Pyrimidinone-peptoid hybrid molecules with distinct effects on molecular chaperone function and cell proliferation
The Hsp70 molecular chaperones are ATPases that play critical roles in the pathogenesis of many human diseases, including breast cancer. Hsp70 ATP hydrolysis is relatively weak but is stimulated by J domain-containing proteins. We identified pyrimidinone-peptoid hybrid molecules that inhibit cell pr...
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| Published in | Bioorganic & medicinal chemistry Vol. 16; no. 6; pp. 3291 - 3301 |
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| Main Authors | , , , , , , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
Oxford
Elsevier Ltd
15.03.2008
Elsevier Science |
| Subjects | |
| Online Access | Get full text |
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| Abstract | The Hsp70 molecular chaperones are ATPases that play critical roles in the pathogenesis of many human diseases, including breast cancer. Hsp70 ATP hydrolysis is relatively weak but is stimulated by J domain-containing proteins. We identified pyrimidinone-peptoid hybrid molecules that inhibit cell proliferation with greater potency than previously described Hsp70 modulators. In many cases, anti-proliferative activity correlated with inhibition of J domain stimulation of Hsp70. |
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| AbstractList | The Hsp70 molecular chaperones are ATPases that play critical roles in the pathogenesis of many human diseases, including breast cancer. Hsp70 ATP hydrolysis is relatively weak, but is stimulated by J domain-containing proteins. We identified pyrimidinone-peptoid hybrid molecules that inhibit cell proliferation with greater potency than previously described Hsp70 modulators. In many cases, anti-proliferative activity correlated with inhibition of J domain stimulation of Hsp70. |
| Author | Huryn, Donna M. Chovatiya, Raj J. Wipf, Peter Brodsky, Jeffrey L. Turner, David M. Pipas, James M. Day, Billy W. Wright, Christine M. Jameson, Nora E. Werner, Stefan Zhu, Guangyu |
| AuthorAffiliation | b Center for Chemical Methodologies and Library Development, University of Pittsburgh, Pittsburgh, PA, 15260 USA d Department of Pharmaceutical Sciences, University of Pittsburgh, Pittsburgh, PA, 15213 USA a Department of Biological Sciences, University of Pittsburgh, Pittsburgh, PA, 15260, USA c Department of Chemistry, University of Pittsburgh, Pittsburgh, PA, 15260 USA |
| AuthorAffiliation_xml | – name: a Department of Biological Sciences, University of Pittsburgh, Pittsburgh, PA, 15260, USA – name: b Center for Chemical Methodologies and Library Development, University of Pittsburgh, Pittsburgh, PA, 15260 USA – name: d Department of Pharmaceutical Sciences, University of Pittsburgh, Pittsburgh, PA, 15213 USA – name: c Department of Chemistry, University of Pittsburgh, Pittsburgh, PA, 15260 USA |
| Author_xml | – sequence: 1 givenname: Christine M. surname: Wright fullname: Wright, Christine M. organization: Department of Biological Sciences, University of Pittsburgh, 274 Crawford Hall, Pittsburgh, PA 15260, USA – sequence: 2 givenname: Raj J. surname: Chovatiya fullname: Chovatiya, Raj J. organization: Department of Biological Sciences, University of Pittsburgh, 274 Crawford Hall, Pittsburgh, PA 15260, USA – sequence: 3 givenname: Nora E. surname: Jameson fullname: Jameson, Nora E. organization: Department of Biological Sciences, University of Pittsburgh, 274 Crawford Hall, Pittsburgh, PA 15260, USA – sequence: 4 givenname: David M. surname: Turner fullname: Turner, David M. organization: Center for Chemical Methodologies and Library Development, University of Pittsburgh, Pittsburgh, PA 15260, USA – sequence: 5 givenname: Guangyu surname: Zhu fullname: Zhu, Guangyu organization: Department of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA – sequence: 6 givenname: Stefan surname: Werner fullname: Werner, Stefan organization: Center for Chemical Methodologies and Library Development, University of Pittsburgh, Pittsburgh, PA 15260, USA – sequence: 7 givenname: Donna M. surname: Huryn fullname: Huryn, Donna M. organization: Center for Chemical Methodologies and Library Development, University of Pittsburgh, Pittsburgh, PA 15260, USA – sequence: 8 givenname: James M. surname: Pipas fullname: Pipas, James M. organization: Department of Biological Sciences, University of Pittsburgh, 274 Crawford Hall, Pittsburgh, PA 15260, USA – sequence: 9 givenname: Billy W. surname: Day fullname: Day, Billy W. organization: Department of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA – sequence: 10 givenname: Peter surname: Wipf fullname: Wipf, Peter organization: Center for Chemical Methodologies and Library Development, University of Pittsburgh, Pittsburgh, PA 15260, USA – sequence: 11 givenname: Jeffrey L. surname: Brodsky fullname: Brodsky, Jeffrey L. email: jbrodsky@pitt.edu organization: Department of Biological Sciences, University of Pittsburgh, 274 Crawford Hall, Pittsburgh, PA 15260, USA |
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| Keywords | Tetrahydropyrimidinone Biginelli Chaperone ATPase J domain Hsp40 SK-BR-3 Hsp70 Ugi SV40 ATP T antigen Dihydropyrimidinone Apoptosis Antineoplastic agent Nitrogen heterocycle Ugi reaction Molecular hybrid Non peptide compound Cytotoxicity Benzoic acid derivatives Ester Structure activity relation Six membered ring Heat shock protein Ureas Biginelli reaction Colon Mammary gland Chemical synthesis Tumor cell Human Enzyme Aminoamide Adenosinetriphosphatase Benzene derivatives Enzyme inhibitor Pyrimidone derivatives In vitro Cell line Hydrolases Carboxamide Molecular domain |
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| SubjectTerms | Adenosine Triphosphatases - metabolism Antineoplastic agents Apoptosis ATP ATPase Biginelli Biological and medical sciences Breast Neoplasms - drug therapy Cell Proliferation - drug effects Chaperone Dihydropyrimidinone Female General aspects Hsp40 Hsp70 HSP70 Heat-Shock Proteins - antagonists & inhibitors Humans J domain Medical sciences Molecular Chaperones - drug effects Peptoids - chemistry Peptoids - pharmacology Pharmacology. Drug treatments Pyrimidinones - chemistry Pyrimidinones - pharmacology SK-BR-3 SV40 T antigen Tetrahydropyrimidinone Ugi |
| Title | Pyrimidinone-peptoid hybrid molecules with distinct effects on molecular chaperone function and cell proliferation |
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