• 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

通过迈耶斯环化反应快速高效地获得新型生物启发的三维三环螺内酰胺作为优势结构。

Rapid and Efficient Access to Novel Bio-Inspired 3-Dimensional Tricyclic SpiroLactams as Privileged Structures via Meyers' Lactamization.

作者信息

Tangara Salia, Faïon Léo, Piveteau Catherine, Capet Frédéric, Godelier Romain, Michel Marion, Flipo Marion, Deprez Benoit, Willand Nicolas, Villemagne Baptiste

机构信息

Univ. Lille, Inserm, Institut Pasteur de Lille, U1177-Drugs and Molecules for Living Systems, F-59000 Lille, France.

Univ. Lille, CNRS, Centrale Lille, ENSCL, Univ. Artois, UMR 8181-UCCS-Unité de Catalyse et Chimie du Solide, F-59000 Lille, France.

出版信息

Pharmaceuticals (Basel). 2023 Mar 8;16(3):413. doi: 10.3390/ph16030413.

DOI:10.3390/ph16030413
PMID:36986512
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10054226/
Abstract

The concept of privileged structure has been used as a fruitful approach for the discovery of novel biologically active molecules. A privileged structure is defined as a semi-rigid scaffold able to display substituents in multiple spatial directions and capable of providing potent and selective ligands for different biological targets through the modification of those substituents. On average, these backbones tend to exhibit improved drug-like properties and therefore represent attractive starting points for hit-to-lead optimization programs. This article promotes the rapid, reliable, and efficient synthesis of novel, highly 3-dimensional, and easily functionalized bio-inspired tricyclic spirolactams, as well as an analysis of their drug-like properties.

摘要

特权结构的概念已被用作发现新型生物活性分子的有效方法。特权结构被定义为一种半刚性支架，它能够在多个空间方向上展示取代基，并能够通过修饰这些取代基为不同的生物靶点提供强效和选择性配体。平均而言，这些骨架往往表现出更好的类药物性质，因此是从苗头化合物到先导化合物优化计划的有吸引力的起点。本文促进了新型、高度三维且易于功能化的生物启发式三环螺内酰胺的快速、可靠和高效合成，以及对其类药物性质的分析。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/596c/10054226/444e3038e7a8/pharmaceuticals-16-00413-sch009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/596c/10054226/b6ba8501669c/pharmaceuticals-16-00413-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/596c/10054226/bec11acf2042/pharmaceuticals-16-00413-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/596c/10054226/0dbc6bb93adb/pharmaceuticals-16-00413-sch002a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/596c/10054226/95d2ccd3a6bc/pharmaceuticals-16-00413-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/596c/10054226/5ab216e9f117/pharmaceuticals-16-00413-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/596c/10054226/024894b95760/pharmaceuticals-16-00413-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/596c/10054226/c7b1fd766361/pharmaceuticals-16-00413-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/596c/10054226/50303fbe60c7/pharmaceuticals-16-00413-sch006a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/596c/10054226/c7084979971b/pharmaceuticals-16-00413-sch007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/596c/10054226/4e8386ffd234/pharmaceuticals-16-00413-sch008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/596c/10054226/444e3038e7a8/pharmaceuticals-16-00413-sch009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/596c/10054226/b6ba8501669c/pharmaceuticals-16-00413-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/596c/10054226/bec11acf2042/pharmaceuticals-16-00413-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/596c/10054226/0dbc6bb93adb/pharmaceuticals-16-00413-sch002a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/596c/10054226/95d2ccd3a6bc/pharmaceuticals-16-00413-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/596c/10054226/5ab216e9f117/pharmaceuticals-16-00413-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/596c/10054226/024894b95760/pharmaceuticals-16-00413-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/596c/10054226/c7b1fd766361/pharmaceuticals-16-00413-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/596c/10054226/50303fbe60c7/pharmaceuticals-16-00413-sch006a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/596c/10054226/c7084979971b/pharmaceuticals-16-00413-sch007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/596c/10054226/4e8386ffd234/pharmaceuticals-16-00413-sch008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/596c/10054226/444e3038e7a8/pharmaceuticals-16-00413-sch009.jpg

相似文献

1
Rapid and Efficient Access to Novel Bio-Inspired 3-Dimensional Tricyclic SpiroLactams as Privileged Structures via Meyers' Lactamization.通过迈耶斯环化反应快速高效地获得新型生物启发的三维三环螺内酰胺作为优势结构。
Pharmaceuticals (Basel). 2023 Mar 8;16(3):413. doi: 10.3390/ph16030413.
2
Privileged structures: applications in drug discovery.特权结构：在药物发现中的应用
Comb Chem High Throughput Screen. 2004 Aug;7(5):473-94. doi: 10.2174/1386207043328544.
3
Privileged structures: efficient chemical "navigators" toward unexplored biologically relevant chemical spaces.特权结构：高效的化学“导航者”，通向未探索的具有生物学相关性的化学空间。
J Am Chem Soc. 2014 Oct 22;136(42):14629-38. doi: 10.1021/ja508343a. Epub 2014 Oct 13.
4
Design and Synthesis of Fsp3-Enriched Spirocyclic-Based Biological Screening Compound Arrays via DOS Strategies and Their NNMT Inhibition Profiling.通过 DOS 策略设计和合成富含 Fsp3 的螺环基生物筛选化合物阵列及其 NNMT 抑制分析。
ChemMedChem. 2022 Dec 16;17(24):e202200394. doi: 10.1002/cmdc.202200394. Epub 2022 Oct 27.
5
The Fellowship of Privileged Scaffolds-One Structure to Inhibit Them All.特权支架协会——一种抑制所有支架的结构。
Pharmaceuticals (Basel). 2021 Nov 16;14(11):1164. doi: 10.3390/ph14111164.
6
Developments in Meyers' lactamization methodology: en route to bi(hetero)aryl structures with defined axial chirality.迈耶斯内酯化方法学的发展：通往具有确定轴向手性的双（杂）芳基结构。
J Org Chem. 2013 Aug 16;78(16):8191-7. doi: 10.1021/jo401259w. Epub 2013 Aug 7.
7
Privileged scaffolds in lead generation.先导化合物生成中的优势骨架。
Expert Opin Drug Discov. 2015 Jul;10(7):781-90. doi: 10.1517/17460441.2015.1041496. Epub 2015 May 10.
8
Bioactivity-guided navigation of chemical space.基于生物活性的化学空间导航。
Acc Chem Res. 2010 Aug 17;43(8):1103-14. doi: 10.1021/ar100014h.
9
Privileged structure-based combinatorial libraries targeting G protein-coupled receptors.靶向G蛋白偶联受体的基于特权结构的组合文库。
Assay Drug Dev Technol. 2003 Aug;1(4):579-92. doi: 10.1089/154065803322302835.
10
Chromones: Privileged scaffold in anticancer drug discovery.色酮：抗癌药物发现中的优势骨架。
Chem Biol Drug Des. 2021 Nov;98(5):943-953. doi: 10.1111/cbdd.13951. Epub 2021 Sep 19.

本文引用的文献

1
Tricyclic SpiroLactams Kill Mycobacteria In Vitro and In Vivo by Inhibiting Type II NADH Dehydrogenases.三环螺内酯类化合物通过抑制 II 型 NADH 脱氢酶在体外和体内杀死分枝杆菌。
J Med Chem. 2022 Dec 22;65(24):16651-16664. doi: 10.1021/acs.jmedchem.2c01493. Epub 2022 Dec 6.
2
The Time and Place for Nature in Drug Discovery.药物研发中自然的时机与地位。
JACS Au. 2022 Oct 14;2(11):2400-2416. doi: 10.1021/jacsau.2c00415. eCollection 2022 Nov 28.
3
Total Synthesis of (-)-Cylindricine H.(-)-Cylindricine H 的全合成。
Org Lett. 2022 Jul 29;24(29):5356-5360. doi: 10.1021/acs.orglett.2c02004. Epub 2022 Jul 18.
4
Platinum-(phosphinito-phosphinous acid) complexes as bi-talented catalysts for oxidative fragmentation of piperidinols: an entry to primary amines.铂-（亚膦酰基-亚膦酸）配合物作为哌啶醇氧化裂解的双功能催化剂：通往伯胺的途径
RSC Adv. 2019 Nov 20;9(65):37825-37829. doi: 10.1039/c9ra08709e. eCollection 2019 Nov 19.
5
Exploring the chemical space and the bioactivity profile of lactams: a chemoinformatic study.探索内酰胺的化学空间和生物活性概况：一项化学信息学研究。
RSC Adv. 2019 Aug 28;9(46):27105-27116. doi: 10.1039/c9ra04841c. eCollection 2019 Aug 23.
6
Multiomics Identification of Potential Targets for Alzheimer Disease and Antrocin as a Therapeutic Candidate.阿尔茨海默病潜在靶点的多组学鉴定及莪术二酮作为治疗候选药物的研究
Pharmaceutics. 2021 Sep 24;13(10):1555. doi: 10.3390/pharmaceutics13101555.
7
Natural product fragment combination to performance-diverse pseudo-natural products.天然产物片段组合以产生具有不同性能的伪天然产物。
Nat Commun. 2021 Mar 25;12(1):1883. doi: 10.1038/s41467-021-22174-4.
8
Opportunities for Tapping into Three-Dimensional Chemical Space through a Quaternary Carbon.通过季碳原子挖掘三维化学空间的机遇。
J Med Chem. 2020 Nov 25;63(22):13291-13315. doi: 10.1021/acs.jmedchem.0c00829. Epub 2020 Aug 31.
9
Fsp: A new parameter for drug-likeness.Fsp：一个新的类药性参数。
Drug Discov Today. 2020 Oct;25(10):1839-1845. doi: 10.1016/j.drudis.2020.07.017. Epub 2020 Jul 24.
10
Synthesis of Natural (-)-Antrocin and its Enantiomer via Stereoselective Aldol Reaction.通过立体选择性羟醛反应合成天然（-）-安托辛及其对映体。
Molecules. 2020 Feb 14;25(4):831. doi: 10.3390/molecules25040831.