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利用维尔斯迈尔-哈克试剂揭示五元、六元及稠合杂环的合成及治疗方面的研究

Unravelling the synthetic and therapeutic aspects of five, six and fused heterocycles using Vilsmeier-Haack reagent.

作者信息

Chahal Mamta, Dhillon Sudeep, Rani Priyanka, Kumari Ginna, Aneja Deepak Kumar, Kinger Mayank

机构信息

Department of Chemistry, Chaudhary Bansi Lal University Bhiwani 127021 Haryana India

出版信息

RSC Adv. 2023 Sep 5;13(38):26604-26629. doi: 10.1039/d3ra04309f. eCollection 2023 Sep 4.

DOI:10.1039/d3ra04309f
PMID:37674485
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10478505/
Abstract

The aim of this review is to encapsulate the synthetic protocols and medicinal aspects of a wide range of heterocyclic compounds using the Vilsmeier-Haack (V. H.) reagent. These derivatives act as excellent precursors having different aryl ring functionalities and could be used for the synthesis of a variety of heterocyclic scaffolds. The V. H. reagent, a versatile reagent in organic chemistry, is used to formylate various heterocyclic compounds of medicinal interest. Due to the different chemical interactions, efficacy, and potency of V. H. reagents, plenty of heterocyclic compounds can be synthesized which serve as a constituent in various novel medications and acts as a bridge between biology and chemistry. These carboxylate moieties can effectively cooperate as precursors for several multi-component reactions (MCR) including Strecker synthesis, Bucherer-Berg reaction and post-MCR cyclization, modified variants with various pharmaceutical applications such as anti-tumor, anti-convulsant, anti-chitosomal and so on.

摘要

本综述的目的是总结使用维尔斯迈尔 - 哈克(V.H.)试剂合成多种杂环化合物的方法及其药用方面。这些衍生物是具有不同芳环官能团的优良前体,可用于合成各种杂环骨架。V.H.试剂是有机化学中的一种通用试剂,用于对各种具有药用价值的杂环化合物进行甲酰化。由于V.H.试剂具有不同的化学相互作用、功效和效能,因此可以合成大量杂环化合物,这些化合物可作为各种新型药物的成分,并充当生物学与化学之间的桥梁。这些羧酸盐部分可有效地作为多种多组分反应(MCR)的前体,包括斯特雷克合成、布赫尔 - 贝格反应以及MCR后环化反应,还有具有各种药物应用(如抗肿瘤、抗惊厥、抗壳质体等)的改良变体。

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7
Celecoxib for osteoarthritis.塞来昔布用于骨关节炎
Cochrane Database Syst Rev. 2017 May 22;5(5):CD009865. doi: 10.1002/14651858.CD009865.pub2.
8
Isoniazid derivatives and their anti-tubercular activity.异烟肼衍生物及其抗结核活性。
Eur J Med Chem. 2017 Jun 16;133:255-267. doi: 10.1016/j.ejmech.2017.04.002. Epub 2017 Apr 3.
9
Curcumin protects against tartrazine-mediated oxidative stress and hepatotoxicity in male rats.姜黄素可保护雄性大鼠免受柠檬黄介导的氧化应激和肝毒性。
Eur Rev Med Pharmacol Sci. 2017 Feb;21(3):635-645.
10
Discovery of novel anti-angiogenesis agents. Part 6: Multi-targeted RTK inhibitors.新型抗血管生成药物的发现。第 6 部分:多靶点 RTK 抑制剂。
Eur J Med Chem. 2017 Feb 15;127:275-285. doi: 10.1016/j.ejmech.2016.12.059. Epub 2017 Jan 2.