• Title/Summary/Keyword: nucleoside

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Synthesis and Antiviral Activity of Novel trans-2,2-Dimethyl Cyclopropyl Nucleosides

  • Kook, Min-Chul;Choi, Bo-Gil
    • Archives of Pharmacal Research
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    • v.26 no.11
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    • pp.887-891
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    • 2003
  • Novel trans-2,2-dimethylcyclopropyl nucleosides were synthesized as potential antiviral agents. The key intermediate, 3, was synthesized via five steps from ethyl chrysanthemate and condensed with purine bases using the Mitsunobu reaction to give six cyclopropyl nucleosides. These synthesized nucleosides did not show any significant antiviral activity against HSV-1, HSV-2, EMCV, Cox B3, or VSV, at concentrations up to 100 $\mu M$.

3′-deoxy-3′-heterocyclic thio thymidine 유도체의 합성

  • 김득준;안순길
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 1993.04a
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    • pp.116-116
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    • 1993
  • 전 세계적으로 문제가 되고 있는 질병인 AIDS의 원인 virus인 HIV에 활성이 있는 nucleoside 유도체를 개발하기 위해, 일반적으로 HIV에 활성이 있는 3'-deoxythymidine 유도체의 일종으로써 3'-위치에 hydroxy기 대신에 heterocyclic thio기가 치환된 3'-deoxy-3' -(pyrimidin-2-yl)thio thymidine 및 3'-deoxy-3'-(1-methyltetrazol-5-yl) thiothymidine을 thymidine을 출발물질로 각각 합성하였다. 그러나 이 두 화합물은 항 HIV-1 (CEM cell line)에 대하여 활성이 없었다.

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Synthesis and Antiviral Activity of Novel Anomeric Branched Carbocyclic Nucleosides

  • Kim, Ai-Hong;Hong, Joon-Hee
    • Archives of Pharmacal Research
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    • v.28 no.10
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    • pp.1105-1110
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    • 2005
  • Novel anomeric branched carbocyclic nucleosides were synthesized from 1,3-dihydroxy acetone. 4'-Hydroxymethyl was installed by [3,3]-sigmatropic rearrangement reaction and 1'-methyl group was introduced by carbonyl addition of methylmagnesium bromide. The coupling of nucleosidic bases and desilylation afforded a series of novel nucleosides. The synthesized compounds $16{\~}19$ were evaluated for their antiviral activity against HIV-1, HSV-1, HSV-2, and EMCV. Compounds 16 and 19 exhibit toxicity non-related to any anti-HIV-1 activity.

Synthesis of Dioxolane-T Related Nucleosides as Potential Anti-HIV Agent (항 AIDS약물 Dioxolane-T와 관련성이 있는 Dioxolane 뉴클레오사이드 합성)

  • 유정만;서희경;최보길;정병호;홍준희;천문우
    • YAKHAK HOEJI
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    • v.37 no.6
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    • pp.591-597
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    • 1993
  • Two new 6-azauracil dioxolane nucleosides which are related to Dioxolane T and expected to have anti-HIV activity were asymmetrically synthesized. The key intermediate 8 have been synthesized in ten steps from D-mannose and condensed with 6-azauracil to give 13 and 14 after desilylation, respectively.

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Synthesis and Antiviral Activity of Novel Phenyl Branched Apiosyl Nucleosides

  • Kim, Jin-Woo;Hong, Joon-Hee
    • Archives of Pharmacal Research
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    • v.29 no.6
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    • pp.464-468
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    • 2006
  • Novel phenyl branched apiosyl nucleosides were synthesized in this study. The introduction of phenyl group in the 4'-position was accomplished by a [3,3]-sigmatropic rearrangement. Apiosyl sugar moiety was constructed by sequential ozonolysis and reductions. The natural bases (cytosine and adenine) were efficiently coupled with an apiosyl sugar by classical glycosyl condensation procedure (persilyated base and TMSOTf). The antiviral activities of the synthesized compounds were evaluated against the HIV-1, HSV-1, HSV-2 and HCMV.

Synthesis and Antiviral Activity of Novel C-Methyl Branched Cyclopropyl Nucleosides

  • Kwak, Eun-Yee;Hong, Joon-Hee;Park, Young-Jak;Choi, Bo-Gil
    • Archives of Pharmacal Research
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    • v.26 no.9
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    • pp.679-685
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    • 2003
  • A series of novel cyclopropyl nucleosides was synthesized using the highly stereoselective Simmons-Smith reaction starting from 1,2:5,6-di-Ο-isopropylidene-D-mannitol. The structural assignments of these nucleosides were determined by NMR studies and X-ray crystallography. All the synthesized nucleosides were assayed against several viruses.

Evaluation of L-FMUS as a potent anti-HBV agent

  • Woo, Seong-Ju;Lee, Hae-Sung;Cheong, Min-Young;Ahn, Kwang-Hyun;Park, Ki-Seok;Koo, Chang-Hui
    • Proceedings of the PSK Conference
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    • 2003.04a
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    • pp.242.1-242.1
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    • 2003
  • The nucleoside analogue, L-FMUS was synthesized from L-FMAU which has been shown to have significant antiviral activity against hepatitis B virus (HBV). It was prepared by two steps. First, 5'hydroxyl of L-FMAU was substituted by thioacetyl group using diisopropylazodicarboxylate(DIAD), Triphenyl phosphine(PPh3) and thioacetic acid in anhydrous THF. (omitted)

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