Synthesis of 2-C-hydroxymethylribofuranosylpurines as potent anti-hepatitis C virus (HCV) agents.
On the basis of potent anti-HCV activity of 2'-C-methyladenosine, novel 2'-C-hydroxymethyladenosine analogues 2a-c were synthesized from d-ribose in order to lead to favorable interaction with HCV polymerase. Among compounds tested, adenosine derivative 2a exhibited potent anti-HCV activity, indicating that the hydroxyl group of 2'-C-hydroxymethyl substituent led to favorable interaction with HCV polymerase.
Yoo
Byul Nae
BN
Laboratory of Medicinal Chemistry, College of Pharmacy, Ewha Womans University, Seoul, Republic of Korea.
Kim
Hea Ok
HO
Moon
Hyung Ryong
HR
Seol
Su Kyung
SK
Jang
Sung Key
SK
Lee
Kang Man
KM
Jeong
Lak Shin
LS
D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D002626:Chemistry, Pharmaceutical / Q000379:methods; D012321:DNA-Directed RNA Polymerases / Q000737:chemistry; D015195:Drug Design; D016174:Hepacivirus / Q000378:metabolism*; D006526:Hepatitis C / Q000188:drug therapy*; D008956:Models, Chemical; D011684:Purine Nucleosides / Q000138:chemical synthesis* / Q000627:therapeutic use; D012367:RNA, Viral / Q000737:chemistry; D012263:Ribonucleosides / Q000737:chemistry
D000998:Antiviral Agents; D011684:Purine Nucleosides; D012367:RNA, Viral; D012263:Ribonucleosides; D012321:DNA-Directed RNA Polymerases