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Volumn 45, Issue 4, 2004, Pages 739-742

Novel 3′-deoxy analogs of the anti-HBV agent entecavir: Synthesis of enantiomers from a single chiral epoxide

Author keywords

Carbacyclic nucleosides; Entecavir; Epoxide rearrangement; HBV

Indexed keywords

ANTIVIRUS AGENT; CARBOCYCLIC NUCLEOSIDE; CYCLOPENTENE DERIVATIVE; ENTECAVIR; EPOXIDE;

EID: 0347418219     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2003.11.052     Document Type: Article
Times cited : (44)

References (33)
  • 9
    • 0029881506 scopus 로고    scopus 로고
    • Lin T.S., Luo M.X., Liu M.C., Zhu Y.L., Gullen E., Dutschman G.E., Cheng Y.C. J. Med. Chem. 39:1996;1757 (b) Ma T., Pai S.B., Zhu Y.L., Lin J.S., Shanmuganathan K., Du J., Wang C., Kim H., Newton M.G., Cheng Y.C., Chu C.K. J. Med. Chem. 39:1996;2835 (c) Kumar R., Nath M., Tyrrell D.L.J. J. Med. Chem. 45:2002;2032.
    • (1996) J. Med. Chem. , vol.39 , pp. 1757
    • Lin, T.S.1    Luo, M.X.2    Liu, M.C.3    Zhu, Y.L.4    Gullen, E.5    Dutschman, G.E.6    Cheng, Y.C.7
  • 11
    • 0037046581 scopus 로고    scopus 로고
    • Lin T.S., Luo M.X., Liu M.C., Zhu Y.L., Gullen E., Dutschman G.E., Cheng Y.C. J. Med. Chem. 39:1996;1757 (b) Ma T., Pai S.B., Zhu Y.L., Lin J.S., Shanmuganathan K., Du J., Wang C., Kim H., Newton M.G., Cheng Y.C., Chu C.K. J. Med. Chem. 39:1996;2835 (c) Kumar R., Nath M., Tyrrell D.L.J. J. Med. Chem. 45:2002;2032.
    • (2002) J. Med. Chem. , vol.45 , pp. 2032
    • Kumar, R.1    Nath, M.2    Tyrrell, D.L.J.3
  • 22
    • 85030934242 scopus 로고    scopus 로고
    • note
    • 3) δ 7.37-7.28 (m, 5H), 5.92 (s, 1H), 4.64 (m, 1H), 4.61 (m, 1H), 4.55 (s, 2H), 4.15 (s, 2H), 2.74 (dt, J=7.1 , 13.6 Hz, 1H), 2.09 (br s, 1H), 1.61 (dt, J=4.7 , 13. 6 Hz, 1H), 0.92 (s, 9H), 0.11 (s, 3H), 0.10 (s, 3H).
  • 23
    • 85030933523 scopus 로고    scopus 로고
    • note
    • 3) δ 7.40-7.29 (m, 5H), 5.90 (d, J=5.5 Hz, 1H), 5.83 (d, J=5.5 Hz, 1H), 4.62 (ab d, J=12.2 Hz, 1H), 4.56 (ab d, J=12.2 Hz, 1H), 4.56-4.51 (m, 2H), 3.79 (dd, J=4.7 , 9.0 Hz, 1H), 3.63 (dd, J=7.1 , 9.0 Hz, 1H), 2.13 (quintet, J=5.5 Hz, 1H), 1.99 (br s, 1H), 0.90 (s, 9H), 0.09 (s, 3H), 0.07 (s, 3H).
  • 25
  • 26
    • 85030921355 scopus 로고    scopus 로고
    • note
    • 3) δ 7.74-7.70 (m, 5H), 7.48-7.30 (m, 10H), 5.76 (s, 1H), 4.63 (t, J=7.1 Hz, 1H), 4.54 (t, J=4.5 Hz, 1H), 4.51 (s, 2H), 4.12 (s, 2H), 2.56 (dt, J=7.1 , 13.3 Hz, 1H), 1.76 (dt, J=5.9 , 12.9 Hz, 1H), 1.10 (s, 9H), 0.93 (s, 9H), 0.08 (s, 6H).
  • 33
    • 85030923572 scopus 로고    scopus 로고
    • note
    • HepG2.2.15 human liver cells, which harbor integrated HBV genomes, secrete substantial amounts of infectious HBV particles bearing viral DNA genomes into the medium. Antiviral effects were scored as reductions in the amount of HBV DNA present in the media after treatment of the cells with drug for 9 days. HBV DNA was released from secreted virus particles by alkali treatment, after which it was immobilized onto membranes and quantified by hybridization with a radiolabelled HBV DNA probe.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.