New PPARγ ligands based on 2-hydroxy-1,4-naphthoquinone: Computer-aided design, synthesis, and receptor-binding studies

Bioorganic & Medicinal Chemistry Letters
2008.0

Abstract

FlexX-based molecular docking study was employed to identify 2-hydroxy-1,4-naphthoquinone as a new 'acidic head group' for the design of a novel series of PPARgamma ligands. To provide the proof of concept, designed molecules were synthesized and evaluated in a standard radioligand-binding assay. Out of eight molecules, four were found to bind to the murine PPARgamma with IC(50) ranging from 0.2 to 56.2 microM as compared to standard pioglitazone, with IC(50) of 0.7 microM.

Knowledge Graph

Similar Paper

New PPARγ ligands based on 2-hydroxy-1,4-naphthoquinone: Computer-aided design, synthesis, and receptor-binding studies
Bioorganic & Medicinal Chemistry Letters 2008.0
New PPARγ ligands based on barbituric acid: Virtual screening, synthesis and receptor binding studies
Bioorganic & Medicinal Chemistry Letters 2008.0
Design, synthesis, and biological activity of novel PPARγ ligands based on rosiglitazone and 15d-PGJ2
Bioorganic & Medicinal Chemistry Letters 2005.0
Structure-based identification of novel PPAR gamma ligands
Bioorganic & Medicinal Chemistry Letters 2013.0
4,4-Dimethyl-1,2,3,4-tetrahydroquinoline-based PPARα/γ agonists. Part. II: Synthesis and pharmacological evaluation of oxime and acidic head group structural variations
Bioorganic & Medicinal Chemistry Letters 2009.0
Design and synthesis of 6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid derivatives as PPARγ activators
Bioorganic & Medicinal Chemistry Letters 2007.0
Design and synthesis of marine fungal phthalide derivatives as PPAR-γ agonists
Bioorganic & Medicinal Chemistry 2012.0
Indol-1-yl Acetic Acids as Peroxisome Proliferator-Activated Receptor Agonists:  Design, Synthesis, Structural Biology, and Molecular Docking Studies
Journal of Medicinal Chemistry 2006.0
Structure-based de novo design, synthesis, and biological evaluation of the indole-based PPARγ ligands (I)
Bioorganic & Medicinal Chemistry Letters 2006.0
Synthesis and anti-inflammatory activity of new arylidene-thiazolidine-2,4-diones as PPARγ ligands
Bioorganic & Medicinal Chemistry 2010.0