Synthesis and Anti-HIV-1 and Anti-HCMV Activity of 1-Substituted 3-(3,5-Dimethylbenzyl) uracil Derivatives

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概要

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• 3-(3, 5-Dimethylbenzyl) uracil (3) was treated with alkyl halides in the presence of alkali to give 1-substituted congeners. Condensation of 3 with alcohols using the Mitsunobu reaction was also employed as an alternative method. The anti-HIV-1 activity of 1-substituted analogues of 3-(3, 5-dimethylbenzyl) uracil was evaluated according to previously established procedures. It appeared that the nitrogen of the 1-cyanomethyl group is important for anti-HIV-1 activity, suggesting interaction with the amino acid residue of HIV-1 reverse transcriptase. 1-Arylmethyl derivatives also showed good anti-HIV-1 activity; and that of 2- and 4-picolyl derivatives was particularly excellent. These results were confirmed by Docking Studies using the program, Glide ligand docking jobs, which suggests hydrogen bonding between amide N-H of Lys 101 and nitrogen of the cyanomethyl and picolyl group.

• 2006-03-01

著者

• BALZARINI Jan

  Rega Institute for Medical Research, Katholieke Universiteit Leuven

• PANNECOUQUE Christophe

  Rega Institute for Medical Research, Katholieke Universiteit Leuven

• CLERCQ Erik

  Rega Institute for Medical Research, Katholieke Universiteit Leuven

• MARUYAMA Tokumi

  Faculty of Pharmaceutical Sciences at Kagawa Campus, Tokushima Bunri University

• WITVROUW Myriam

  Rega Institute for Medical Research, Katholieke Universiteit Leuven

• Blanco Jose

  Departamento De Farmacologia Facultade De Farmacia Universidade De Santiago De Compostela

• Clercq Erik

  Rega Instituut Katholieke Universiteit Leuven

• Clercq Erik

  Rega Institute For Medical Research Katholieke Universiteit Leuven

• Snoeck Robert

  Rega Instituut Katholieke Universiteit Leuven

• Balzarini J

  Rega Inst. For Medical Res.

• 出水 庸介

  長崎大学大学院医歯薬学総合研究科

• KOZAI Shigetada

  Faculty of Pharmaceutical Sciences, Tokushima Bunri University

• Maruyama Tokumi

  Fac. Of Pharmaceutical Sciences At Kagawa Campus Tokushima Bunri Univ.

• Maruyama Tokumi

  Faculty Of Pharmaceutical Sciences At Kagawa Campus Tokushima Bunri University

• Andrei Graciela

  Rega Instituut Katholieke Universiteit Leuven

• Pannecouque Christophe

  Rega Instituut Katholieke Universiteit Leuven

• Pannecouque C

  Katholieke Univ. Leuven Leuven Bel

• Balzarini Jan

  Rega Inst. For Medical Res.

• Balzarini J

  Rega Institute For Medical Research Katholieke Universiteit Leuven

• Demizu Yosuke

  Graduate School Of Pharmaceutical Sciences Kyushu University

• Demizu Yosuke

  Faculty Of Pharmaceutical Sciences At Kagawa Campus Tokushima Bunri University

• Pannecouque Christophe

  Rega Inst. For Medical Res. Katholieke Universiteit Leuven

• Kozai Shigetada

  Faculty Of Pharmaceutical Sciences (tokushima Campus) Tokushima Bunri University

• Kozai Shigetada

  Faculty Of Pharmaceutical Science Tokushima Bunri University

• SNOECKS Robert

  Rega Instituut, Katholieke Universiteit Leuven

• ANDREI Graciella

  Rega Instituut, Katholieke Universiteit Leuven

• Demizu Yosuke

  Division Of Organic Chemistry National Institute Of Health Sciences

• Demizu Yosuke

  Division Of Organic Chemistry National Institute Of Health Sciences Ministry Of Health And Welfare

• Witvrouw Myriam

  Rega Instituut Katholieke Universiteit Leuven

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