Design and synthesis of phthalimide-type histone deacetylase inhibitors

Chihiro Shinji, Takanori Nakamura, Satoko Maeda, Minoru Yoshida, Yuichi Hashimoto, Hiroyuki Miyachi

Research output: Contribution to journalArticle

46 Citations (Scopus)

Abstract

Several hydroxamic acid derivatives with a substituted phthalimide group as a linker and/or cap structure, prepared during structural development studies based on thalidomide, were found to have histone deacetylase (HDAC)-inhibitory activity. Structure-activity relationship studies indicated that nature of the substituent introduced at the phthalimide nitrogen atom, introduction of a hydroxamic acid structure, and distance between the N-hydroxyl group and the cap structure are important for HDAC-inhibitory activity.

Original languageEnglish
Pages (from-to)4427-4431
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume15
Issue number20
DOIs
Publication statusPublished - Oct 15 2005

Keywords

  • HDAC inhibitor
  • Phthalimide
  • Thalidomide

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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  • Cite this

    Shinji, C., Nakamura, T., Maeda, S., Yoshida, M., Hashimoto, Y., & Miyachi, H. (2005). Design and synthesis of phthalimide-type histone deacetylase inhibitors. Bioorganic and Medicinal Chemistry Letters, 15(20), 4427-4431. https://doi.org/10.1016/j.bmcl.2005.07.048