Tubulin-polymerization inhibitors derived from thalidomide

Shunsuke Inatsuki, Tomomi Noguchi, Hiroyuki Miyachi, Sawako Oda, Toyotaka Iguchi, Masahiro Kizaki, Yuichi Hashimoto, Hisayoshi Kobayashi

Research output: Contribution to journalArticlepeer-review

31 Citations (Scopus)

Abstract

2-(2,6-Diisopropylphenyl)-5-hydroxy-1H-isoindole-1,3-dione (5HPP-33), has potent tubulin-polymerization-inhibiting activity. A metabolite of thalidomide, 5-hydroxythalidomide (2) also showed moderate inhibitory activity 2-(2,6-Diisopropylphenyl)-5-hydroxy-1H-isoindole-1,3-dione (5HPP-33), which was obtained during our previous structural development studies on thalidomide, was revealed to possess potent tubulin-polymerization-inhibiting activity, comparable to that of the known tubulin-polymerization inhibitors, rhizoxin and colchicine. A major metabolite of thalidomide, 5-hydroxythalidomide, which possesses a hydroxyl group at the position corresponding to that of 5HPP-33, also showed moderate inhibitory activity.

Original languageEnglish
Pages (from-to)321-325
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume15
Issue number2
DOIs
Publication statusPublished - Jan 17 2005

Keywords

  • Inhibitor
  • Polymerization
  • Thalidomide
  • Tubulin

ASJC Scopus subject areas

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

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