Journal Article10.1002/CHIN.199846258
Potential Antiviral Agents. Part 2. Synthesis and Antiviral Evaluation of Pyrazinones Substituted with Acyclic Chains.
J. Davis,R. Benhaddou,O. Fedoryak,R. Granet,Pierre Krausz,Christophe Bliard,M. de Monte,Anne-Marie Aubertin +7 more
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Abstract: The synthesis of a series of pyrazine analogues of the anti-herpes compound, acyclovir is described. These syntheses were accomplished by various methods: in the presence of a Lewis acid or NaH for hydroxyethoxymethyl and hydroxybutyl groups or by sequential oxidation/reduction of 1-(beta-D-ribofuranosyl)-2-pyrazinones for 2',3'-acyclonucleosides. Antiviral (HSV-1, CMV, Cox B4, HIV-1) properties of these compounds were determined.
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Citations
Strepyrazinone, a tricyclic diketopiperazine derivative with cytotoxicity from a marine-derived actinobacterium.
Lu Zhang,Feng Lingling,Guang-Fei Wang,Qiao-Li Yang,Fu Xinzhen,Zhi Li,Ming Liu,Kou Lijuan,Bo Xu,Ze-Ping Xie,Shumin Zhang,Lin Guo +11 more
TL;DR: Strepyrazinone, a tricyclic diketopiperazine derivative with a carbon skeleton unprecedented in natural products, was isolated from the marine-derived Streptomyces sp.
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Glycosylation reaction of unprotected sugars with hydroxyalkylthymine.
TL;DR: Under mild conditions (Lewis acid/solvent/room temperature), the reaction of unprotected glucose, deoxyribose or xylose with hydroxylalkylthymine gives selectively nucleoside analogs with a spacer arm between sugar and base moiety.
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References
Mode of antiviral action of penciclovir in MRC-5 cells infected with herpes simplex virus type 1 (HSV-1), HSV-2, and varicella-zoster virus.
TL;DR: A biochemical rationale for the highly selective and effective inhibition of HSV-2 and VZV DNA synthesis by penciclovir is provided and for the greater activity of pencIClovir than that of acyclovir when HSv-2-infected cells were treated for a short time.
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Synthesis And Antiviral Evaluation Of 2′,3′-Secothymidine Analogs of ddT and AZT
Annie-Fransoise Maggio,Valerie Boyer,Anne-Marie Aubertin,Georges Obert,André Kirn,Jean-Louis Imbach +5 more
TL;DR: In this paper, 2′,3′-Secothymidine derivatives related to AZT and ddT have been synthesized and evaluated for their activity against HIV-1 and various DNA and RNA viruses.
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Potential antiviral agents. Part II. Synthesis and antiviral evaluation of pyrazinones substituted with acyclic chains.
J. Davis,R. Benhaddou,O. Fedoryak,Robert Granet,Pierre Krausz,Christophe Bliard,M. de Monte,Anne-Marie Aubertin +7 more
TL;DR: The synthesis of a series of 4'-substituted hydroxybutyl pyrazine analogues of the anti-herpes compound, acyclovir, is described and none of these compounds were active against these viruses.
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Nucleoside syntheses, XXV1) A new simplified nucleoside synthesis
Helmut Vorbrüggen,Bärbel Bennua +1 more
TL;DR: The Friedel-Crafts catalyzed silyl-Hilbert-Johnson nucleoside synthesis can be combined to a simple one-step/one-pot reaction which generally affords nucleosides in high yields as mentioned in this paper.
Chemistry and antiviral activities of acyclonucleosides
Chung K. Chu,Stephen J. Cutler +1 more
TL;DR: In this paper, a synthese sur les acyclonucleosides derives de purine ou de pyrimidine and les acYclo-C-nucleoside.