Synthesis and anti-HCMV activity of novel acyclic nucleosides.
A series of novel acyclic nucleosides 10, 11, 21, and 22 were synthesized efficiently starting from D-lactose. The condensation of the mesylate 5 and 16 with an adenine and cytosine base under standard nucleophilic substitution conditions (K2CO3, 18-Crown-6, DMF) afforded a series of acyclic novel nucleosides. Compound 21 displayed moderate anti-HCMV activity in the AD-169 cells (EC50 = 18.5 microg/mL) without exhibiting any cytotoxicity up to 100 microM.
Lee
Jae Young
JY
College of Pharmacy, Chosun University, Kwangju 501-759, South Korea.
Oh
Chang Hyun
CH
Ko
Ok Hyun
OH
Hong
Joon Hee
JH
D000225:Adenine / Q000031:analogs & derivatives / Q000494:pharmacology*; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D002460:Cell Line; D003587:Cytomegalovirus / Q000187:drug effects*; D003596:Cytosine / Q000737:chemistry; D006801:Humans; D007785:Lactose / Q000737:chemistry; D008826:Microbial Sensitivity Tests; D009705:Nucleosides / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
D000998:Antiviral Agents; D009705:Nucleosides; D003596:Cytosine; D007785:Lactose; D000225:Adenine