BMS-200475, A NOVEL CARBOCYCLIC 2'-DEOXYGUANOSINE ANALOG WITH POTENT AND SELECTIVE ANTI-HEPATITIS-B VIRUS ACTIVITY IN-VITRO

Authors
BISACCHI GS CHAO ST BACHARD C DARIS JP INNAIMO S JACOBS GA KOCY O LAPOINTE P MARTEL A MERCHANT Z SLUSARCHYK WA SUNDEEN JE YOUNG MG COLONNO R ZAHLER R
Citation
Gs. Bisacchi et al., BMS-200475, A NOVEL CARBOCYCLIC 2'-DEOXYGUANOSINE ANALOG WITH POTENT AND SELECTIVE ANTI-HEPATITIS-B VIRUS ACTIVITY IN-VITRO, Bioorganic & medicinal chemistry letters, 7(2), 1997, pp. 127-132
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
7
Issue
2
Year of publication
1997
Pages
127 - 132
Database
ISI
SICI code
0960-894X(1997)7:2<127:BANC2A>2.0.ZU;2-Y
Abstract
BMS-200475, a novel carbocyclic analog of 2'-deoxyguanosine, is a pote nt inhibitor of hepatitis B virus in vitro (ED(50)=3 nM) with relative ly low cytotoxicity (CC50=21-120 mu M). A practical 10-step asymmetric synthesis was developed affording BMS-200475 in 18% overall chemical yield and >99% optical purity. The enantiomer of EMS-200475 as well as the adenine, thymine, and iodouracil analogs are much less active. (C ) 1997, Elsevier Science Ltd.