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与吡喃并[2,3 -]嘧啶核心相结合的杂环多组分合成的最新进展。

Recent advancements in the multicomponent synthesis of heterocycles integrated with a pyrano[2,3-]pyrimidine core.

作者信息

El-Khateeb Ayman Y, Hamed Sahar E, Elattar Khaled M

机构信息

Agricultural Chemistry Department, Faculty of Agriculture, Mansoura University El-Gomhoria Street Mansoura 35516 Egypt

Chemistry Department, Faculty of Agriculture, Damietta University Damietta 22052 Egypt

出版信息

RSC Adv. 2022 Apr 19;12(19):11808-11842. doi: 10.1039/d2ra00927g. eCollection 2022 Apr 13.

DOI:10.1039/d2ra00927g
PMID:35481073
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9016802/
Abstract

Heterocyclic compounds incorporated with a pyranopyrimidine skeleton have received substantial consideration owing to their privileged, and intelligible biodiversity. Accordingly, this review highlights the multicomponent synthetic routes adopted to prepare heterocyclic compounds incorporated with the pyrano[2,3-]pyrimidine skeleton in the preceding two years. The different sections comprise the synthesis of bicyclic, tricyclic, polycyclic, and spirocyclic systems along with the estimation of the probable mechanistic routes for the reaction pathways. Commonly, the pyran ring closure was the major idea of most studies, and the mechanistic pathways of these reactions involved Knoevenagel condensation, Michael addition, and intramolecular cyclocondensation. Besides, the significant biological potency of the compounds recently synthesized from multicomponent reactions is deliberated.

摘要

含有吡喃并嘧啶骨架的杂环化合物因其独特且清晰的生物多样性而受到广泛关注。因此,本综述重点介绍了过去两年中用于制备含有吡喃并[2,3 -]嘧啶骨架的杂环化合物的多组分合成路线。不同部分包括双环、三环、多环和螺环体系的合成以及对反应途径可能的机理路线的评估。通常,吡喃环的闭合是大多数研究的主要思路,这些反应的机理途径涉及克诺文纳格尔缩合、迈克尔加成和分子内环化缩合。此外,还讨论了最近通过多组分反应合成的化合物的显著生物活性。

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Mol Divers. 2022 Dec;26(6):3173-3184. doi: 10.1007/s11030-022-10378-9. Epub 2022 Jan 19.
5
WELPSA: A natural catalyst of alkali and alkaline earth metals for the facile synthesis of tetrahydrobenzo[]pyrans and pyrano[2,3-]pyrimidinones as inhibitors of SARS-CoV-2.WELPSA:一种碱金属和碱土金属的天然催化剂,用于简便合成作为SARS-CoV-2抑制剂的四氢苯并[]吡喃和吡喃并[2,3-]嘧啶酮。
Appl Organomet Chem. 2022 Jan;36(1):e6469. doi: 10.1002/aoc.6469. Epub 2021 Oct 13.
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Design, Microwave-Assisted Synthesis and In Silico Prediction Study of Novel Isoxazole Linked Pyranopyrimidinone Conjugates as New Targets for Searching Potential Anti-SARS-CoV-2 Agents.新型异恶唑连接的吡喃并嘧啶酮共轭物作为潜在抗SARS-CoV-2药物新靶点的设计、微波辅助合成及计算机模拟预测研究
Molecules. 2021 Oct 10;26(20):6103. doi: 10.3390/molecules26206103.
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Design, synthesis, molecular docking and in silico ADMET profile of pyrano[2,3-d]pyrimidine derivatives as antimicrobial and anticancer agents.设计、合成、分子对接及吡喃并[2,3-d]嘧啶衍生物的计算机 ADMET 分析作为抗菌和抗癌剂。
Bioorg Chem. 2021 Oct;115:105186. doi: 10.1016/j.bioorg.2021.105186. Epub 2021 Jul 22.
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4,4'-trimethylenedipiperidine as a nitrogen heterocycle solvent and/or catalyst: Liquid phase tandem Knoevenagel-Michael condensation.4,4'-三亚甲基二哌啶作为氮杂环溶剂和/或催化剂:液相串联Knoevenagel-迈克尔缩合反应
Turk J Chem. 2021 Feb 17;45(1):261-268. doi: 10.3906/kim-2010-41. eCollection 2021.
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Antioxidant and glycohydrolase inhibitory behavior of curcumin-based compounds: Synthesis and evaluation of anti-diabetic properties in vitro.基于姜黄素的化合物的抗氧化和糖水解酶抑制作用:体外抗糖尿病特性的合成与评价。
Bioorg Chem. 2021 May;110:104720. doi: 10.1016/j.bioorg.2021.104720. Epub 2021 Feb 11.
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The assessment of antidiabetic properties of novel synthetic curcumin analogues: α-amylase and α-glucosidase as the target enzymes.新型合成姜黄素类似物的抗糖尿病特性评估:以α-淀粉酶和α-葡萄糖苷酶为靶标酶
J Diabetes Metab Disord. 2020 Nov 12;19(2):1505-1515. doi: 10.1007/s40200-020-00685-z. eCollection 2020 Dec.