Synthesis and antiviral activity of 2'-fluorohexopyranosyl nucleosides. 1998

L S Jeong, and J E Lee, and H O Kim, and M W Chun
College of Pharmacy, Ewha Womans University, Seoul, Korea.

2'-Fluorohexopyranosyl nucleosides 1a and 1b which contained a bioisosteric double bond and a fluorine were synthesized in 12 steps, starting from D-galactose. During diethylaminosulfur trifluoride (DAST) fluorination, retention of stereochemistry was observed through the participation of methoxy or chloro group at the 6-position of the purine base. The final nucleosides 1a and 1b were found to be inactive against HIV-1 and HSV-1,2.

UI MeSH Term Description Entries
D009682 Magnetic Resonance Spectroscopy Spectroscopic method of measuring the magnetic moment of elementary particles such as atomic nuclei, protons or electrons. It is employed in clinical applications such as NMR Tomography (MAGNETIC RESONANCE IMAGING). In Vivo NMR Spectroscopy,MR Spectroscopy,Magnetic Resonance,NMR Spectroscopy,NMR Spectroscopy, In Vivo,Nuclear Magnetic Resonance,Spectroscopy, Magnetic Resonance,Spectroscopy, NMR,Spectroscopy, Nuclear Magnetic Resonance,Magnetic Resonance Spectroscopies,Magnetic Resonance, Nuclear,NMR Spectroscopies,Resonance Spectroscopy, Magnetic,Resonance, Magnetic,Resonance, Nuclear Magnetic,Spectroscopies, NMR,Spectroscopy, MR
D000241 Adenosine A nucleoside that is composed of ADENINE and D-RIBOSE. Adenosine or adenosine derivatives play many important biological roles in addition to being components of DNA and RNA. Adenosine itself is a neurotransmitter. Adenocard,Adenoscan
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
D015497 HIV-1 The type species of LENTIVIRUS and the etiologic agent of AIDS. It is characterized by its cytopathic effect and affinity for the T4-lymphocyte. Human immunodeficiency virus 1,HIV-I,Human Immunodeficiency Virus Type 1,Immunodeficiency Virus Type 1, Human
D018258 Herpesvirus 2, Human A species of SIMPLEXVIRUS associated with genital infections (HERPES GENITALIS). It is transmitted by sexual intercourse and close personal contact. HSV-2,Herpes Simplex Virus 2,Human Herpesvirus 2,HHV-2,Herpes Simplex Virus Type 2,Herpesvirus 2 (alpha), Human
D018259 Herpesvirus 1, Human The type species of SIMPLEXVIRUS causing most forms of non-genital herpes simplex in humans. Primary infection occurs mainly in infants and young children and then the virus becomes latent in the dorsal root ganglion. It then is periodically reactivated throughout life causing mostly benign conditions. HSV-1,Herpes Simplex Virus 1,HHV-1,Herpes Simplex Virus Type 1,Herpesvirus 1 (alpha), Human,Human Herpesvirus 1

Related Publications

L S Jeong, and J E Lee, and H O Kim, and M W Chun
October 2000, Journal of medicinal chemistry,
L S Jeong, and J E Lee, and H O Kim, and M W Chun
April 2022, Chemical biology & drug design,
L S Jeong, and J E Lee, and H O Kim, and M W Chun
January 1996, Journal of medicinal chemistry,
L S Jeong, and J E Lee, and H O Kim, and M W Chun
January 2004, Organic & biomolecular chemistry,
L S Jeong, and J E Lee, and H O Kim, and M W Chun
May 2004, Nucleosides, nucleotides & nucleic acids,
L S Jeong, and J E Lee, and H O Kim, and M W Chun
March 1991, Journal of medicinal chemistry,
L S Jeong, and J E Lee, and H O Kim, and M W Chun
February 2006, Bioorganic & medicinal chemistry,
L S Jeong, and J E Lee, and H O Kim, and M W Chun
January 2001, Nucleosides, nucleotides & nucleic acids,
L S Jeong, and J E Lee, and H O Kim, and M W Chun
June 1990, Journal of medicinal chemistry,
L S Jeong, and J E Lee, and H O Kim, and M W Chun
February 1977, Journal of medicinal chemistry,
Copied contents to your clipboard!