• 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

4-（4-溴苯基）-噻唑-2-胺衍生物：合成、生物活性及具有ADME特性的分子对接研究

4-(4-Bromophenyl)-thiazol-2-amine derivatives: synthesis, biological activity and molecular docking study with ADME profile.

作者信息

Sharma Deepika, Kumar Sanjiv, Narasimhan Balasubramanian, Ramasamy Kalavathy, Lim Siong Meng, Shah Syed Adnan Ali, Mani Vasudevan

机构信息

1Faculty of Pharmaceutical Sciences, Maharshi Dayanand University, Rohtak, 124001 India.

2Faculty of Pharmacy, Universiti Teknologi MARA (UiTM), 42300 Bandar Puncak Alam, Selangor Darul Ehsan Malaysia.

出版信息

BMC Chem. 2019 Apr 23;13(1):60. doi: 10.1186/s13065-019-0575-x. eCollection 2019 Dec.

DOI:10.1186/s13065-019-0575-x
PMID:31384808
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6661755/
Abstract

In order to overcome the challenges of microbial resistance as well as to improve the effectiveness and selectivity of chemotherapeutic agents against cancer, a novel series of 4-(4-bromophenyl)-thiazol-2-amine derivatives was synthesized and its molecular structures were confirmed by physicochemical and spectral characteristics. The synthesized compounds were further evaluated for their in vitro antimicrobial activity using turbidimetric method and anticancer activity against oestrogen receptor positive human breast adenocarcinoma cancer cell line (MCF7) by Sulforhodamine B (SRB) assay. The antimicrobial activity results revealed that compound , , and exhibited promising antimicrobial activity that are comparable to standard norfloxacin (antibacterial) and fluconazole (antifungal). Anticancer screening results demonstrated that compound was found to be the most active one against cancer cell line when compared to the rest of the compounds and comparable to the standard drug (5-fluorouracil). The molecular docking study demonstrated that compounds, , , and displayed good docking score within binding pocket of the selected PDB ID (1JIJ, 4WMZ and 3ERT) and showed promising ADME properties.

摘要

为了克服微生物耐药性的挑战以及提高化疗药物对癌症的有效性和选择性，合成了一系列新型的4-(4-溴苯基)-噻唑-2-胺衍生物，并通过物理化学和光谱特征确认了其分子结构。使用比浊法进一步评估合成化合物的体外抗菌活性，并通过磺酰罗丹明B（SRB）测定法评估其对雌激素受体阳性人乳腺腺癌细胞系（MCF7）的抗癌活性。抗菌活性结果表明，化合物 、 、 和 表现出有前景的抗菌活性，与标准诺氟沙星（抗菌）和氟康唑（抗真菌）相当。抗癌筛选结果表明，与其他化合物相比，化合物 被发现对癌细胞系最具活性，且与标准药物（5-氟尿嘧啶）相当。分子对接研究表明，化合物 、 、 、 和 在所选PDB ID（1JIJ、4WMZ和3ERT）的结合口袋内显示出良好的对接分数，并表现出有前景的药物代谢动力学性质。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5da4/6661755/87ccb7eaddb5/13065_2019_575_Fig9_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5da4/6661755/5f81cd10acd4/13065_2019_575_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5da4/6661755/f559ec3fa0fb/13065_2019_575_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5da4/6661755/43ffa99137b1/13065_2019_575_Sch1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5da4/6661755/2ae91ad48aa0/13065_2019_575_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5da4/6661755/47161050f72a/13065_2019_575_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5da4/6661755/c44b90f7125c/13065_2019_575_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5da4/6661755/e8a0f892f340/13065_2019_575_Fig6_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5da4/6661755/c9ec677eea48/13065_2019_575_Fig7_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5da4/6661755/eb78d909aede/13065_2019_575_Fig8_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5da4/6661755/87ccb7eaddb5/13065_2019_575_Fig9_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5da4/6661755/5f81cd10acd4/13065_2019_575_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5da4/6661755/f559ec3fa0fb/13065_2019_575_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5da4/6661755/43ffa99137b1/13065_2019_575_Sch1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5da4/6661755/2ae91ad48aa0/13065_2019_575_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5da4/6661755/47161050f72a/13065_2019_575_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5da4/6661755/c44b90f7125c/13065_2019_575_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5da4/6661755/e8a0f892f340/13065_2019_575_Fig6_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5da4/6661755/c9ec677eea48/13065_2019_575_Fig7_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5da4/6661755/eb78d909aede/13065_2019_575_Fig8_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5da4/6661755/87ccb7eaddb5/13065_2019_575_Fig9_HTML.jpg

相似文献

1
4-(4-Bromophenyl)-thiazol-2-amine derivatives: synthesis, biological activity and molecular docking study with ADME profile.4-（4-溴苯基）-噻唑-2-胺衍生物：合成、生物活性及具有ADME特性的分子对接研究
BMC Chem. 2019 Apr 23;13(1):60. doi: 10.1186/s13065-019-0575-x. eCollection 2019 Dec.
2
Synthesis, molecular modelling and biological significance of -(4-(4-bromophenyl) thiazol-2-yl)-2-chloroacetamide derivatives as prospective antimicrobial and antiproliferative agents.-（4-（4-溴苯基）噻唑-2-基）-2-氯乙酰胺衍生物作为潜在抗菌和抗增殖剂的合成、分子建模及生物学意义
BMC Chem. 2019 Apr 1;13(1):46. doi: 10.1186/s13065-019-0564-0. eCollection 2019 Dec.
3
Synthesis and biological profile of substituted benzimidazoles.取代苯并咪唑的合成与生物学特性
Chem Cent J. 2018 Dec 1;12(1):125. doi: 10.1186/s13065-018-0498-y.
4
Design, Synthesis and Therapeutic Potential of Some 6, 6'-(1,4- phenylene)bis(4-(4-bromophenyl)pyrimidin-2-amine)analogues.一些 6, 6'-(1,4- 亚苯基)双(4-(4-溴苯基)嘧啶-2-胺)类似物的设计、合成及治疗潜力。
Mini Rev Med Chem. 2019;19(7):609-621. doi: 10.2174/1389557519666181210162413.
5
Design, synthesis and biological evaluation of 3-(2-aminooxazol-5-yl)-2H-chromen-2-one derivatives.3-(2-氨基恶唑-5-基)-2H-色烯-2-酮衍生物的设计、合成及生物学评价
Chem Cent J. 2018 Dec 4;12(1):130. doi: 10.1186/s13065-018-0499-x.
6
Synthesis, molecular docking and biological potentials of new 2-(4-(2-chloroacetyl) piperazin-1-yl)--(2-(4-chlorophenyl)-4-oxoquinazolin-3(4)-yl)acetamide derivatives.新型2-(4-(2-氯乙酰基)哌嗪-1-基)-(2-(4-氯苯基)-4-氧代喹唑啉-3(4H)-基)乙酰胺衍生物的合成、分子对接及生物学潜力
BMC Chem. 2019 Sep 5;13(1):113. doi: 10.1186/s13065-019-0629-0. eCollection 2019 Dec.
7
Synthesis and Studies of 4-phenyl thiazol-2-amine Derivatives as Putative Anti-breast Cancer Agents.4-苯基噻唑-2-胺衍生物作为潜在抗乳腺癌药物的合成与研究
Curr Comput Aided Drug Des. 2024;20(4):374-383. doi: 10.2174/1573409919666230321145543.
8
Molecular docking, synthesis and biological significance of pyrimidine analogues as prospective antimicrobial and antiproliferative agents.嘧啶类似物作为潜在抗菌和抗增殖剂的分子对接、合成及生物学意义
BMC Chem. 2019 Jul 9;13(1):85. doi: 10.1186/s13065-019-0601-z. eCollection 2019 Dec.
9
In-silico molecular design of heterocyclic benzimidazole scaffolds as prospective anticancer agents.作为潜在抗癌剂的杂环苯并咪唑支架的计算机辅助分子设计。
BMC Chem. 2019 Jul 11;13(1):90. doi: 10.1186/s13065-019-0608-5. eCollection 2019 Dec.
10
Design, Synthesis and Biological Potential of 5-(2-Amino-6-(3/4-bromophenyl)pyrimidin-4-yl)benzene-1,3-diol Scaffolds as Promising Antimicrobial and Anticancer Agents.设计、合成及 5-(2-氨基-6-(3/4-溴苯基)嘧啶-4-基)苯-1,3-二醇支架的生物潜能作为有前途的抗菌和抗癌剂。
Mini Rev Med Chem. 2019;19(10):851-864. doi: 10.2174/1389557518666181009141924.

引用本文的文献

1
Antimicrobial Activity of Novel Ni(II) and Zn(II) Complexes with (E)-2-((5-Bromothiazol-2-yl)imino)methyl)phenol Ligand: Synthesis, Characterization and Molecular Docking Studies.新型镍（II）和锌（II）与（E）-2-（（5-溴噻唑-2-基）亚氨基）甲基）苯酚配体配合物的抗菌活性：合成、表征及分子对接研究
Antibiotics (Basel). 2023 Nov 17;12(11):1634. doi: 10.3390/antibiotics12111634.
2
Phytochemical analysis and biological activities of essential oils extracted from Origanum grossii and Thymus pallidus: in vitro and in silico analysis.牛至和苍白百里香精油的植物化学成分分析和生物活性：体外和计算机分析。
Sci Rep. 2023 Nov 16;13(1):20021. doi: 10.1038/s41598-023-47215-4.
3

本文引用的文献

1
Reverse pharmacophore mapping and molecular docking studies for discovery of GTPase HRas as promising drug target for bis-pyrimidine derivatives.反向药效团映射和分子对接研究，以发现GTPase HRas作为双嘧啶衍生物有前景的药物靶点。
Chem Cent J. 2018 Oct 22;12(1):106. doi: 10.1186/s13065-018-0475-5.
2
4-Phenyl-1,3-thiazole-2-amines as scaffolds for new antileishmanial agents.以4-苯基-1,3-噻唑-2-胺为骨架的新型抗利什曼原虫药物
J Venom Anim Toxins Incl Trop Dis. 2018 Sep 10;24:26. doi: 10.1186/s40409-018-0163-x. eCollection 2018.
3
Design, synthesis, antimicrobial and cytotoxicity study on human colorectal carcinoma cell line of new 4,4'-(1,4-phenylene)bis(pyrimidin-2-amine) derivatives.
Synthesis, biological evaluation and in-silico ADME studies of novel series of thiazolidin-2,4-dione derivatives as antimicrobial, antioxidant and anticancer agents.
新型噻唑烷-2,4-二酮衍生物作为抗菌、抗氧化和抗癌剂的合成、生物学评价及计算机辅助ADME研究
BMC Chem. 2022 Sep 15;16(1):68. doi: 10.1186/s13065-022-00861-7.
4
New N-Alkylated Heterocyclic Compounds as Prospective NDM1 Inhibitors: Investigation of In Vitro and In Silico Properties.新型N-烷基化杂环化合物作为潜在的NDM-1抑制剂：体外和计算机模拟性质研究
Pharmaceuticals (Basel). 2022 Jun 28;15(7):803. doi: 10.3390/ph15070803.
5
Thiazole: A Versatile Standalone Moiety Contributing to the Development of Various Drugs and Biologically Active Agents.噻唑：一种多功能的独立部分，有助于开发各种药物和生物活性试剂。
Molecules. 2022 Jun 21;27(13):3994. doi: 10.3390/molecules27133994.
6
approach towards the identification of potential inhibitors from Roxb against : ADMET screening and molecular docking studies.从罗汉果中鉴定潜在抑制剂的方法：ADMET筛选和分子对接研究。
Bioimpacts. 2021;11(2):119-127. doi: 10.34172/bi.2021.19. Epub 2020 Mar 24.
7
Design, synthesis, in silico studies and biological evaluation of 5-(()-4-(()-(substituted aryl/alkyl)methyl)benzylidene)thiazolidine-2,4-dione derivatives.5-（（）-4-（（）-（取代芳基/烷基）甲基）亚苄基）噻唑烷-2,4-二酮衍生物的设计、合成、计算机模拟研究及生物学评价
BMC Chem. 2020 Mar 31;14(1):25. doi: 10.1186/s13065-020-00678-2. eCollection 2020 Dec.
8
In-silico molecular design of heterocyclic benzimidazole scaffolds as prospective anticancer agents.作为潜在抗癌剂的杂环苯并咪唑支架的计算机辅助分子设计。
BMC Chem. 2019 Jul 11;13(1):90. doi: 10.1186/s13065-019-0608-5. eCollection 2019 Dec.
新型4,4'-(1,4-亚苯基)双(嘧啶-2-胺)衍生物对人结肠癌细胞系的设计、合成、抗菌及细胞毒性研究
Chem Cent J. 2018 Jun 25;12(1):73. doi: 10.1186/s13065-018-0440-3.
4
Synthesis, molecular docking and biological evaluation of bis-pyrimidine Schiff base derivatives.双嘧啶席夫碱衍生物的合成、分子对接及生物学评价
Chem Cent J. 2017 Sep 18;11(1):89. doi: 10.1186/s13065-017-0322-0.
5
Design, Synthesis and Antifungal Activity Evaluation of New Thiazolin-4-ones as Potential Lanosterol 14α-Demethylase Inhibitors.新型噻唑啉-4-酮作为潜在羊毛甾醇14α-脱甲基酶抑制剂的设计、合成及抗真菌活性评价
Int J Mol Sci. 2017 Jan 17;18(1):177. doi: 10.3390/ijms18010177.
6
In silico ADME/T modelling for rational drug design.用于合理药物设计的计算机辅助药物代谢动力学/药物处置建模
Q Rev Biophys. 2015 Nov;48(4):488-515. doi: 10.1017/S0033583515000190. Epub 2015 Sep 2.
7
Molecular docking and structure-based drug design strategies.分子对接与基于结构的药物设计策略。
Molecules. 2015 Jul 22;20(7):13384-421. doi: 10.3390/molecules200713384.
8
Antibacterial Characterization of Novel Synthetic Thiazole Compounds against Methicillin-Resistant Staphylococcus pseudintermedius.新型合成噻唑化合物对耐甲氧西林中间型葡萄球菌的抗菌特性
PLoS One. 2015 Jun 18;10(6):e0130385. doi: 10.1371/journal.pone.0130385. eCollection 2015.
9
2-Aminothiazole derivatives as antimycobacterial agents: Synthesis, characterization, in vitro and in silico studies.作为抗分枝杆菌剂的2-氨基噻唑衍生物：合成、表征、体外和计算机模拟研究。
Eur J Med Chem. 2014 Nov 24;87:643-56. doi: 10.1016/j.ejmech.2014.09.086. Epub 2014 Sep 30.
10
Drug resistance in cancer: an overview.癌症中的耐药性：概述。
Cancers (Basel). 2014 Sep 5;6(3):1769-92. doi: 10.3390/cancers6031769.