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三环犬尿氨酸衍生物的合成与转化

Synthesis and Transformation of Tricyclic KYNA Derivatives.

作者信息

Sárik Julián Robin, Szatmári István, Lőrinczi Bálint

机构信息

Institute of Pharmaceutical Chemistry, University of Szeged, Eotvos u. 6, H-6720 Szeged, Hungary.

HUN-REN SZTE Stereochemistry Research Group, University of Szeged, Eötvös u. 6, H-6720 Szeged, Hungary.

出版信息

Int J Mol Sci. 2025 Jun 28;26(13):6248. doi: 10.3390/ijms26136248.

DOI:10.3390/ijms26136248
PMID:40650025
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12250539/
Abstract

Kynurenic acid (KYNA) derivatives condensed with an aromatic ring (tricyclic KYNA derivatives) have been successfully synthesized, and the reactivity of these analogues has been investigated in the modified Mannich reaction resulting in new Mannich bases. The -dimethyl-ethylenediamine analogues of the tricyclic KYNA derivatives have also been successfully synthesized, and their reactivity in the modified Mannich reaction was investigated. The synthesized ring systems bear resemblance to molecules previously investigated as G-quadruplex binding agents. Based on this similarity, the synthesized tricyclic KYNA derivatives could be investigated as potential antiviral and anticancer molecules.

摘要

已成功合成了与芳香环缩合的犬尿喹啉酸(KYNA)衍生物(三环KYNA衍生物),并在改良的曼尼希反应中研究了这些类似物的反应活性,从而得到了新的曼尼希碱。三环KYNA衍生物的-N,N-二甲基乙二胺类似物也已成功合成,并研究了它们在改良曼尼希反应中的反应活性。合成的环系与先前作为G-四链体结合剂研究的分子相似。基于这种相似性,可以将合成的三环KYNA衍生物作为潜在的抗病毒和抗癌分子进行研究。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/83a7/12250539/7bd47d104a18/ijms-26-06248-sch004.jpg
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Synthesis of New C-3 Substituted Kynurenic Acid Derivatives.新型 C-3 取代色氨酸酸衍生物的合成。
Molecules. 2020 Feb 19;25(4):937. doi: 10.3390/molecules25040937.
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Structural Evaluation and Electrophysiological Effects of Some Kynurenic Acid Analogs.一些犬尿氨酸类似物的结构评估和电生理效应。
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Major G-Quadruplex Form of HIV-1 LTR Reveals a (3 + 1) Folding Topology Containing a Stem-Loop.HIV-1长末端重复序列的主要G-四链体形式揭示了一种包含茎环的(3 + 1)折叠拓扑结构。
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Effects of kynurenic acid analogue 1 (KYNA-A1) in nitroglycerin-induced hyperalgesia: Targets and anti-migraine mechanisms.KYNA-A1 在硝化甘油诱导的痛觉过敏中的作用:靶点和抗偏头痛机制。
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Pre-treatment with new kynurenic acid amide dose-dependently prevents the nitroglycerine-induced neuronal activation and sensitization in cervical part of trigemino-cervical complex.用新型犬尿氨酸酰胺进行预处理可剂量依赖性地预防硝酸甘油诱导的三叉神经颈复合体颈部神经元激活和敏化。
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