Stereodefined and polyunsaturated inhibitors of histone deacetylase based on (2E,4E)-5-arylpenta-2,4-dienoic acid hydroxyamides

Bioorganic & Medicinal Chemistry Letters
2004.0

Abstract

Syntheses of (2E,4E)-5-arylpenta-2,4-dienoic acid hydroxyamides are described, some of which are potent inhibitors of histone deacetylase, a double bond conferring more than a 10-fold increase in potency compared with the triple bond analogue oxamflatin. Variation of substituents on the aromatic ring has a marked effect on potency, in vitro IC(50) values down to 50 nM being obtained.

Knowledge Graph

Similar Paper

Stereodefined and polyunsaturated inhibitors of histone deacetylase based on (2E,4E)-5-arylpenta-2,4-dienoic acid hydroxyamides
Bioorganic & Medicinal Chemistry Letters 2004.0
Aromatic Sulfide Inhibitors of Histone Deacetylase Based on Arylsulfinyl-2,4-hexadienoic Acid Hydroxyamides
Journal of Medicinal Chemistry 2006.0
Design and synthesis of aryl ether and sulfone hydroxamic acids as potent histone deacetylase (HDAC) inhibitors
Bioorganic & Medicinal Chemistry Letters 2011.0
Synthesis and Biological Evaluation of 3-(4-Substituted-phenyl)-N-hydroxy-2-propenamides, a New Class of Histone Deacetylase Inhibitors
Journal of Medicinal Chemistry 2003.0
3-(4-Aroyl-1H-pyrrol-2-yl)-N-hydroxy-2-propenamides, a New Class of Synthetic Histone Deacetylase Inhibitors
Journal of Medicinal Chemistry 2001.0
(2-Amino-phenyl)-amides of ω-substituted alkanoic acids as new histone deacetylase inhibitors
Bioorganic & Medicinal Chemistry Letters 2004.0
Diphenylmethylene hydroxamic acids as selective class IIa histone deacetylase inhibitors
Bioorganic & Medicinal Chemistry Letters 2009.0
Novel amide derivatives as inhibitors of histone deacetylase: Design, synthesis and SAR
European Journal of Medicinal Chemistry 2009.0
Bicyclic peptides as potent inhibitors of histone deacetylases: Optimization of alkyl loop length
Bioorganic & Medicinal Chemistry Letters 2010.0
2,5-Disubstituted-1,3,4-oxadiazoles/thiadiazole as surface recognition moiety: Design and synthesis of novel hydroxamic acid based histone deacetylase inhibitors
Bioorganic & Medicinal Chemistry Letters 2011.0