• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利：CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法，用中文像聊天一样搜索，搜遍4000万医学文献。AI智能推荐，让科研检索更轻松。

立即免费搜索

文件翻译

保留排版，准确专业，支持PDF/Word/PPT等文件格式，支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述，25分钟生成高质量综述，智能提取关键信息，辅助科研写作。

立即免费体验

新型噻唑啉-四氢萘衍生物的合成及生物活性评价。

New Thiazoline-Tetralin Derivatives and Biological Activity Evaluation.

机构信息

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Anadolu University, 26470 Eskisehir, Turkey.

Department of Chemistry, Faculty of Sciences, Mentouri University, 25000 Constantin, Algeria.

出版信息

Molecules. 2018 Jan 10;23(1):135. doi: 10.3390/molecules23010135.

DOI:10.3390/molecules23010135
PMID:29320423
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6017121/
Abstract

In this study, novel '-(3-cyclohexyl/phenyl-4-(substituted phenyl)thiazole-2(3)-ylidene)-2-[(5,6,7,8-tetrahydronaphthalen-2-yl)oxy]acetohydrazide (-) derivatives were synthesized and their anticancer potency were evaluated on human breast adenocarcinoma cell line (MCF-7), human lung carcinoma cell line (A549) and mouse embryoblast cell line (NIH/3T3) using the MTT method, DNA synthesis inhibition and flow cytometric analysis. Compound bearing 4-methoxyphenyl moiety exhibited the highest antitumor efficiency against MCF-7 cell line with higher DNA synthesis inhibition and apoptotic cell percentages (ealy+late apoptotic cell). On the other hand, compounds , , and bearing 4-bromo, 4-chloro and 4-florophenyl moieties, respectively caused excellent apoptosis levels against A549 cell line when treated with lower concentration even than cisplatin. Anticholinesterase activity of the compounds were also tested, compound showed 49.92% inhibition of acetylcholinesterase (AChE).

摘要

在这项研究中，我们合成了新型的‘-(3-环己基/苯基-4-(取代苯基)噻唑-2(3)-基)-2-[(5,6,7,8-四氢萘-2-基)氧基]乙酰胺(-)衍生物，并通过 MTT 法、DNA 合成抑制和流式细胞术分析，评估了它们对人乳腺癌腺癌细胞系 (MCF-7)、人肺癌细胞系 (A549) 和小鼠胚胎成纤维细胞系 (NIH/3T3) 的抗癌活性。带有 4-甲氧基苯基部分的化合物对 MCF-7 细胞系表现出最高的抗肿瘤效率，具有更高的 DNA 合成抑制和凋亡细胞百分比（早期+晚期凋亡细胞）。另一方面，带有 4-溴、4-氯和 4-氟苯基部分的化合物 、和 ，在较低浓度下对 A549 细胞系产生了极好的凋亡水平，甚至比顺铂的效果还要好。我们还测试了这些化合物的乙酰胆碱酯酶抑制活性，结果表明化合物 对乙酰胆碱酯酶 (AChE) 的抑制率为 49.92%。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e0/6017121/d7504f33ae37/molecules-23-00135-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e0/6017121/eab65054f129/molecules-23-00135-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e0/6017121/0624295662c4/molecules-23-00135-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e0/6017121/7d3a40ca36e0/molecules-23-00135-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e0/6017121/c8c32df729aa/molecules-23-00135-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e0/6017121/6575b6fc4ffb/molecules-23-00135-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e0/6017121/62fde4843a2d/molecules-23-00135-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e0/6017121/d7504f33ae37/molecules-23-00135-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e0/6017121/eab65054f129/molecules-23-00135-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e0/6017121/0624295662c4/molecules-23-00135-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e0/6017121/7d3a40ca36e0/molecules-23-00135-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e0/6017121/c8c32df729aa/molecules-23-00135-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e0/6017121/6575b6fc4ffb/molecules-23-00135-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e0/6017121/62fde4843a2d/molecules-23-00135-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e0/6017121/d7504f33ae37/molecules-23-00135-g006.jpg

相似文献

1
New Thiazoline-Tetralin Derivatives and Biological Activity Evaluation.新型噻唑啉-四氢萘衍生物的合成及生物活性评价。
Molecules. 2018 Jan 10;23(1):135. doi: 10.3390/molecules23010135.
2
Synthesis and Biological Evaluation of New 1,3,4-Oxadiazoles as Potential Anticancer Agents and Enzyme Inhibitors.新型1,3,4-恶二唑作为潜在抗癌剂和酶抑制剂的合成及生物学评价
Anticancer Agents Med Chem. 2018;18(6):914-921. doi: 10.2174/1871520618666180322123327.
3
Some Thiazole Derivatives Combined with Different Heterocycles: Cytotoxicity Evaluation and Apoptosis Inducing Studies.一些噻唑衍生物与不同杂环的组合：细胞毒性评估及凋亡诱导研究
Anticancer Agents Med Chem. 2018;18(8):1115-1121. doi: 10.2174/1871520618666180328115314.
4
Synthesis and evaluation of bis-thiazole derivatives as new anticancer agents.双噻唑衍生物作为新型抗癌剂的合成与评价
Eur J Med Chem. 2016 Jan 1;107:288-94. doi: 10.1016/j.ejmech.2015.11.002. Epub 2015 Nov 5.
5
Synthesis and Evaluation of New Benzodioxole- Based Thiosemicarbazone Derivatives as Potential Antitumor Agents.新型苯并二氧杂环戊烯基硫代氨基脲衍生物作为潜在抗肿瘤药物的合成与评价
Molecules. 2016 Nov 22;21(11):1598. doi: 10.3390/molecules21111598.
6
Synthesis and Evaluation of a Series of 1,3,4-Thiadiazole Derivatives as Potential Anticancer Agents.一系列1,3,4-噻二唑衍生物作为潜在抗癌剂的合成与评价
Anticancer Agents Med Chem. 2018;18(11):1606-1616. doi: 10.2174/1871520618666180509111351.
7
Design, synthesis, in vitro and in silico evaluation of a new series of oxadiazole-based anticancer agents as potential Akt and FAK inhibitors.设计、合成、体外和计算机评估一系列基于噁二唑的新型抗癌剂作为潜在的 Akt 和 FAK 抑制剂。
Eur J Med Chem. 2018 Jul 15;155:905-924. doi: 10.1016/j.ejmech.2018.06.049. Epub 2018 Jun 22.
8
Synthesis and anti-tumor evaluation of novel hydrazide and hydrazide-hydrazone derivatives.新型酰腙和腙-腙衍生物的合成及抗肿瘤活性评价。
Acta Pharm. 2013 Mar;63(1):45-57. doi: 10.2478/acph-2013-0004.
9
Design and Synthesis of New 1,3,4-Oxadiazole - Benzothiazole and Hydrazone Derivatives as Promising Chemotherapeutic Agents.新型1,3,4-恶二唑-苯并噻唑及腙衍生物作为有前景的化疗药物的设计与合成
Drug Res (Stuttg). 2017 May;67(5):275-282. doi: 10.1055/s-0042-119070. Epub 2017 Feb 21.
10
Synthesis and Evaluation of A New Series of Thiazole Derivatives as Potential Antitumor Agents and MMP Inhibitors.新型噻唑衍生物作为潜在抗肿瘤药物和基质金属蛋白酶抑制剂的合成与评价
Anticancer Agents Med Chem. 2017;17(5):674-681. doi: 10.2174/1871520616666160802113620.

引用本文的文献

1
Synthesis and evaluation of in vitro antioxidant, anticancer, and antibacterial properties of new benzylideneiminophenylthiazole analogues.新型亚苄基亚氨基苯基噻唑类似物的体外抗氧化、抗癌和抗菌性能的合成与评价
BMC Chem. 2024 Sep 17;18(1):173. doi: 10.1186/s13065-024-01273-5.
2
Recent advances in the synthesis and utility of thiazoline and its derivatives.噻唑啉及其衍生物的合成与应用的最新进展。
RSC Adv. 2024 Jan 2;14(2):902-953. doi: 10.1039/d3ra06444a.
3
Design, synthesis and mechanistic study of new benzenesulfonamide derivatives as anticancer and antimicrobial agents carbonic anhydrase IX inhibition.

本文引用的文献

1
Ulbactins F and G, Polycyclic Thiazoline Derivatives with Tumor Cell Migration Inhibitory Activity from Brevibacillus sp.乌尔巴汀F和G，来自短短芽孢杆菌属的具有肿瘤细胞迁移抑制活性的多环噻唑啉衍生物
Org Lett. 2016 Apr 1;18(7):1658-61. doi: 10.1021/acs.orglett.6b00531. Epub 2016 Mar 21.
2
Synthesis, molecular docking and biological evaluation of N,N-disubstituted 2-aminothiazolines as a new class of butyrylcholinesterase and carboxylesterase inhibitors.新型丁酰胆碱酯酶和羧酸酯酶抑制剂N,N-二取代2-氨基噻唑啉的合成、分子对接及生物学评价
Bioorg Med Chem. 2016 Mar 1;24(5):1050-62. doi: 10.1016/j.bmc.2016.01.031. Epub 2016 Jan 18.
3
新型苯磺酰胺衍生物作为抗癌和抗菌剂的设计、合成及作用机制研究：碳酸酐酶IX抑制作用
RSC Adv. 2021 Aug 1;11(42):26241-26257. doi: 10.1039/d1ra05277b. eCollection 2021 Jul 27.
4
Synthesis and Antiproliferative Evaluation of Novel Longifolene-Derived Tetralone Derivatives Bearing 1,2,4-Triazole Moiety.含1,2,4-三唑基团的新型长叶烯衍生四氢萘酮衍生物的合成与抗增殖活性评价
Molecules. 2020 Feb 22;25(4):986. doi: 10.3390/molecules25040986.
5
Novel Targeted Anti-Tumor Nanoparticles Developed from Folic Acid-Modified 2-Deoxyglucose.基于叶酸修饰 2-脱氧葡萄糖的新型靶向抗肿瘤纳米粒子的研制
Int J Mol Sci. 2019 Feb 6;20(3):697. doi: 10.3390/ijms20030697.
New Hydrazones Bearing Thiazole Scaffold: Synthesis, Characterization, Antimicrobial, and Antioxidant Investigation.
含噻唑骨架的新型腙类化合物：合成、表征、抗菌及抗氧化研究
Molecules. 2015 Sep 18;20(9):17325-38. doi: 10.3390/molecules200917325.
4
A trifluorinated thiazoline scaffold leading to pro-apoptotic agents targeting prohibitins.一种三氟化噻唑啉支架，可靶向细胞凋亡诱导因子，抑制细胞凋亡。
Angew Chem Int Ed Engl. 2014 Sep 15;53(38):10150-4. doi: 10.1002/anie.201405758. Epub 2014 Sep 5.
5
Induction of intrinsic apoptosis pathway in colon cancer HCT-116 cells by novel 2-substituted-5,6,7,8-tetrahydronaphthalene derivatives.新型2-取代-5,6,7,8-四氢萘衍生物对结肠癌HCT-116细胞内源性凋亡途径的诱导作用
Eur J Med Chem. 2014 Apr 22;77:323-33. doi: 10.1016/j.ejmech.2014.03.021. Epub 2014 Mar 12.
6
Synthesis, tumor inhibitory and antioxidant activity of new polyfunctionally 2-substituted 5,6,7,8-tetrahydronaphthalene derivatives containing pyridine, thioxopyridine and pyrazolopyridine moieties.含吡啶、硫代吡啶和吡唑并吡啶部分的新型多官能团2-取代5,6,7,8-四氢萘衍生物的合成、肿瘤抑制及抗氧化活性
Acta Pol Pharm. 2013 Nov-Dec;70(6):987-1001.
7
Acetylcholinesterase inhibitors: pharmacology and toxicology.乙酰胆碱酯酶抑制剂：药理学和毒理学。
Curr Neuropharmacol. 2013 May;11(3):315-35. doi: 10.2174/1570159X11311030006.
8
Discovery of potent, isoform-selective inhibitors of histone deacetylase containing chiral heterocyclic capping groups and a N-(2-aminophenyl)benzamide binding unit.发现含有手性杂环封端基团和 N-(2-氨基苯基)苯甲酰胺结合单元的组蛋白去乙酰化酶的有效、亚型选择性抑制剂。
J Med Chem. 2013 Aug 8;56(15):6156-74. doi: 10.1021/jm400634n. Epub 2013 Jul 23.
9
Synthesis, anticancer activities and molecular modeling studies of novel indole retinoid derivatives.新型吲哚维甲酸衍生物的合成、抗癌活性及分子模拟研究。
Eur J Med Chem. 2012 Dec;58:346-54. doi: 10.1016/j.ejmech.2012.10.013. Epub 2012 Oct 22.
10
Synthesis and cytotoxic activity of some novel N-pyridinyl-2-(6-phenylimidazo[2,1-b]thiazol-3-yl)acetamide derivatives.一些新型 N-吡啶基-2-(6-苯基咪唑[2,1-b]噻唑-3-基)乙酰胺衍生物的合成及细胞毒性活性。
Molecules. 2012 Apr 23;17(4):4703-16. doi: 10.3390/molecules17044703.