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 journalArticle

26 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
Externally publishedYes

Fingerprint

Tubulin Modulators
Thalidomide
Tubulin
Metabolites
Polymerization
Colchicine
Hydroxyl Radical
2-(2,6-diisopropylphenyl)-5-hydroxy-1H-isoindole-1,3-dione

Keywords

  • Inhibitor
  • Polymerization
  • Thalidomide
  • Tubulin

ASJC Scopus subject areas

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

Cite this

Inatsuki, S., Noguchi, T., Miyachi, H., Oda, S., Iguchi, T., Kizaki, M., ... Kobayashi, H. (2005). Tubulin-polymerization inhibitors derived from thalidomide. Bioorganic and Medicinal Chemistry Letters, 15(2), 321-325. https://doi.org/10.1016/j.bmcl.2004.10.072

Tubulin-polymerization inhibitors derived from thalidomide. / Inatsuki, Shunsuke; Noguchi, Tomomi; Miyachi, Hiroyuki; Oda, Sawako; Iguchi, Toyotaka; Kizaki, Masahiro; Hashimoto, Yuichi; Kobayashi, Hisayoshi.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 15, No. 2, 17.01.2005, p. 321-325.

Research output: Contribution to journalArticle

Inatsuki, S, Noguchi, T, Miyachi, H, Oda, S, Iguchi, T, Kizaki, M, Hashimoto, Y & Kobayashi, H 2005, 'Tubulin-polymerization inhibitors derived from thalidomide', Bioorganic and Medicinal Chemistry Letters, vol. 15, no. 2, pp. 321-325. https://doi.org/10.1016/j.bmcl.2004.10.072
Inatsuki S, Noguchi T, Miyachi H, Oda S, Iguchi T, Kizaki M et al. Tubulin-polymerization inhibitors derived from thalidomide. Bioorganic and Medicinal Chemistry Letters. 2005 Jan 17;15(2):321-325. https://doi.org/10.1016/j.bmcl.2004.10.072
Inatsuki, Shunsuke ; Noguchi, Tomomi ; Miyachi, Hiroyuki ; Oda, Sawako ; Iguchi, Toyotaka ; Kizaki, Masahiro ; Hashimoto, Yuichi ; Kobayashi, Hisayoshi. / Tubulin-polymerization inhibitors derived from thalidomide. In: Bioorganic and Medicinal Chemistry Letters. 2005 ; Vol. 15, No. 2. pp. 321-325.
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