Behaviour of 9-Ethyl-9H-carbazole Hydrazone Derivatives Against Oxidant Systems

IF 0.7 4区 化学 Q4 CHEMISTRY, MULTIDISCIPLINARY
Çiğdem Karaaslan, E. Ince, H. Gurer-Orhan, M. Tavakkoli, O. Firuzi, L. Saso, S. Suzen
{"title":"Behaviour of 9-Ethyl-9H-carbazole Hydrazone Derivatives Against Oxidant Systems","authors":"Çiğdem Karaaslan, E. Ince, H. Gurer-Orhan, M. Tavakkoli, O. Firuzi, L. Saso, S. Suzen","doi":"10.5562/CCA3481","DOIUrl":null,"url":null,"abstract":"Antioxidants are helpful in prevention of several diseases related with oxidative stress including neurodegenerative disorders. In recent studies, carbazoles were given proof of promising antioxidant activities. In this article, 9-ethyl-9H-carbazole hydrazone derivatives were synthesized, characterized and their in vitro antioxidant activity and possible cytotoxic effects were investigated. Furthermore, protective effect of the synthesized derivatives against amyloid β-induced damage in PC12 neuronal cells was examined by using MTT assay. The newly synthesized carbazoles were found to have radical scavenging activity with a varying potency both in cell-free and cell-based in vitro assays. Several compounds, especially such as 3d and 3e, 3m and 3n bearing two halogen groups on the phenyl ring, were found to have cytotoxic activity. However, their cytotoxic activities were not higher than that of melatonin. Several compounds also significantly protected neuronal PC12 cells against amyloid β-induced damage, which can be defined as neuroprotective agents. (4-(2-((9-Ethyl-9H-carbazol-3-yl)methylene)hydrazinyl)benzonitrile) 3r was found as the most active compound with both radical scavenging activity and neuroprotective effects against amyloid β-induced damage. These findings might provide an alternative strategy for developing novel carbazole derivatives for management of neurodegenerative diseases, such as Alzheimer's disease.","PeriodicalId":10822,"journal":{"name":"Croatica Chemica Acta","volume":" ","pages":""},"PeriodicalIF":0.7000,"publicationDate":"2019-01-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.5562/CCA3481","citationCount":"3","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Croatica Chemica Acta","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.5562/CCA3481","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 3

Abstract

Antioxidants are helpful in prevention of several diseases related with oxidative stress including neurodegenerative disorders. In recent studies, carbazoles were given proof of promising antioxidant activities. In this article, 9-ethyl-9H-carbazole hydrazone derivatives were synthesized, characterized and their in vitro antioxidant activity and possible cytotoxic effects were investigated. Furthermore, protective effect of the synthesized derivatives against amyloid β-induced damage in PC12 neuronal cells was examined by using MTT assay. The newly synthesized carbazoles were found to have radical scavenging activity with a varying potency both in cell-free and cell-based in vitro assays. Several compounds, especially such as 3d and 3e, 3m and 3n bearing two halogen groups on the phenyl ring, were found to have cytotoxic activity. However, their cytotoxic activities were not higher than that of melatonin. Several compounds also significantly protected neuronal PC12 cells against amyloid β-induced damage, which can be defined as neuroprotective agents. (4-(2-((9-Ethyl-9H-carbazol-3-yl)methylene)hydrazinyl)benzonitrile) 3r was found as the most active compound with both radical scavenging activity and neuroprotective effects against amyloid β-induced damage. These findings might provide an alternative strategy for developing novel carbazole derivatives for management of neurodegenerative diseases, such as Alzheimer's disease.
9-乙基-9H-咔唑腙衍生物对抗氧化剂体系的行为
抗氧化剂有助于预防几种与氧化应激有关的疾病,包括神经退行性疾病。在最近的研究中,咔唑被证明具有良好的抗氧化活性。本文合成了9-乙基- 9h -咔唑腙衍生物,对其进行了表征,并对其体外抗氧化活性和可能的细胞毒性进行了研究。此外,采用MTT法检测合成的衍生物对淀粉样蛋白β诱导的PC12神经元细胞损伤的保护作用。新合成的咔唑被发现具有不同效力的自由基清除活性,无论是在无细胞和基于细胞的体外测定。一些化合物,特别是在苯环上有两个卤素基团的3d和3e, 3m和3n,被发现具有细胞毒性活性。但其细胞毒活性并不高于褪黑素。一些化合物还可以显著保护神经元PC12细胞免受淀粉样蛋白β诱导的损伤,可以定义为神经保护剂。(4-(2-((9-乙基- 9h -咔唑-3-基)亚甲基)肼基)苯腈)3r是活性最高的化合物,对淀粉样蛋白β诱导的损伤具有自由基清除活性和神经保护作用。这些发现可能为开发用于治疗神经退行性疾病(如阿尔茨海默病)的新型咔唑衍生物提供另一种策略。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 求助全文
来源期刊
Croatica Chemica Acta
Croatica Chemica Acta 化学-化学综合
CiteScore
0.60
自引率
0.00%
发文量
3
审稿时长
18 months
期刊介绍: Croatica Chemica Acta (Croat. Chem. Acta, CCA), is an international journal of the Croatian Chemical Society publishing scientific articles of general interest to chemistry.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信