Synthesis and evaluation of substituted 4-aryloxy- and 4-arylsulfanyl-phenyl-2-aminothiazoles as inhibitors of human breast cancer cell proliferation

Michael J Gorczynski; Rachel M Leal; Susan L Mooberry; John H Bushweller; Milton L Brown

doi:10.1016/j.bmc.2003.12.003

Synthesis and evaluation of substituted 4-aryloxy- and 4-arylsulfanyl-phenyl-2-aminothiazoles as inhibitors of human breast cancer cell proliferation

Bioorg Med Chem. 2004 Mar 1;12(5):1029-36. doi: 10.1016/j.bmc.2003.12.003.

Authors

Michael J Gorczynski¹, Rachel M Leal, Susan L Mooberry, John H Bushweller, Milton L Brown

Affiliation

¹ Department of Chemistry, University of Virginia, Charlottesville, VA 22904, USA.

PMID: 14980616
DOI: 10.1016/j.bmc.2003.12.003

Abstract

Several substituted 4-aryloxy- and 4-arylsulfanyl-phenyl-2-aminothiazoles were synthesized and evaluated for cytotoxic activity against estrogen-positive, estrogen-negative, and adriamycin-resistant human breast cancer cell lines. 4-[4'-(3,4-Dichlorophenoxy)-phenyl]-thiazol-2-yl ammonium iodide demonstrated potent activity against both estrogen-positive and negative breast cancer cell lines with low micromolar (microM) GI(50) values. In addition, we have identified several 2-aminothiazoles that demonstrated selective potency for the adriamycin-resistant and estrogen-negative breast cancer cell lines. The results suggest that these 2-aminothiazoles represent lead compounds for evaluation in animal models of breast cancer.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Breast Neoplasms / pathology*
Cell Division / drug effects
Cell Line, Tumor
Doxorubicin
Drug Resistance, Neoplasm
Estrogens / analysis
Female
Humans
Inhibitory Concentration 50
Structure-Activity Relationship
Thiazoles / chemical synthesis*
Thiazoles / pharmacology*

Substances

Estrogens
Thiazoles
Doxorubicin