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喹唑啉/喹唑啉-4-酮类似物的合成、抗癌及抗菌活性的系统评价

A Systematic Review of Synthetic and Anticancer and Antimicrobial Activity of Quinazoline/Quinazolin-4-one Analogues.

作者信息

Manhas Neha, Kumar Gobind, Dhawan Sanjeev, Makhanya Talent, Singh Parvesh

机构信息

Department of Chemistry, Durban University of Technology, ML Sultan Campus, Durban, 4000, South Africa.

School of Chemistry and Physics, University of KwaZulu-Natal, P/Bag X54001, Westville, Durban, 4000, South Africa.

出版信息

ChemistryOpen. 2025 Jul;14(7):e202400439. doi: 10.1002/open.202400439. Epub 2025 Jan 28.

DOI:10.1002/open.202400439
PMID:39871708
Abstract

Quinazolines/quinazolin-4-ones are significant nitrogen-containing heterocycles that exist in various natural products and synthetic scaffolds with diverse medicinal and pharmacological applications. Researchers across the globe have explored numerous synthetic strategies to develop safer and more potent quinazoline/quinazolinone analogues, particularly for combating cancer and microbial infections. This review systematically examines scholarly efforts toward understanding this scaffold's synthetic pathways and medicinal relevance, emphasizing the role of metal and non-metal catalysts and other reagents in their synthesis. Additionally, the article discusses selected compounds' anticancer and antimicrobial properties, with a brief look into their structure-activity relationships.

摘要

喹唑啉/喹唑啉-4-酮是重要的含氮杂环化合物,存在于各种天然产物和具有不同医学和药理学应用的合成骨架中。全球的研究人员已经探索了许多合成策略,以开发更安全、更有效的喹唑啉/喹唑啉酮类似物,特别是用于对抗癌症和微生物感染。这篇综述系统地审视了在理解该骨架的合成途径和医学相关性方面的学术成果,强调了金属和非金属催化剂以及其他试剂在其合成中的作用。此外,本文还讨论了所选化合物的抗癌和抗菌特性,并简要探讨了它们的构效关系。

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本文引用的文献

1
A literature review on pharmacological aspects, docking studies, and synthetic approaches of quinazoline and quinazolinone derivatives.关于喹唑啉和喹唑酮衍生物的药理学方面、对接研究和合成方法的文献综述。
Arch Pharm (Weinheim). 2024 Aug;357(8):e2400057. doi: 10.1002/ardp.202400057. Epub 2024 May 22.
2
Synthesis and Biological Evaluation of 2-Substituted Quinazolin-4(3)-Ones with Antiproliferative Activities.2-取代喹唑啉-4(3H)-酮类化合物的合成与生物活性评价。
Molecules. 2023 Dec 2;28(23):7912. doi: 10.3390/molecules28237912.
3
Green synthesis of quinazoline derivatives using a novel recyclable nano-catalyst of magnetic modified graphene oxide supported with copper.
使用负载铜的磁性修饰氧化石墨烯新型可回收纳米催化剂绿色合成喹唑啉衍生物
Sci Rep. 2023 Nov 28;13(1):20958. doi: 10.1038/s41598-023-48120-6.
4
Design, Synthesis, Antitumour Evaluation, and In Silico Studies of Pyrazolo-[1,5-]quinazolinone Derivatives Targeting Potential Cyclin-Dependent Kinases.靶向潜在细胞周期蛋白依赖性激酶的吡唑并-[1,5-]喹唑啉酮衍生物的设计、合成、抗肿瘤评估及计算机模拟研究
Molecules. 2023 Sep 13;28(18):6606. doi: 10.3390/molecules28186606.
5
Design, Synthesis, and Biological Evaluation of Novel Quinazolin-4(3H)-One-Based Histone Deacetylase 6 (HDAC6) Inhibitors for Anticancer Activity.新型基于喹唑啉-4(3H)-酮的组蛋白去乙酰化酶 6(HDAC6)抑制剂的设计、合成及抗癌活性的生物评价。
Int J Mol Sci. 2023 Jul 3;24(13):11044. doi: 10.3390/ijms241311044.
6
Copper-Catalyzed Synthesis of Pyrrolo[1,2-]quinazolines and Pyrrolo[2,1-]isoquinolines and Antiplasmodial Evaluation.铜催化的吡咯并[1,2 -]喹唑啉和吡咯并[2,1 -]异喹啉的合成及抗疟活性评价
J Org Chem. 2023 Jul 7;88(13):8781-8790. doi: 10.1021/acs.joc.3c00616. Epub 2023 Jun 5.
7
Transition-metal-catalyzed synthesis of quinazolines: A review.过渡金属催化喹唑啉的合成:综述
Front Chem. 2023 Mar 16;11:1140562. doi: 10.3389/fchem.2023.1140562. eCollection 2023.
8
Development of novel anilinoquinazoline-based carboxylic acids as non-classical carbonic anhydrase IX and XII inhibitors.新型苯胺喹唑啉羧酸类化合物作为非经典碳酸酐酶 IX 和 XII 抑制剂的研究进展。
J Enzyme Inhib Med Chem. 2023 Dec;38(1):2191163. doi: 10.1080/14756366.2023.2191163.
9
Tandem Transformation of Indazolones to Quinazolinones through Pd-Catalyzed Carbene Insertion into an N-N Bond.通过钯催化卡宾插入N-N键实现吲唑酮向喹唑啉酮的串联转化
J Org Chem. 2023 Feb 3;88(3):1457-1468. doi: 10.1021/acs.joc.2c02437. Epub 2023 Jan 11.
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Metal-Free N-H/C-H Carbonylation by Phenyl Isocyanate: Divergent Synthesis of Six-Membered -Heterocycles.无金属的 N-H/C-H 羰基化反应:苯异氰酸酯的六元杂环合成。
J Org Chem. 2022 Jul 1;87(13):8719-8729. doi: 10.1021/acs.joc.2c01026. Epub 2022 Jun 20.