Hong, Joon Hee Oh, Chang-Hyun 2024-01-20T20:30:30Z 2024-01-20T20:30:30Z 2021-09-05 2009-11-20 0253-2964 https://pubs.kist.re.kr/handle/201004/131956 2'(beta)-Hydoxymethylated adenosine is a potent and selective inhibitor of hepatitis C virus (HCV) replication. It targets the RNA-dependent RNA polymerase of HCV, NS5B. Synthesis and antiviral evaluation of carbocyclic versions,ire described. The cyclopentene intermediate (9 beta) was successfully synthesized through sequential Johnson-Claisen orthoester rearrangement and ring-closing metathesis (RCM). Coupling of bases via a Pd(0) catalyst, selective dihydroxylation. and desilylation yielded the target nucleoside analogues. The compounds 17 and 18 were assayed for their ability to Inhibit HCV RNA replication in a subgenomic replicon cell line and showed moderate antiviral activity with toxicity up to 20.0 and 24 7 mu g/mL, respectively. English WILEY-V C H VERLAG GMBH RING-CLOSING METATHESIS RNA REPLICATION NUCLEOSIDE ANALOGS DESIGN RIBONUCLEOSIDES INHIBITION CARBOVIR DRUGS HIV HCV Synthesis and Antiviral Activity of 2 '(beta)-Hydroxymethylated Carbodine Analogues Against Hepatitis C Virus Article 1 BULLETIN OF THE KOREAN CHEMICAL SOCIETY, v.30, no.11, pp.2626 - 2630 BULLETIN OF THE KOREAN CHEMICAL SOCIETY 30 11 2626 2630 scie scopus kci ART001524864 000272759400023 2-s2.0-75849165353 Chemistry, Multidisciplinary Chemistry Article RING-CLOSING METATHESIS RNA REPLICATION NUCLEOSIDE ANALOGS DESIGN RIBONUCLEOSIDES INHIBITION CARBOVIR DRUGS HIV HCV Carbodine Anti-HCV agent Substituted carbocyclic nucleoside