Synthesis and Biological Evaluation of 3-(4-Substituted-phenyl)-N-hydroxy-2-propenamides, a New Class of Histone Deacetylase Inhibitors
- 22 November 2003
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 46 (26) , 5745-5751
- https://doi.org/10.1021/jm030377q
Abstract
Inhibitors of histone deacetylases (HDACs) have been shown to induce differentiation and/or apoptosis of human tumor cells. Novel 3-(4-substituted-phenyl)-N-hydroxy-2-propenamides have been prepared as a new class of HDAC inhibitors and evaluated for their antiproliferative activity and HDAC inhibitory activity. Incorporation of a 1,4-phenylene carboxamide linker, shown by 5, and a 4-(dimethylamino)phenyl or 4-(pyrrolidin-1-yl)phenyl group as a cap substructure generated highly potent hydroxamic acid-based HDAC inhibitors 5a and 5b.Keywords
This publication has 21 references indexed in Scilit:
- Inhibitors of Human Histone Deacetylase: Synthesis and Enzyme and Cellular Activity of Straight Chain HydroxamatesJournal of Medicinal Chemistry, 2002
- Synthesis of 7200 Small Molecules Based on a Substructural Analysis of the Histone Deacetylase Inhibitors Trichostatin and TrapoxinOrganic Letters, 2001
- Design and synthesis of a novel class of histone deacetylase inhibitorsBioorganic & Medicinal Chemistry Letters, 2001
- Translating the Histone CodeScience, 2001
- 3-(4-Aroyl-1H-pyrrol-2-yl)-N-hydroxy-2-propenamides, a New Class of Synthetic Histone Deacetylase InhibitorsJournal of Medicinal Chemistry, 2001
- Effects of the acute myeloid leukemia-associated fusion proteins on nuclear architectureSeminars in Hematology, 2001
- The BRCA2 is a histone acetyltransferaseOncogene, 1998
- A class of hybrid polar inducers of transformed cell differentiation inhibits histone deacetylasesProceedings of the National Academy of Sciences, 1998
- Histone acetylation in chromatin structure and transcriptionNature, 1997
- Histone acetylation: facts and questionsChromosoma, 1994