Synthesis of kojic acid derivatives as secondary binding site probes of d-amino acid oxidase

A series of kojic acid (5-hydroxy-2-hydroxymethyl-4H-pyran-4-one) derivatives were synthesized and tested for their ability to inhibit d-amino acid oxidase (DAAO). Various substituents were incorporated into kojic acid at its 2-hydroxymethyl group. These analogs serve as useful molecular probes to e...

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Veröffentlicht in:	Bioorganic & medicinal chemistry letters 2013-07, Vol.23 (13), p.3910-3913
Hauptverfasser:	Raje, Mithun, Hin, Niyada, Duvall, Bridget, Ferraris, Dana V., Berry, James F., Thomas, Ajit G., Alt, Jesse, Rojas, Camilo, Slusher, Barbara S., Tsukamoto, Takashi
Format:	Artikel
Sprache:	eng
Schlagworte:	amino acids binding sites Binding Sites - drug effects D-Amino-acid oxidase D-Amino-Acid Oxidase - antagonists & inhibitors D-Amino-Acid Oxidase - metabolism Dose-Response Relationship, Drug Enzyme Inhibitors - chemical synthesis Enzyme Inhibitors - chemistry Enzyme Inhibitors - pharmacology Flavoenzyme Humans Kojic acid Models, Molecular Molecular Probes - chemical synthesis Molecular Probes - chemistry Molecular Probes - pharmacology Molecular Structure Pyrones - chemical synthesis Pyrones - chemistry Pyrones - pharmacology Schizophrenia Structure-Activity Relationship
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Zusammenfassung:	A series of kojic acid (5-hydroxy-2-hydroxymethyl-4H-pyran-4-one) derivatives were synthesized and tested for their ability to inhibit d-amino acid oxidase (DAAO). Various substituents were incorporated into kojic acid at its 2-hydroxymethyl group. These analogs serve as useful molecular probes to explore the secondary binding site, which can be exploited in designing more potent DAAO inhibitors.
ISSN:	0960-894X 1464-3405
DOI:	10.1016/j.bmcl.2013.04.062