Discovery of 2-arylthiazolidine-4-carboxylic acid amides as a new class of cytotoxic agents for prostate cancer

Veeresa Gududuru, Eunju Hurh, James T. Dalton, Duane Miller

Research output: Contribution to journalArticle

94 Citations (Scopus)

Abstract

To improve the selectivity and antiproliferative activity of previously reported serine amide phosphates (SAPs), we designed a new series of 4-thiazolidinone amides, in which the 4-thiazolidinone moiety was introduced as a phosphate mimic. However, these 4-thiazolidinone derivatives demonstrated less cytotoxicity in prostate cancer cells despite improved selectivity over RH7777 cells. To further optimize the thiazolidinone analogues in terms of cytotoxicity and selectivity, we made closely related structural modifications, which led us to the discovery of a new class of 2-arylthiazolidine-4-carboxylic acid amides. These compounds were potent cytotoxic agents with IC50 values in the low micromolar concentration range and demonstrated enhanced selectivity in receptor-negative cells compared to SAPs and 4-thiazolidinone amides.

Original languageEnglish (US)
Pages (from-to)2584-2588
Number of pages5
JournalJournal of Medicinal Chemistry
Volume48
Issue number7
DOIs
StatePublished - Apr 7 2005

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Cytotoxins
Carboxylic Acids
Amides
Prostatic Neoplasms
Phosphoserine
Phosphates
Cytotoxicity
Serine
Inhibitory Concentration 50
Cells
Derivatives

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Cite this

Discovery of 2-arylthiazolidine-4-carboxylic acid amides as a new class of cytotoxic agents for prostate cancer. / Gududuru, Veeresa; Hurh, Eunju; Dalton, James T.; Miller, Duane.

In: Journal of Medicinal Chemistry, Vol. 48, No. 7, 07.04.2005, p. 2584-2588.

Research output: Contribution to journalArticle

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