287933-90-8Relevant articles and documents
Synthesis and biological activity of a series of methylene-expanded oxetanocin nucleoside analogues
Jung, Michael E.,Toyota, Akemi,De Clercq, Erik,Balzarini, Jan
, p. 499 - 520 (2007/10/03)
A series of methylene-expanded oxetanocin nucleoside analogues, e.g. analogues of 2 and the known antiviral nucleosides AZT, FLT, and ddC (3) were prepared by a very direct route beginning with the readily available (S)-glycidol 4 and proceeding via the dihydrofuran-3-methanols 9a,b. Biological testing of these modified nucleosides indicates that they are non-cytotoxic compounds with generally weak antiviral activity. However, the guanosine analogue 2G showed pronounced activity vs. herpes simplex virus type 1 (HSV-1) in cell culture and was HSV-1-encoded thymidine kinase dependent. This compound is therefore an interesting new lead structure for the development of new anti-HSV agents.