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Synthesis of halogen-substituted 3-deazaadenosine and 3-deazaguanosine analogues as potential antitumor/antiviral agents. 2001
M C Liu, and
M Z Luo, and
D E Mozdziesz, and
T S Lin, and
G E Dutschman, and
E A Gullen, and
Y C Cheng, and
A C Sartorelli
Department of Pharmacology and Developmental Therapeutics Progam, Cancer Center, Yale University School of Medicine, New Haven, Connecticut 06520-8066, USA.
Various 2-halogen-substituted analogues (38, 39, 43 and 44), 3-halogen-substituted analogues (51 and 52), and 2',3'-dihalogen-substituted analogues (57-60) of 3-deazaadenosine and 3-halogen-substituted analogues (61 and 62) of 3-deazaguanosine have been synthesized as potential anticancer and/or antiviral agents. Among these compounds, 3-deaza-3-bromoguanosine (62) showed significant cytotoxicity against L1210, P388, CCRF-CEM and B16F10 cell lines in vitro, producing IC50 values of 3, 7, 9 and 7 microM, respectively. Several 3-deazaadenosine analogues (38, 51, 57 and 59) showed moderate to weak activity against hepatitis B virus.
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