• 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

咪唑并[1,2 - ]嘧啶新衍生物的合成及抗真菌活性

Synthesis and antimycotic activity of new derivatives of imidazo[1,2-]pyrimidines.

作者信息

Vandyshev Dmitriy Yu, Mangusheva Daria A, Shikhaliev Khidmet S, Scherbakov Kirill A, Burov Oleg N, Zagrebaev Alexander D, Khmelevskaya Tatiana N, Trenin Alexey S, Zubkov Fedor I

机构信息

Organic Chemistry Department, Voronezh State University, 1 Universitetskaya pl., 394018 Voronezh, Russian Federation.

Laboratory of Bio- and Cheminformatics, HSE University, 194100 St. Petersburg, Russian Federation.

出版信息

Beilstein J Org Chem. 2024 Nov 5;20:2806-2817. doi: 10.3762/bjoc.20.236. eCollection 2024.

DOI:10.3762/bjoc.20.236
PMID:39530077
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11552434/
Abstract

The heterocyclic core of imidazo[1,2-]pyrimidine was formed in satisfactory yields as a result of the interaction of the readily available 2-aminoimidazole with -substituted maleimides or -arylitaconimides. The mechanism of the studied processes was postulated basing on experimental data, HPLC-MS analysis of reaction mixtures, and quantum chemical calculations. Molecular docking results of the obtained imidazo[1,2-]pyrimidines, when compared with voriconazole, a drug already in clinical use, suggest that they may possess antifungal activity against .

摘要

由于易得的2-氨基咪唑与β-取代马来酰亚胺或β-芳基衣康酰亚胺相互作用，咪唑并[1,2 -]嘧啶的杂环核心以令人满意的产率形成。基于实验数据、反应混合物的HPLC-MS分析以及量子化学计算，推测了所研究过程的机理。将所得咪唑并[1,2 -]嘧啶与已在临床使用的药物伏立康唑相比，分子对接结果表明它们可能具有抗……的抗真菌活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/16d5/11552434/fe9a4026c1df/Beilstein_J_Org_Chem-20-2806-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/16d5/11552434/e0dc3d7bfbd4/Beilstein_J_Org_Chem-20-2806-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/16d5/11552434/3c574e7429b8/Beilstein_J_Org_Chem-20-2806-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/16d5/11552434/e5a294dc2f30/Beilstein_J_Org_Chem-20-2806-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/16d5/11552434/94e619fc3347/Beilstein_J_Org_Chem-20-2806-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/16d5/11552434/f40e79b7d301/Beilstein_J_Org_Chem-20-2806-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/16d5/11552434/e59755ebf8c3/Beilstein_J_Org_Chem-20-2806-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/16d5/11552434/b5b240d351f4/Beilstein_J_Org_Chem-20-2806-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/16d5/11552434/d996acf6ef2f/Beilstein_J_Org_Chem-20-2806-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/16d5/11552434/4468e4eef39e/Beilstein_J_Org_Chem-20-2806-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/16d5/11552434/fe9a4026c1df/Beilstein_J_Org_Chem-20-2806-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/16d5/11552434/e0dc3d7bfbd4/Beilstein_J_Org_Chem-20-2806-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/16d5/11552434/3c574e7429b8/Beilstein_J_Org_Chem-20-2806-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/16d5/11552434/e5a294dc2f30/Beilstein_J_Org_Chem-20-2806-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/16d5/11552434/94e619fc3347/Beilstein_J_Org_Chem-20-2806-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/16d5/11552434/f40e79b7d301/Beilstein_J_Org_Chem-20-2806-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/16d5/11552434/e59755ebf8c3/Beilstein_J_Org_Chem-20-2806-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/16d5/11552434/b5b240d351f4/Beilstein_J_Org_Chem-20-2806-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/16d5/11552434/d996acf6ef2f/Beilstein_J_Org_Chem-20-2806-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/16d5/11552434/4468e4eef39e/Beilstein_J_Org_Chem-20-2806-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/16d5/11552434/fe9a4026c1df/Beilstein_J_Org_Chem-20-2806-g006.jpg

相似文献

1
Synthesis and antimycotic activity of new derivatives of imidazo[1,2-]pyrimidines.咪唑并[1,2 - ]嘧啶新衍生物的合成及抗真菌活性
Beilstein J Org Chem. 2024 Nov 5;20:2806-2817. doi: 10.3762/bjoc.20.236. eCollection 2024.
2
Synthesis, Molecular Docking, and Antimycotic Evaluation of Some 3-Acyl Imidazo[1,2-a]pyrimidines.一些 3-酰基咪唑并[1,2-a]嘧啶的合成、分子对接和抗真菌评价。
Molecules. 2018 Mar 7;23(3):599. doi: 10.3390/molecules23030599.
3
Benzimidazole condensed ring systems: new synthesis and antineoplastic activity of substituted 3,4-dihydro- and 1,2,3,4-tetrahydro-benzo[4,5]imidazo[1,2-a]pyrimidine derivatives.苯并咪唑稠环体系：取代的3,4-二氢-和1,2,3,4-四氢-苯并[4,5]咪唑并[1,2-a]嘧啶衍生物的新合成方法及抗肿瘤活性
Arch Pharm Res. 2007 Jun;30(6):678-84. doi: 10.1007/BF02977627.
4
Regiospecific synthesis of 3-substituted imidazo[1,2-a]pyridines, imidazo[1,2-a]pyrimidines, and imidazo[1,2-c]pyrimidine.3-取代咪唑并[1,2-a]吡啶、咪唑并[1,2-a]嘧啶和咪唑并[1,2-c]嘧啶的区域特异性合成。
J Org Chem. 2003 Jun 13;68(12):4935-7. doi: 10.1021/jo026797p.
5
New Route to the Synthesis of Novel Pyrazolo[1,5-a]pyrimidines and Evaluation of their Antimicrobial Activity as RNA Polymerase Inhibitors.新型吡唑并[1,5-a]嘧啶类化合物的合成新途径及其作为 RNA 聚合酶抑制剂的抗菌活性评价。
Med Chem. 2022;18(9):926-948. doi: 10.2174/1573406418666220302092414.
6
Antimycotic action of methyl substituted N-(5-pyrimidinyl)benzenesulfonamide derivatives.甲基取代的N-(5-嘧啶基)苯磺酰胺衍生物的抗真菌作用
Farmaco Sci. 1987 Oct;42(10):747-53.
7
Synthesis and antimicrobial activity of certain imidazo[1,2-a]pyrimidines.某些咪唑并[1,2 - a]嘧啶的合成与抗菌活性
J Med Chem. 1975 Dec;18(12):1253-5. doi: 10.1021/jm00246a018.
8
Recyclization of Maleimides by Binucleophiles as a General Approach for Building Hydrogenated Heterocyclic Systems.双亲核试剂介导的马来酰亚胺的循环反应：构建氢化杂环体系的通用方法。
Molecules. 2022 Aug 18;27(16):5268. doi: 10.3390/molecules27165268.
9
Design, Synthesis, Molecular Docking, and ADME-Tox Investigations of Imidazo[1,2-a]Pyrimidines Derivatives as Antimicrobial Agents.咪唑并[1,2-a]嘧啶衍生物的设计、合成、分子对接和 ADME-Tox 研究作为抗菌剂。
Molecules. 2024 Oct 26;29(21):5058. doi: 10.3390/molecules29215058.
10
Synthesis of substituted pyrimidines, pyrazole[3,4-d]pyrimidines and imidazo[4,5-d]pyrimidines and evaluation of their antifungal activity.取代嘧啶、吡唑并[3,4-d]嘧啶和咪唑并[4,5-d]嘧啶的合成及其抗真菌活性评价。
Farmaco. 1989 Apr;44(4):383-90.

引用本文的文献

1
Preparation and characterization of kaolin-[TMS]-NH C(NO) as a novel heterogeneous nano-catalyst and its use in the synthesis of imidazo[1,2-]pyrimidine and 1,2,4-triazolo[4,3-]pyrimidines.高岭土-[TMS]-NH C(NO) 作为一种新型非均相纳米催化剂的制备、表征及其在咪唑并[1,2 - ]嘧啶和1,2,4 - 三唑并[4,3 - ]嘧啶合成中的应用
RSC Adv. 2025 Jul 29;15(33):26992-27015. doi: 10.1039/d5ra01292a. eCollection 2025 Jul 25.
2
Visible Light-Mediated Preparation of a Key Intermediate Employed in the Synthesis of Zolpidem and Several Analogs.可见光介导制备用于合成唑吡坦及几种类似物的关键中间体。
Chem Asian J. 2025 Aug;20(16):e00455. doi: 10.1002/asia.202500455. Epub 2025 May 13.

本文引用的文献

1
Imidazopyrimidine: from a relatively exotic scaffold to an evolving structural motif in drug discovery.咪唑并嘧啶：从相对奇特的骨架到药物研发中不断演变的结构基序。
RSC Med Chem. 2024 Mar 13;15(5):1488-1507. doi: 10.1039/d3md00718a. eCollection 2024 May 22.
2
Synthesis, Antifungal Activities, Molecular Docking and Molecular Dynamic Studies of Novel Quinoxaline-Triazole Compounds.新型喹喔啉-三唑化合物的合成、抗真菌活性、分子对接及分子动力学研究
ACS Omega. 2023 Jun 26;8(27):24573-24585. doi: 10.1021/acsomega.3c02797. eCollection 2023 Jul 11.
3
Design, synthesis, and computational studies of novel imidazo[1,2-]pyrimidine derivatives as potential dual inhibitors of hACE2 and spike protein for blocking SARS-CoV-2 cell entry.
新型咪唑并[1,2 - ]嘧啶衍生物作为人血管紧张素转换酶2（hACE2）和刺突蛋白的潜在双重抑制剂以阻断严重急性呼吸综合征冠状病毒2（SARS-CoV-2）细胞进入的设计、合成及计算研究
J Mol Struct. 2023 Aug 5;1285:135525. doi: 10.1016/j.molstruc.2023.135525. Epub 2023 Apr 7.
4
Synthetic Imidazopyridine-Based Derivatives as Potential Inhibitors against Multi-Drug Resistant Bacterial Infections: A Review.基于合成咪唑并吡啶的衍生物作为抗多重耐药细菌感染的潜在抑制剂：综述
Antibiotics (Basel). 2022 Nov 22;11(12):1680. doi: 10.3390/antibiotics11121680.
5
Recyclization of Maleimides by Binucleophiles as a General Approach for Building Hydrogenated Heterocyclic Systems.双亲核试剂介导的马来酰亚胺的循环反应：构建氢化杂环体系的通用方法。
Molecules. 2022 Aug 18;27(16):5268. doi: 10.3390/molecules27165268.
6
Potential antibacterial and antifungal activities of novel sulfamidophosphonate derivatives bearing the quinoline or quinolone moiety.具有喹啉或喹诺酮部分的新型磺胺膦酸酯衍生物的潜在抗菌和抗真菌活性。
Arch Pharm (Weinheim). 2021 Mar;354(3):e2000291. doi: 10.1002/ardp.202000291. Epub 2020 Dec 7.
7
Design, synthesis and antifungal activity of pterolactam-inspired amide Mannich bases.基于蝶呤内酯酰胺的曼尼希碱的设计、合成与抗真菌活性。
Fitoterapia. 2020 Jun;143:104581. doi: 10.1016/j.fitote.2020.104581. Epub 2020 Mar 29.
8
Copolymer of Pyrrole and 1,4-Butanediol Diglycidyl as an Efficient Additive Leveler for Through-Hole Copper Electroplating.吡咯与1,4-丁二醇二缩水甘油醚的共聚物作为一种用于通孔铜电镀的高效添加剂整平剂
ACS Omega. 2020 Mar 3;5(10):4868-4874. doi: 10.1021/acsomega.9b03691. eCollection 2020 Mar 17.
9
Isolation, characterization, and structural elucidation of 4-methoxyacetanilide from marine actinobacteria Streptomyces sp. SCA29 and evaluation of its enzyme inhibitory, antibacterial, and cytotoxic potential.从海洋放线菌 Streptomyces sp. SCA29 中分离、鉴定和结构解析 4-甲氧基乙酰苯胺，并评价其酶抑制、抗菌和细胞毒性潜力。
Arch Microbiol. 2019 Aug;201(6):737-746. doi: 10.1007/s00203-019-01634-y. Epub 2019 Feb 28.
10
Synthesis, Molecular Docking, and Antimycotic Evaluation of Some 3-Acyl Imidazo[1,2-a]pyrimidines.一些 3-酰基咪唑并[1,2-a]嘧啶的合成、分子对接和抗真菌评价。
Molecules. 2018 Mar 7;23(3):599. doi: 10.3390/molecules23030599.