Antiviral activity of novel 2'-fluoro-6'-methylene-carbocyclic adenosine against wild-type and drug-resistant hepatitis B virus mutants.

@article{Wang2011AntiviralAO,
  title={Antiviral activity of novel 2'-fluoro-6'-methylene-carbocyclic adenosine against wild-type and drug-resistant hepatitis B virus mutants.},
  author={Jianing Wang and Uma S Singh and Ravindra Kumar Rawal and M Sugiyama and Jakyung Yoo and Ashok Kumar Jha and Melissa Scroggin and Zhuhui Huang and Michael G. Murray and Rajgopal Govindarajan and Yasuhito Tanaka and Brent Korba and Chung K Chu},
  journal={Bioorganic & medicinal chemistry letters},
  year={2011},
  volume={21 21},
  pages={
          6328-31
        }
}
Novel 2'-fluoro-6'-methylene-carbocyclic adenosine (9) was synthesized and evaluated its anti-HBV activity. The titled compound demonstrated significant antiviral activity against wild-type as well as lamivudine, adefovir and double lamivudine/entecavir resistant mutants. Molecular modeling study indicate that the 2'-fluoro moiety by a hydrogen bond, as well as the van der Waals interaction of the carbocyclic ring with the phenylalanine moiety of the polymerase promote the positive binding… CONTINUE READING

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br, 1H); 19F NMR (500 MHz, CD3OD) d 192.93 (m); 13C NMR (125 MHz, CD3OD) d 155.9

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