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利用溴代苯乙酮合成具有生物活性的噻唑基杂环衍生物的研究进展。

Development in the Synthesis of Bioactive Thiazole-Based Heterocyclic Hybrids Utilizing Phenacyl Bromide.

作者信息

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

机构信息

Department of Chemistry, Chaudhary Bansi Lal University, Bhiwani, 127031, Haryana, India.

出版信息

ACS Omega. 2024 Apr 16;9(17):18709-18746. doi: 10.1021/acsomega.3c10299. eCollection 2024 Apr 30.

Abstract

Heterocyclic hybrid frameworks represent a burgeoning domain within the realms of drug discovery and medicinal chemistry, attracting considerable attention in recent years. Thiazole pharmacophore fragments, inherent in natural products such as peptide alkaloids, metabolites, and cyclopeptides, have demonstrated a broad spectrum of pharmacological potentials. Given their profound biological significance, a plethora of thiazole-based hybrids have been synthesized through the conjugation of thiazole moieties with bioactive pyrazole and pyrazoline fragments. This review systematically presents a compendium of robust methodologies for the synthesis of thiazole-linked hybrids, employing the (3 + 2) heterocyclization reaction, specifically the Hantzsch-thiazole synthesis, utilizing phenacyl bromide as the substrate. The strategic approach of molecular hybridization has markedly enhanced drug efficacy, mitigated resistance to multiple drugs, and minimized toxicity concerns. The resultant thiazole-linked hybrids exhibit a myriad of medicinal properties . anticancer, antibacterial, anticonvulsant, antifungal, antiviral, and antioxidant activities. This compilation of methodologies and insights serves as a valuable resource for medicinal chemists and researchers engaged in the design of novel thiazole-linked hybrids endowed with therapeutic attribute.

摘要

杂环混合框架是药物发现和药物化学领域中一个新兴的领域,近年来备受关注。噻唑药效团片段存在于肽生物碱、代谢物和环肽等天然产物中,已显示出广泛的药理潜力。鉴于其深远的生物学意义,通过将噻唑部分与生物活性吡唑和吡唑啉片段共轭,合成了大量基于噻唑的杂化物。本综述系统地介绍了一系列用于合成噻唑连接杂化物的可靠方法,采用(3 + 2)杂环化反应,特别是以苯甲酰溴为底物的汉茨施 - 噻唑合成。分子杂交的策略方法显著提高了药物疗效,减轻了对多种药物的耐药性,并将毒性问题降至最低。所得的噻唑连接杂化物具有多种药用特性,如抗癌、抗菌、抗惊厥、抗真菌、抗病毒和抗氧化活性。这一方法和见解的汇编为从事设计具有治疗属性的新型噻唑连接杂化物的药物化学家和研究人员提供了宝贵的资源。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6a87/11064039/68da725872f9/ao3c10299_0001.jpg

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