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新型1-(2-嘧啶-2-基)哌嗪衍生物作为选择性单胺氧化酶(MAO)-A抑制剂

Novel 1-(2-pyrimidin-2-yl)piperazine derivatives as selective monoamine oxidase (MAO)-A inhibitors.

作者信息

Kaya Betül, Yurttaş Leyla, Sağlik Begüm Nurpelin, Levent Serkan, Özkay Yusuf, Kaplancikli Zafer Asim

机构信息

a Department of Pharmaceutical Chemistry, Faculty of Pharmacy , Anadolu University , Eskişehir , Turkey.

b Doping and Narcotic Compounds Analysis Laboratory, Faculty of Pharmacy , Anadolu University , Eskişehir , Turkey.

出版信息

J Enzyme Inhib Med Chem. 2017 Dec;32(1):193-202. doi: 10.1080/14756366.2016.1247054.

DOI:10.1080/14756366.2016.1247054
PMID:28097890
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6009961/
Abstract

In the present study, a new series of 2-[4-(pyrimidin-2-yl)piperazin-1-yl]-2-oxoethyl 4-substituted piperazine-1-carbodithioate derivatives (2a-n) were synthesized and screened for their monoamine oxidase A and B inhibitory activity. The structures of compounds were elucidated using spectroscopic methods and some physicochemical properties of new compounds were predicted using Molinspiration and MolSoft programs. Compounds 2-[4-(pyrimidin-2-yl)piperazin-1-yl]-2-oxoethyl 4-(4-nitrophenyl)piperazine-1-carbodithioate (2j) and 2-[4-(pyrimidin-2-yl)piperazin-1-yl]-2-oxoethyl 4-benzhydrylpiperazine-1-carbodithioate (2m) exhibited selective MAO-A inhibitory activity with IC=23.10, 24.14 µM, respectively. Some of the biological results were found in accordance with the obtained in silico data based on Lipinski's fule of five.

摘要

在本研究中，合成了一系列新的2-[4-(嘧啶-2-基)哌嗪-1-基]-2-氧代乙基4-取代哌嗪-1-碳二硫代酸酯衍生物(2a-n)，并对其单胺氧化酶A和B抑制活性进行了筛选。采用光谱方法对化合物结构进行了表征，并利用Molinspiration和MolSoft程序预测了新化合物的一些物理化学性质。化合物2-[4-(嘧啶-2-基)哌嗪-1-基]-2-氧代乙基4-(4-硝基苯基)哌嗪-1-碳二硫代酸酯(2j)和2-[4-(嘧啶-2-基)哌嗪-1-基]-2-氧代乙基4-二苯甲基哌嗪-1-碳二硫代酸酯(2m)表现出选择性MAO-A抑制活性，IC分别为23.10、24.14µM。基于Lipinski的五规则，一些生物学结果与计算机模拟数据相符。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9433/6009961/b511862f9bd8/IENZ_A_1247054_F0004_B.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9433/6009961/82dacf7cbc9c/IENZ_A_1247054_F0001_B.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9433/6009961/c5953de2c81d/IENZ_A_1247054_F0002_B.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9433/6009961/55d2f6008d75/IENZ_A_1247054_F0003_B.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9433/6009961/b511862f9bd8/IENZ_A_1247054_F0004_B.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9433/6009961/82dacf7cbc9c/IENZ_A_1247054_F0001_B.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9433/6009961/c5953de2c81d/IENZ_A_1247054_F0002_B.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9433/6009961/55d2f6008d75/IENZ_A_1247054_F0003_B.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9433/6009961/b511862f9bd8/IENZ_A_1247054_F0004_B.jpg

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