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作为 D-氨基酸氧化酶的次级结合位点探针的曲酸衍生物的合成。

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

机构信息

Department of Neurology, Johns Hopkins University, Baltimore, MD 21205, USA.

出版信息

Bioorg Med Chem Lett. 2013 Jul 1;23(13):3910-3. doi: 10.1016/j.bmcl.2013.04.062. Epub 2013 May 1.

DOI:10.1016/j.bmcl.2013.04.062
PMID:23683589
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3678123/
Abstract

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.

摘要

一系列曲酸（5-羟基-2-羟甲基-4H-吡喃-4-酮）衍生物被合成并测试其抑制 D-氨基酸氧化酶（DAAO）的能力。各种取代基被引入到曲酸的 2-羟甲基位置。这些类似物可用作探索次级结合位点的有用分子探针，这可用于设计更有效的 DAAO 抑制剂。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2fe0/3678123/3d1e97d07812/nihms474523f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2fe0/3678123/7d52a63e47f3/nihms474523f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2fe0/3678123/0292e5e96a78/nihms474523f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2fe0/3678123/297bd03a62af/nihms474523f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2fe0/3678123/d35a817e808a/nihms474523f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2fe0/3678123/3d1e97d07812/nihms474523f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2fe0/3678123/7d52a63e47f3/nihms474523f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2fe0/3678123/0292e5e96a78/nihms474523f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2fe0/3678123/297bd03a62af/nihms474523f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2fe0/3678123/d35a817e808a/nihms474523f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2fe0/3678123/3d1e97d07812/nihms474523f5.jpg

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3
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