一些芳基二肼类似物的合成、抗癌评价及分子对接研究

IF 1.1 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY
M. Soliman, N. Mahmoud, Aml B. Mohamed, Howayda E. Khaled
{"title":"一些芳基二肼类似物的合成、抗癌评价及分子对接研究","authors":"M. Soliman, N. Mahmoud, Aml B. Mohamed, Howayda E. Khaled","doi":"10.1139/cjc-2022-0276","DOIUrl":null,"url":null,"abstract":"A series of 2-(arylidenehydrazono)-5-(2-oxo-2-arylethyl)thiazolidin-4-one derivatives were synthesized, characterized by spectral analyses and evaluated for their in vitro antitumor activity. The IC50 determination of compounds was investigated on the human breast cancer cell line MCF-7. Among the series, compounds 3, 6, 10, 16, 17 and 24 showed remarkable anticancer activity with mean IC50 values 2.34, 0.73, 2.69, 3.40, 1.18 and 1.76 μg/ml respectively, against MCF-7 cancer cells. Compound 16 enhanced the concentration of caspase-9, inhibited the concentration of KI67 and showed a profound reduction in the amount of MMP9 secreted into the medium of MCF-7 treated cells. Furthermore, compound 16 revealed anti-angiogenic activity through down-regulation the concentration of VEGF in the medium of MCF-7 treated cells. Compound 16 exerted cytotoxic effects on MCF-7 tumor cells via anti-proliferative, apoptotic, antiangiogenic and antimetastatic activities. Molecular docking methodology was performed for the most effective anticancer compounds to rationalize the possible interactions with active site of VEGFR-2 enzyme.","PeriodicalId":9420,"journal":{"name":"Canadian Journal of Chemistry","volume":"25 1","pages":""},"PeriodicalIF":1.1000,"publicationDate":"2023-04-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis, anticancer evaluation and molecular docking study of some Arylidenehydrazono analogues\",\"authors\":\"M. Soliman, N. Mahmoud, Aml B. Mohamed, Howayda E. Khaled\",\"doi\":\"10.1139/cjc-2022-0276\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"A series of 2-(arylidenehydrazono)-5-(2-oxo-2-arylethyl)thiazolidin-4-one derivatives were synthesized, characterized by spectral analyses and evaluated for their in vitro antitumor activity. The IC50 determination of compounds was investigated on the human breast cancer cell line MCF-7. Among the series, compounds 3, 6, 10, 16, 17 and 24 showed remarkable anticancer activity with mean IC50 values 2.34, 0.73, 2.69, 3.40, 1.18 and 1.76 μg/ml respectively, against MCF-7 cancer cells. Compound 16 enhanced the concentration of caspase-9, inhibited the concentration of KI67 and showed a profound reduction in the amount of MMP9 secreted into the medium of MCF-7 treated cells. Furthermore, compound 16 revealed anti-angiogenic activity through down-regulation the concentration of VEGF in the medium of MCF-7 treated cells. Compound 16 exerted cytotoxic effects on MCF-7 tumor cells via anti-proliferative, apoptotic, antiangiogenic and antimetastatic activities. Molecular docking methodology was performed for the most effective anticancer compounds to rationalize the possible interactions with active site of VEGFR-2 enzyme.\",\"PeriodicalId\":9420,\"journal\":{\"name\":\"Canadian Journal of Chemistry\",\"volume\":\"25 1\",\"pages\":\"\"},\"PeriodicalIF\":1.1000,\"publicationDate\":\"2023-04-05\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Canadian Journal of Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1139/cjc-2022-0276\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Canadian Journal of Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1139/cjc-2022-0276","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0

摘要

合成了一系列2-(芳基肼)-5-(2-氧-2-芳基乙基)噻唑烷-4- 1衍生物,通过光谱分析对其进行了表征,并对其体外抗肿瘤活性进行了评价。研究了化合物在人乳腺癌细胞株MCF-7上的IC50测定。其中化合物3、6、10、16、17和24对MCF-7癌细胞的平均IC50值分别为2.34、0.73、2.69、3.40、1.18和1.76 μg/ml。化合物16提高了caspase-9的浓度,抑制了KI67的浓度,并显著降低了MCF-7处理细胞培养基中MMP9的分泌量。此外,化合物16通过下调MCF-7处理细胞培养基中VEGF的浓度显示出抗血管生成活性。化合物16对MCF-7肿瘤细胞具有抗增殖、抗凋亡、抗血管生成和抗转移作用。对最有效的抗癌化合物进行分子对接,以合理化其与VEGFR-2酶活性位点的可能相互作用。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Synthesis, anticancer evaluation and molecular docking study of some Arylidenehydrazono analogues
A series of 2-(arylidenehydrazono)-5-(2-oxo-2-arylethyl)thiazolidin-4-one derivatives were synthesized, characterized by spectral analyses and evaluated for their in vitro antitumor activity. The IC50 determination of compounds was investigated on the human breast cancer cell line MCF-7. Among the series, compounds 3, 6, 10, 16, 17 and 24 showed remarkable anticancer activity with mean IC50 values 2.34, 0.73, 2.69, 3.40, 1.18 and 1.76 μg/ml respectively, against MCF-7 cancer cells. Compound 16 enhanced the concentration of caspase-9, inhibited the concentration of KI67 and showed a profound reduction in the amount of MMP9 secreted into the medium of MCF-7 treated cells. Furthermore, compound 16 revealed anti-angiogenic activity through down-regulation the concentration of VEGF in the medium of MCF-7 treated cells. Compound 16 exerted cytotoxic effects on MCF-7 tumor cells via anti-proliferative, apoptotic, antiangiogenic and antimetastatic activities. Molecular docking methodology was performed for the most effective anticancer compounds to rationalize the possible interactions with active site of VEGFR-2 enzyme.
求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
Canadian Journal of Chemistry
Canadian Journal of Chemistry 化学-化学综合
CiteScore
1.90
自引率
9.10%
发文量
99
审稿时长
1 months
期刊介绍: Published since 1929, the Canadian Journal of Chemistry reports current research findings in all branches of chemistry. It includes the traditional areas of analytical, inorganic, organic, and physical-theoretical chemistry and newer interdisciplinary areas such as materials science, spectroscopy, chemical physics, and biological, medicinal and environmental chemistry. Articles describing original research are welcomed.
×
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