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新型 -四氢喹啉衍生物的合成及其对创伤愈合的药理作用评价。

Synthesis of Novel -Tetrahydroquinoline Derivatives and Evaluation of Their Pharmacological Effects on Wound Healing.

机构信息

Department of Chemistry, National Taiwan Normal University, Taipei 116, Taiwan.

Graduate Institute of Integrated Medicine, China Medical University, Taichung 404, Taiwan.

出版信息

Int J Mol Sci. 2021 Jun 10;22(12):6251. doi: 10.3390/ijms22126251.

DOI:10.3390/ijms22126251
PMID:34200731
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8230376/
Abstract

A highly diastereoselective method for the synthesis of novel -tetrahydroquinoline derivatives is reported here, using a one-pot reaction method. All compounds were characterized by H-nuclear magnetic resonance (NMR) and mass spectroscopy, and their stereo configurations were confirmed by X-ray analysis. These activities of these derivatives were then tested in human keratocyte cells. The responses of cells to treatment with selected compounds were studied using scratch analysis, and the compounds were tested in a mouse excision wound model. Three of the derivatives demonstrated significant wound-healing activities.

摘要

本文报道了一种使用一锅反应方法合成新型 -四氢喹啉衍生物的高度非对映选择性方法。所有化合物均通过氢核磁共振(NMR)和质谱进行了表征,并通过 X 射线分析确定了其立体构型。然后,在人角膜细胞中测试了这些衍生物的活性。通过划痕分析研究了细胞对选定化合物处理的反应,并且在小鼠切除伤口模型中测试了这些化合物。其中三种衍生物表现出显著的伤口愈合活性。

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Nutr Metab (Lond). 2020 Jan 31;17:12. doi: 10.1186/s12986-020-0432-x. eCollection 2020.
3
Casticin inhibits human prostate cancer DU 145 cell migration and invasion via Ras/Akt/NF-κB signaling pathways.
金丝桃苷通过 Ras/Akt/NF-κB 信号通路抑制人前列腺癌 DU145 细胞迁移和侵袭。
J Food Biochem. 2019 Jul;43(7):e12902. doi: 10.1111/jfbc.12902. Epub 2019 May 16.
4
Design, synthesis and biological evaluation of quinoline-indole derivatives as anti-tubulin agents targeting the colchicine binding site.设计、合成及生物评价喹啉-吲哚衍生物作为靶向秋水仙碱结合部位的微管蛋白聚合抑制剂。
Eur J Med Chem. 2019 Feb 1;163:428-442. doi: 10.1016/j.ejmech.2018.11.070. Epub 2018 Nov 29.
5
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Org Biomol Chem. 2018 Dec 12;16(48):9390-9401. doi: 10.1039/c8ob02731e.
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J Cell Physiol. 2017 Jun;232(6):1225-1232. doi: 10.1002/jcp.25595. Epub 2017 Jan 6.