004),
M R Dyson, and P L Coe, and R T Walker
October 1996, Biological & pharmaceutical bulletin,
M R Dyson, and P L Coe, and R T Walker
March 2020, Molecules (Basel, Switzerland),
M R Dyson, and P L Coe, and R T Walker
January 1999, Nucleosides & nucleotides,
Copied contents to your clipboard!