Synthesis and antiviral activity of fluoro-substituted apio dideoxynucleosides

Autor:	Hyung Ryong Moon, Joon Hee Hong, Hea Ok Kim, Lak Shin Jeong
Rok vydání:	2001
Předmět:	Magnetic Resonance Spectroscopy Dideoxynucleosides Stereochemistry Organic Chemistry Pharmacology toxicology Substituent Microbial Sensitivity Tests Antiviral Agents chemistry.chemical_compound chemistry Drug Discovery Viruses Molecular Medicine Hydroxymethyl Spectrophotometry Ultraviolet
Zdroj:	Archives of pharmacal research. 24(2)
ISSN:	0253-6269
Popis:	Novel fluoro-substituted apio dideoxynucleosides ((+/-)-3a and (+/-)-3b) were efficiently synthesized starting from 1,3-dihydroxyacetone via Horner-Emmons olefination as a key step. Cyclization of fluoro ester (+/-)-6 under acidic conditions to the fluorolactone was smoothly proceeded in favor of trans-fluorolactone due to the favorable transition state with equatorial hydroxymethyl substituent. Unfortunately, the final nucleosides (+/-)-3a and (+/-)-3b were found to be inactive against several viruses such as HIV-1, HSV-1, HSV-2 and HCMV.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::8b481ccce5456b20b58016184e408107 https://pubmed.ncbi.nlm.nih.gov/11339639 Zobrazit plný text záznamu Full text from SpringerLink