• 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

氨基丙二腈激发了益生元化学，成为一种用于合成具有抗甲型流感病毒活性的咪唑和嘌呤衍生物的新型多组分工具。

Aminomalononitrile inspired prebiotic chemistry as a novel multicomponent tool for the synthesis of imidazole and purine derivatives with anti-influenza A virus activity.

作者信息

Bizzarri Bruno Mattia, Fanelli Angelica, Botta Lorenzo, De Angelis Marta, Palamara Anna Teresa, Nencioni Lucia, Saladino Raffaele

机构信息

Ecological and Biological Sciences Department (DEB), University of Tuscia Via S. Camillo de Lellis snc 01100 Viterbo Italy

Department of Public Health and Infectious Diseases, Laboratory Affiliated to Istituto Pasteur Italia-Fondazione Cenci Bolognetti, Sapienza University of Rome Piazzale Aldo Moro, 5 00185 Rome Italy

出版信息

RSC Adv. 2021 Sep 8;11(48):30020-30029. doi: 10.1039/d1ra05240c. eCollection 2021 Sep 6.

DOI:10.1039/d1ra05240c
PMID:35480240
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9040849/
Abstract

Amino imidazole carbonitrile derivatives decorated with α-amino acid side-chains have been synthesized by a multicomponent microwave assisted reaction inspired by the prebiotic chemistry of aminomalononitrile as a tool for generating high chemical diversity. These compounds were used as annulation synthons for the preparation of 8,9-disubstituted-6,9-dihydro-1-purin-6-ones by reaction with formic acid as a simple C-1 donor reagent. The novel heterocycles were characterized by significant activity against influenza A virus, amino imidazole carbonitrile derivatives showing the highest activity. Thus, the chemical complexity generated by prebiotic chemistry furnished a general tool for the identification of novel antiviral agents.

摘要

通过多组分微波辅助反应合成了带有α-氨基酸侧链的氨基咪唑腈衍生物，该反应受氨基丙二腈的益生元化学启发，作为产生高化学多样性的工具。这些化合物用作环化合成子，通过与作为简单C-1供体试剂的甲酸反应制备8,9-二取代-6,9-二氢-1-嘌呤-6-酮。这些新型杂环化合物对甲型流感病毒具有显著活性，氨基咪唑腈衍生物表现出最高活性。因此，益生元化学产生的化学复杂性为新型抗病毒药物的鉴定提供了一种通用工具。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/395e/9040849/51e46c366868/d1ra05240c-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/395e/9040849/0013b28c87a3/d1ra05240c-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/395e/9040849/51e46c366868/d1ra05240c-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/395e/9040849/0013b28c87a3/d1ra05240c-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/395e/9040849/51e46c366868/d1ra05240c-f1.jpg

相似文献

1
Aminomalononitrile inspired prebiotic chemistry as a novel multicomponent tool for the synthesis of imidazole and purine derivatives with anti-influenza A virus activity.氨基丙二腈激发了益生元化学，成为一种用于合成具有抗甲型流感病毒活性的咪唑和嘌呤衍生物的新型多组分工具。
RSC Adv. 2021 Sep 8;11(48):30020-30029. doi: 10.1039/d1ra05240c. eCollection 2021 Sep 6.
2
Multicomponent Synthesis of C(8)-Substituted Purine Building Blocks of Peptide Nucleic Acids from Prebiotic Compounds.从益生元化合物多组分合成肽核酸的C(8)取代嘌呤构建模块
ChemistryOpen. 2024 Dec;13(12):e202400265. doi: 10.1002/open.202400265. Epub 2024 Oct 17.
3
Multicomponent Synthesis of Diaminopurine and Guanine PNA's Analogues Active against Influenza A Virus from Prebiotic Compounds.基于益生元化合物多组分合成对甲型流感病毒具有活性的二氨基嘌呤和鸟嘌呤肽核酸类似物
ACS Omega. 2022 Nov 29;7(49):45253-45264. doi: 10.1021/acsomega.2c05754. eCollection 2022 Dec 13.
4
One- or Two-Step Synthesis of C-8 and N-9 Substituted Purines.C-8 和 N-9 取代嘌呤的一步或两步合成。
J Org Chem. 2018 Jan 5;83(1):422-430. doi: 10.1021/acs.joc.7b02269. Epub 2017 Dec 14.
5
Exploratory studies to investigate a linked prebiotic origin of RNA and coded peptides. 3rd communication. Behaviour of 5-amino-1H-imidazole-4-carbonitrile derivatives.探索性研究：调查RNA和编码肽的关联益生元起源。第三次通讯。5-氨基-1H-咪唑-4-甲腈衍生物的行为
Chem Biodivers. 2004 Nov;1(11):1678-93. doi: 10.1002/cbdv.200490126.
6
Adamantane derivatives of biological interest. Synthesis and antiviral activity of 2-(1-adamantyl)imidazole derivatives.具有生物学意义的金刚烷衍生物。2-(1-金刚烷基)咪唑衍生物的合成与抗病毒活性。
Arzneimittelforschung. 1980;30(12):2103-5.
7
One-pot Synthesis of 2,3-disubstituted-4(3)-quinazolinone from o-aminobenzoic Acid and DMF Derivatives using Imidazole Hydrochloride as a Promoter.以邻氨基苯甲酸和DMF衍生物为原料，盐酸咪唑为促进剂一锅法合成2,3-二取代-4(3)-喹唑啉酮
Curr Org Synth. 2024;21(7):957-963. doi: 10.2174/1570179421666230815151540.
8
Synthesis of Pyrimidine Conjugates with 4-(6-Amino-hexanoyl)-7,8-difluoro-3,4-dihydro-3-methyl-2-[1,4]benzoxazine and Evaluation of Their Antiviral Activity.嘧啶类化合物与 4-(6-氨基己酰基)-7,8-二氟-3,4-二氢-3-甲基-2-[1,4]苯并恶嗪的合成及其抗病毒活性评价。
Molecules. 2022 Jun 30;27(13):4236. doi: 10.3390/molecules27134236.
9
Synthesis of novel Schiff bases using 2-Amino-5-(3-fluoro-4-methoxyphenyl)thiophene-3-carbonitrile and 1,3-Disubstituted pyrazole-4-carboxaldehydes derivatives and their antimicrobial activity.使用2-氨基-5-(3-氟-4-甲氧基苯基)噻吩-3-甲腈和1,3-二取代吡唑-4-甲醛衍生物合成新型席夫碱及其抗菌活性。
Heliyon. 2019 Aug 26;5(8):e02233. doi: 10.1016/j.heliyon.2019.e02233. eCollection 2019 Aug.
10
Conditions for purine synthesis: did prebiotic synthesis occur at low temperatures?嘌呤合成的条件：益生元合成是否在低温下发生？
Science. 1966 Jul 1;153(3731):72-3. doi: 10.1126/science.153.3731.72.

引用本文的文献

1
Recent advances in the synthesis, reaction, and bio-evaluation potential of purines as precursor pharmacophores in chemical reactions: a review.嘌呤作为化学反应中前体药效基团的合成、反应及生物评价潜力的最新进展：综述
RSC Adv. 2025 Feb 4;15(5):3607-3645. doi: 10.1039/d4ra08271k. eCollection 2025 Jan 29.
2
Multicomponent Synthesis of C(8)-Substituted Purine Building Blocks of Peptide Nucleic Acids from Prebiotic Compounds.从益生元化合物多组分合成肽核酸的C(8)取代嘌呤构建模块
ChemistryOpen. 2024 Dec;13(12):e202400265. doi: 10.1002/open.202400265. Epub 2024 Oct 17.
3
Kinetic Study of the Effective Thermal Polymerization of a Prebiotic Monomer: Aminomalononitrile.

本文引用的文献

1
Ilaprazole and other novel prazole-based compounds that bind Tsg101 inhibit viral budding of HSV-1/2 and HIV from cells.伊拉普唑及其他与Tsg101结合的新型基于拉唑的化合物可抑制单纯疱疹病毒1/2型（HSV-1/2）和HIV从细胞中出芽。
J Virol. 2021 May 10;95(11). doi: 10.1128/JVI.00190-21. Epub 2021 Mar 17.
2
Laccase-Catalyzed 1,4-Dioxane-Mediated Synthesis of Belladine -Oxides with Anti-Influenza A Virus Activity.漆酶催化 1,4-二恶烷介导的具有抗流感 A 病毒活性的颠茄酮氧化物的合成。
Int J Mol Sci. 2021 Jan 29;22(3):1337. doi: 10.3390/ijms22031337.
3
Temporin G, an amphibian antimicrobial peptide against influenza and parainfluenza respiratory viruses: Insights into biological activity and mechanism of action.
一种益生元单体：氨基丙二腈的有效热聚合动力学研究。
Polymers (Basel). 2023 Jan 17;15(3):486. doi: 10.3390/polym15030486.
4
Multicomponent Synthesis of Diaminopurine and Guanine PNA's Analogues Active against Influenza A Virus from Prebiotic Compounds.基于益生元化合物多组分合成对甲型流感病毒具有活性的二氨基嘌呤和鸟嘌呤肽核酸类似物
ACS Omega. 2022 Nov 29;7(49):45253-45264. doi: 10.1021/acsomega.2c05754. eCollection 2022 Dec 13.
5
Ni NPs entrapped within a matrix of l-glutamic acid cross-linked chitosan supported on magnetic carboxylic acid-functionalized multi-walled carbon nanotube: a new and efficient multi-task catalytic system for the green one-pot synthesis of diverse heterocyclic frameworks.负载于磁性羧酸功能化多壁碳纳米管上的l-谷氨酸交联壳聚糖基质中包裹的镍纳米粒子：一种用于绿色一锅法合成多种杂环骨架的新型高效多任务催化体系。
RSC Adv. 2022 Jun 7;12(26):16454-16478. doi: 10.1039/d1ra08454b. eCollection 2022 Jun 1.
6
Diverse and efficient catalytic applications of new cockscomb flower-like FeO@SiO@KCC-1@MPTMS@Cu mesoporous nanocomposite in the environmentally benign reduction and reductive acetylation of nitroarenes and one-pot synthesis of some coumarin compounds.新型鸡冠花状FeO@SiO@KCC-1@MPTMS@Cu介孔纳米复合材料在硝基芳烃的环境友好型还原和还原乙酰化以及一些香豆素化合物的一锅法合成中的多样且高效的催化应用。
RSC Adv. 2022 Apr 20;12(18):11164-11189. doi: 10.1039/d1ra08763k. eCollection 2022 Apr 7.
抗菌肽 temporin G 抗流感和副流感呼吸道病毒：对其生物学活性和作用机制的深入了解。
FASEB J. 2021 Feb;35(2):e21358. doi: 10.1096/fj.202001885RR.
4
Prebiotic Organic Chemistry of Formamide and the Origin of Life in Planetary Conditions: What We Know and What Is the Future.前生物有机化学中的甲酰胺与行星条件下生命的起源：我们已知和未来探索。
Int J Mol Sci. 2021 Jan 18;22(2):917. doi: 10.3390/ijms22020917.
5
High-Energy Proton-Beam-Induced Polymerization/Oxygenation of Hydroxynaphthalenes on Meteorites and Nitrogen Transfer from Urea: Modeling Insoluble Organic Matter?高能质子束诱导陨石中羟基萘的聚合/氧化和尿素中的氮转移：模拟不溶性有机质？
Chemistry. 2020 Nov 20;26(65):14919-14928. doi: 10.1002/chem.202002318. Epub 2020 Oct 16.
6
A Peptide-Nucleic Acid Replicator Origin for Life.一种肽核酸复制子起源的生命。
Trends Ecol Evol. 2020 May;35(5):397-406. doi: 10.1016/j.tree.2020.01.001. Epub 2020 Mar 11.
7
Formic Acid, a Ubiquitous but Overlooked Component of the Early Earth Atmosphere.甲酸，一种普遍存在但被忽视的早期地球大气成分。
Chemistry. 2020 Sep 16;26(52):12075-12080. doi: 10.1002/chem.202000323. Epub 2020 Aug 11.
8
Design, synthesis and biological evaluation of novel 2-(5-aryl-1H-imidazol-1-yl) derivatives as potential inhibitors of the HIV-1 Vpu and host BST-2 protein interaction.新型 2-(5-芳基-1H-咪唑-1-基)衍生物的设计、合成与生物评价作为 HIV-1 Vpu 和宿主 BST-2 蛋白相互作用的潜在抑制剂。
Eur J Med Chem. 2020 Mar 15;190:112111. doi: 10.1016/j.ejmech.2020.112111. Epub 2020 Feb 4.
9
Astrochemistry and Astrobiology: Materials Sciencein Wonderland?天文化学与天体生物学：物质科学的奇境之旅？
Int J Mol Sci. 2019 Aug 21;20(17):4079. doi: 10.3390/ijms20174079.
10
Synthesis of novel derivatives of 7,8-dihydro-6H-imidazo[2,1-b][1,3]benzothiazol-5-one and their virus-inhibiting activity against influenza A virus.新型 7,8-二氢-6H-咪唑并[2,1-b][1,3]苯并噻唑-5-酮衍生物的合成及其抗流感 A 病毒活性。
Arch Pharm (Weinheim). 2019 Feb;352(2):e1800225. doi: 10.1002/ardp.201800225. Epub 2018 Dec 6.