Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Synthesis of Functionalized Benzoxazoles and Their Binding Affinities to A β42 Fibrils

  • Chun, Young-Shin (Life Sciences Research Division, Korea Institute of Science and Technology) ;
  • Lim, Soo-Jeong (Department of Nuclear Medicine, Asan Medical Center) ;
  • Oh, Seung-Jun (Department of Nuclear Medicine, Asan Medical Center) ;
  • Moon, Dae-Hyuk (Department of Nuclear Medicine, Asan Medical Center) ;
  • Kim, Dong-Jin (Life Sciences Research Division, Korea Institute of Science and Technology) ;
  • Cho, Cheon-Gyu (Department of Chemistry, Hanyang University) ;
  • Yoo, Kyung-Ho (Life Sciences Research Division, Korea Institute of Science and Technology)
  • Published : 2008.09.30
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Abstract

Functionalized benzoxazole derivatives were designed and synthesized based on the structural features of PIB and FDDNP, which show excellent binding affinities to aggregated A$\beta$ 42 fibrils. All the synthesized compounds were evaluated by competitive binding assay against aggregated A$\beta$ 42 fibrils using [$^{125}$I]TZDM and displayed good in vitro binding affinities with Ki values (0.47-15.3 nM) from subnanomolar to nanomolar range. Among them, benzoxazoles 1f and 1a having malononitrile and ester moieties at C-6 exhibited superior binding affinities ($K_i$ = 0.47 and 0.61 nM, respectively) to PIB ($K_i$ = 0.77 nM).

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References

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