Bulletin of the Korean Chemical Society

  • 제31권4호
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  • Pages.915-920
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  • 2010
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  • 0253-2964(pISSN)
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  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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Synthesis and Anti-HCV Activity of 3',5'-cyclic SATE Phosphonodiester Nucleoside as a Novel Prodrug

  • Liu, Lian Jin (KAST PHARM CO., LTD. #516 Hanyang University) ;
  • Seo, Rac-Seok (KAST PHARM CO., LTD. Hanyang University) ;
  • Yoo, Seung-Won (KAST PHARM CO., LTD. Hanyang University) ;
  • Choi, Jin (BK21- Project Team, College of Pharmacy, Chosun University) ;
  • Hong, Joon-Hee (BK21- Project Team, College of Pharmacy, Chosun University)
  • 발행 : 2010.04.20
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초록

A novel 2',4'-dimethyl carbocyclic adenosine 5'-phosphonic acid analogue (20) was prepared using acyclic stereoselective route from commercially available 4-hydroxybutan-2-one (4). To improve cellular permeability and enhance the anti-HCV activity of this phosphonic acid, a 3',5'-cyclic SATE phosphonodiester nucleoside prodrug (22) was prepared. The synthesized phosphonic nucleoside analogues, (20) and (22), were assayed for their ability to inhibit HCV RNA replication in a subgenomic replicon Huh7 cell line.

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참고문헌

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피인용 문헌

  1. Design and Synthesis of Dually Branched 5′-Norcarbocyclic Adenosine Phosphonodiester Analogue as a New Anti-HIV Prodrug vol.29, pp.10, 2010, https://doi.org/10.1080/15257770.2010.509645
  2. Nucleoside, Nucleotide, and Non-Nucleoside Inhibitors of Hepatitis C Virus NS5B RNA-Dependent RNA-Polymerase vol.55, pp.6, 2012, https://doi.org/10.1021/jm201384j
  3. Synthesis of Nucleoside Phosphate and Phosphonate Prodrugs vol.114, pp.18, 2014, https://doi.org/10.1021/cr5002035
  4. Synthesis of SATE Prodrug of 6'-Fluoro-6'-methyl-5'-noradenosine Nucleoside Phosphonic Acid as a New Class of Anti-HIV Agent vol.31, pp.9, 2010, https://doi.org/10.5012/bkcs.2010.31.9.2514
  5. The chemistry of the carbon–transition metal double and triple bond: Annual survey covering the year 2010 vol.256, pp.13, 2010, https://doi.org/10.1016/j.ccr.2012.02.015
  6. Recent advances in the synthesis of cyclic 5′-nornucleoside phosphonate analogues vol.463, pp.None, 2018, https://doi.org/10.1016/j.carres.2018.04.009