Thebti Amal, Meddeb Ahmed, Ben Salem Issam, Bakary Coulibaly, Ayari Sami, Rezgui Farhat, Essafi-Benkhadir Khadija, Boudabous Abdellatif, Ouzari Hadda-Imene
Laboratory of Microorganisms and Active Biomolecules, Department of Biology, LR03ES03, Faculty of Sciences of Tunis, University of Tunis-El Manar, El Manar I, Tunis 2092, Tunisia.
Laboratory of Structural Organic Chemistry and Macromolecular, LR99ES14, University of Tunis-El Manar, El-Manar I, Tunis 2092, Tunisia.
Antibiotics (Basel). 2023 Jan 20;12(2):225. doi: 10.3390/antibiotics12020225.
The emergence of antibiotics-resistant bacteria has been a serious concern for medical professionals over the last decade. Therefore, developing new and effective antimicrobials with modified or different modes of action is a continuing imperative. In this context, our study focuses on evaluating the antimicrobial activity of different chemically synthesized flavonoids (FLAV) to guide the chemical synthesis of effective antimicrobial molecules. A set of 12 synthesized molecules (4 chalcones, 4 flavones and 4 flavanones), bearing substitutions with chlorine and bromine groups at the C6' position and methoxy group at the C4' position of the B-ring were evaluated for antimicrobial activity toward 9 strains of Gram-positive and Gram-negative bacteria and 3 fungal strains. Our findings showed that most tested FLAV exhibited moderate to high antibacterial activity, particularly against with minimum inhibitory concentrations (MIC) between the range of 31.25 and 125 μg/mL and that chalcones were more efficient than flavones and flavanones. The examined compounds were also active against the tested fungi with a strong structure-activity relationship (SAR). Interestingly, leakage measurements of the absorbent material at 260 nm and scanning electron microscopy (SEM) demonstrated that the brominated chalcone induced a significant membrane permeabilization of .
在过去十年中,抗生素耐药细菌的出现一直是医学专业人员严重关切的问题。因此,开发具有改良或不同作用方式的新型有效抗菌剂仍然是当务之急。在此背景下,我们的研究重点是评估不同化学合成黄酮类化合物(FLAV)的抗菌活性,以指导有效抗菌分子的化学合成。对一组12个合成分子(4个查耳酮、4个黄酮和4个黄烷酮)进行了评估,这些分子在B环的C6'位置带有氯和溴基团取代基,在C4'位置带有甲氧基,评估其对9株革兰氏阳性和革兰氏阴性细菌以及3株真菌菌株的抗菌活性。我们的研究结果表明,大多数测试的FLAV表现出中度至高抗菌活性,特别是对最低抑菌浓度(MIC)在31.25至125μg/mL范围内的细菌,并且查耳酮比黄酮和黄烷酮更有效。所检测的化合物对测试真菌也有活性,具有很强的构效关系(SAR)。有趣的是,在260nm处对吸收材料的泄漏测量和扫描电子显微镜(SEM)表明,溴化查耳酮诱导了显著的膜通透性。