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The enantiomers of the 1′,6′-isomer of neplanocin A: Synthesis and antiviral properties.
- Source :
-
Bioorganic & Medicinal Chemistry . Oct2014, Vol. 22 Issue 19, p5315-5319. 5p. - Publication Year :
- 2014
-
Abstract
- Both enantiomers of 1′,6′- iso neplanocin have been prepared from a common substituted cyclopentane epoxide in 7 steps. Both compounds were subjected to DNA and RNA viral assessments with moderate to high activity found for both towards human cytomegalovirus, measles, Ebola, norovirus, and dengue. The D-like congener also showed vaccinia and HBV effectiveness. In many of the other antiviral assays both compounds showed cytotoxicity making, in some cases, an EC 50 determination not possible. The S -adenosylhomocysteine hydrolase inhibitory effects showed the D-like target to be equal that of neplanocin itself and better than 3-deazaneplanocin whereas the L-like analogue was 13 to 30 times less inhibitory than 3-deazaneplanocin and neplanocin, respectively. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 09680896
- Volume :
- 22
- Issue :
- 19
- Database :
- Academic Search Index
- Journal :
- Bioorganic & Medicinal Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 98481590
- Full Text :
- https://doi.org/10.1016/j.bmc.2014.07.051