Discovery of 4-substituted methoxybenzoyl-aryl-thiazole as novel anticancer agents

Synthesis, biological evaluation, and structure-activity relationships

Yan Lu, Chien Ming Li, Zhao Wang, Charles R. Ross, Jianjun Chen, James T. Dalton, Wei Li, Duane Miller

Research output: Contribution to journalArticle

120 Citations (Scopus)

Abstract

A series of 4-substituted methoxybenzoyl-aryl-thiazoles (SMART) have been discovered and synthesized as a result of structural modifications of the lead compound 2-arylthiazolidine-4-carboxylic acid amides (ATCAA). The antiproliferative activity of the SMART agents against melanoma and prostate cancer cells was improved from μM to low nM range compared with the ATCAA series. The structure-activity relationship was discussed from modifications of "A", "B", and "C" rings and the linker. Preliminary mechanism of action studies indicated that these compounds exert their anticancer activity through inhibition of tubulin polymerization.

Original languageEnglish (US)
Pages (from-to)1701-1711
Number of pages11
JournalJournal of Medicinal Chemistry
Volume52
Issue number6
DOIs
StatePublished - Mar 26 2009

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Thiazoles
Structure-Activity Relationship
Carboxylic Acids
Amides
Antineoplastic Agents
Tubulin
Polymerization
Melanoma
Prostatic Neoplasms
Lead

All Science Journal Classification (ASJC) codes

  • Molecular Medicine
  • Drug Discovery

Cite this

Discovery of 4-substituted methoxybenzoyl-aryl-thiazole as novel anticancer agents : Synthesis, biological evaluation, and structure-activity relationships. / Lu, Yan; Li, Chien Ming; Wang, Zhao; Ross, Charles R.; Chen, Jianjun; Dalton, James T.; Li, Wei; Miller, Duane.

In: Journal of Medicinal Chemistry, Vol. 52, No. 6, 26.03.2009, p. 1701-1711.

Research output: Contribution to journalArticle

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