Synthesis and biological evaluation of thiazolidine-2,4-dione and 2,4-thione derivatives as inhibitors of translation initiation

Han Chen, Yun Hua Fan, Amarnath Natarajan, Yuhong Guo, Julia Iyasere, Fred Harbinski, Lia Luus, William Christ, Huseyin Aktas, Jose A. Halperin

Research output: Contribution to journalArticle

45 Citations (Scopus)

Abstract

A series of 2′-benzyloxy-5′-substituted-5-benzylidene- thiazolidine-2,4-thione and -dione derivatives was synthesized and evaluated as inhibitors of translation initiation. In an effort to generate novel translation initiation inhibitors for cancer therapy, a series of 2′-benzyloxy- 5′-substituted-5-benzylidene-thiazolidine-2,4-thione and dione derivatives was synthesized and evaluated for activity in translation initiation specific assays. Several candidates of the 5-benzylidene-thiazolidine-2,4-diones (3c, 3d, and 3f) and -thiones (2b, 2e, and 2j), inhibit cell growth with low μM GI 50 mediated by inhibition of translation initiation, which involves partial depletion of intracellular Ca 2+ stores and strong phosphorylation of eIF2Iα.

Original languageEnglish (US)
Pages (from-to)5401-5405
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume14
Issue number21
DOIs
StatePublished - Nov 1 2004

Fingerprint

Thiones
Derivatives
Phosphorylation
Cell growth
Assays
Growth
thiazolidine-2,4-dione
thiazolidine-2,4-thione
5-benzylidene thiazolidine-2,4-dione
Neoplasms
Therapeutics

Keywords

  • Cancer therapy
  • Thiazolidine-2,4-dione
  • Thiazolidine-2,4-thione
  • Translation initiation inhibitors

ASJC Scopus subject areas

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

Cite this

Synthesis and biological evaluation of thiazolidine-2,4-dione and 2,4-thione derivatives as inhibitors of translation initiation. / Chen, Han; Fan, Yun Hua; Natarajan, Amarnath; Guo, Yuhong; Iyasere, Julia; Harbinski, Fred; Luus, Lia; Christ, William; Aktas, Huseyin; Halperin, Jose A.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 14, No. 21, 01.11.2004, p. 5401-5405.

Research output: Contribution to journalArticle

Chen, Han ; Fan, Yun Hua ; Natarajan, Amarnath ; Guo, Yuhong ; Iyasere, Julia ; Harbinski, Fred ; Luus, Lia ; Christ, William ; Aktas, Huseyin ; Halperin, Jose A. / Synthesis and biological evaluation of thiazolidine-2,4-dione and 2,4-thione derivatives as inhibitors of translation initiation. In: Bioorganic and Medicinal Chemistry Letters. 2004 ; Vol. 14, No. 21. pp. 5401-5405.
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