Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Synthesis of Substituted Imidazolidin-2-ones as Aminoacyl-tRNA Synthase Inhibitors

  • Eum, Hee-Sung (Department of Chemistry and Protein Research Center for Bio-Industry, Hankuk University of Foreign Studies) ;
  • Lee, Yu-No (Division of Applied Life Science (BK21 Program), Environmental Biotechnology National Core Research Center (EB-NCRC), Plant Molecular Biology and Biotechnology Research Center (PMBBRC), Gyeongsang National University (GNU)) ;
  • Kim, Song-Mi (Division of Applied Life Science (BK21 Program), Environmental Biotechnology National Core Research Center (EB-NCRC), Plant Molecular Biology and Biotechnology Research Center (PMBBRC), Gyeongsang National University (GNU)) ;
  • Baek, A-Young (Division of Applied Life Science (BK21 Program), Environmental Biotechnology National Core Research Center (EB-NCRC), Plant Molecular Biology and Biotechnology Research Center (PMBBRC), Gyeongsang National University (GNU)) ;
  • Son, Min-Ky (Division of Applied Life Science (BK21 Program), Environmental Biotechnology National Core Research Center (EB-NCRC), Plant Molecular Biology and Biotechnology Research Center (PMBBRC), Gyeongsang National University (GNU)) ;
  • Lee, Keun-Woo (Division of Applied Life Science (BK21 Program), Environmental Biotechnology National Core Research Center (EB-NCRC), Plant Molecular Biology and Biotechnology Research Center (PMBBRC), Gyeongsang National University (GNU)) ;
  • Ko, Seung-Whan (Imagene Co. Ltd.) ;
  • Kim, Sung-Hoon (Center for Medicinal Protein Network and Systems Biology, College of Pharmacy, Seoul National University) ;
  • Yun, Sae-Young (Department of Chemistry, Sogang University) ;
  • Lee, Won-Koo (Department of Chemistry, Sogang University) ;
  • Ha, Hyun-Joon (Department of Chemistry and Protein Research Center for Bio-Industry, Hankuk University of Foreign Studies)
  • Published : 2010.03.20
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Abstract

Substituted imidazolidin-2-ones deduced as potential inhibitors of IleRS by docking simulations were synthesized from an aziridine-2-carboxaldehyde. Reductive amination of an aziridine-2-carboxaldehyde with dipeptides for the substituents at N1 and followed by aziridine-ring expansion with triphosgene afforded 4-chloromethylimidazolidin-2-ones whose chloride were further manipulated towards phenylurea, pyrimidin-2-yl-urea or benzenesulfonamide at C4.

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References

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