SYNTHESIS AND ANTIVIRAL ACTIVITY OF 2'-FLUOROHEXOPYRANOSYL NUCLEOSIDES

Citation
Ls. Jeong et al., SYNTHESIS AND ANTIVIRAL ACTIVITY OF 2'-FLUOROHEXOPYRANOSYL NUCLEOSIDES, Archives of pharmacal research, 21(3), 1998, pp. 338-343
Citations number
9
Categorie Soggetti
Pharmacology & Pharmacy","Chemistry Medicinal",Biology
ISSN journal
02536269
Volume
21
Issue
3
Year of publication
1998
Pages
338 - 343
Database
ISI
SICI code
0253-6269(1998)21:3<338:SAAAO2>2.0.ZU;2-1
Abstract
2'-Fluorohexopyranosyl nucleosides la and Ib which contained a bioisos teric double bond and a fluorine were synthesized in 12 steps, startin g from D-galactose. During diethylaminosulfur trifluoride (DAST) fluor ination, retention of stereochemistry was observed through the partici pation 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 HI V-1 and HSV-1,2.