Bulletin of the Korean Chemical Society

  • 제33권8호
  • /
  • Pages.2574-2580
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  • 2012
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  • 0253-2964(pISSN)
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  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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Synthesis and Conformation of Novel 3'-Branched Threosyl-5'-Deoxyphosphonic Acid Nucleoside Analogues

  • Shen, Guang Huan (BK-21 Project Team, College of Pharmacy, Chosun University) ;
  • Kang, Lien (BK-21 Project Team, College of Pharmacy, Chosun University) ;
  • Kim, Eun-Ae (BK-21 Project Team, College of Pharmacy, Chosun University) ;
  • Lee, Won-Jae (BK-21 Project Team, College of Pharmacy, Chosun University) ;
  • Hong, Joon-Hee (BK-21 Project Team, College of Pharmacy, Chosun University)
  • 투고 : 2012.03.28
  • 심사 : 2012.05.07
  • 발행 : 2012.08.20
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초록

The discovery that threosyl phosphonate nucleoside (PMDTA, $EC_{50}=2.53{\mu}M$) is a potent anti-HIV agent has led to the synthesis and biological evaluation of 5'-deoxy versions of threosyl phosphonate nucleosides. In the present study, (E)-3'-phosphonoalkenyl and 3'-phosphonoalkyl nucleoside analogues 13, 16, 20 and 23 were synthesized from acetol and tested for anti-HIV activity and cytotoxicity. The adenine analogue 16 was found to exhibit moderate in vitro anti-HIV-1 activity ($EC_{50}=22.2{\mu}M$).

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피인용 문헌

  1. Nucleosides with Transposed Base or 4′-Hydroxymethyl Moieties and Their Corresponding Oligonucleotides vol.115, pp.24, 2015, https://doi.org/10.1021/acs.chemrev.5b00545