Bulletin of the Korean Chemical Society

  • 제29권9호
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  • Pages.1723-1728
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  • 2008
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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-HIV-1 Activity of Carbocyclic Versions of Stavudine Analogues Using a Ring-closing Metathesis

  • Liu, Lian-Jin (BK21-Project Team, College of Pharmacy, Chosun University) ;
  • Ko, Ok Hyun (BK21-Project Team, College of Pharmacy, Chosun University, Gwangju 501-759, Korea) ;
  • Hong, Joon-Hee (BK21-Project Team, College of Pharmacy, Chosun University)
  • 발행 : 2008.09.30
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초록

An efficient synthetic route for carbocyclic versions of stavudine analogues and their evaluation on antiviral activity are described. The construction of an ethynylated quaternary carbon at the 4'-position of carbocyclic nucleosides was accomplished using Claisen rearrangement of 11 and ring-closing metathesis (RCM) of dienyne 14 as key transformations. An antiviral evaluation of the synthesized compounds, 20, 21, 22, and 25 against HIV-1, HSV-1, HSV-2, and HCMV showed that only the guanine analogue 25 is moderately active against HIV-1 in the MT-4 cell line ($EC_{50}$ = 11.91 $\mu$mol).

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참고문헌

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피인용 문헌

  1. ChemInform Abstract: Synthesis and anti-HIV-1 Activity of Carbocyclic Versions of Stavudine Analogues Using a Ring-Closing Metathesis. vol.40, pp.6, 2009, https://doi.org/10.1002/chin.200906201