UPR CHROME, Université de Nîmes, F-30021 Nîmes CEDEX 1, France.
UPR CHROME, Université de Nîmes, F-30021 Nîmes CEDEX 1, France.
Biomed Pharmacother. 2023 Jun;162:114690. doi: 10.1016/j.biopha.2023.114690. Epub 2023 Apr 17.
Bacterial resistance development represents a serious threat to human health across the globe and has become a very serious clinical problem for many classes of antibiotics. Hence, there is a constant and urgent need for the discovery and development of new effective antibacterial agents to stem the emergence of resistant bacteria. 1,4-naphthoquinones are an important class of natural products and have been known for decades as a privileged scaffold in medicinal chemistry regarding their many biological properties. The significant biological properties of specific 1,4-naphthoquinones hydroxyderivatives have drawn the attention of researchers in order to find new derivatives with an optimized activity, mainly as antibacterial agents. Based on juglone, naphthazarin, plumbagin and lawsone moieties, structural optimization was realized with the purpose of improving the antibacterial activity. Thereupon, relevant antibacterial activities have been observed on different panels of bacterial strains including resistant ones. In this review, we highlight the interest of developing new 1,4-naphthoquinones hydroxyderivatives and some metal complexes as promising antibacterial agents alternatives. Here, we thoroughly report for the first time both the antibacterial activity and the chemical synthesis of four different 1,4-naphthoquinones (juglone, naphthazarin, plumbagin and lawsone) from 2002 to 2022 with an emphasis on the structure-activity relationship, when applicable.
细菌耐药性的发展对全球人类健康构成了严重威胁，已成为许多抗生素类药物的一个非常严重的临床问题。因此，不断迫切需要发现和开发新的有效抗菌剂来阻止耐药菌的出现。1,4-萘醌是一类重要的天然产物，几十年来，由于其具有许多生物特性，一直被认为是药物化学中的一个重要结构。特定的 1,4-萘醌羟基衍生物具有显著的生物学特性，引起了研究人员的关注，目的是寻找具有优化活性的新衍生物，主要是作为抗菌剂。基于胡桃醌、萘氮卓酮、白花丹醌和劳森酮部分，进行了结构优化，旨在提高抗菌活性。因此，在不同的细菌菌株（包括耐药菌株）中观察到了相关的抗菌活性。在这篇综述中，我们强调了开发新型 1,4-萘醌羟基衍生物和一些金属配合物作为有前途的抗菌剂替代品的重要性。在这里，我们首次全面报告了 2002 年至 2022 年期间四种不同的 1,4-萘醌（胡桃醌、萘氮卓酮、白花丹醌和劳森酮）的抗菌活性和化学合成，重点介绍了结构-活性关系（在适用的情况下）。
