Jalal Abdulla Haji, Lana Hadi Chawishli, Mohammed Kareem Samad
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引用次数: 0
摘要
为了应对抗生素耐药微生物的挑战,恶唑酮类似物经常被用于细菌、抗病毒和消炎治疗。然而,很少有研究表明双噁唑酮类似物具有抗菌活性。在本研究中,我们用各种芳香胺修饰了双恶唑酮分子,创造出了新的双苯甲酰胺和双咪唑酮衍生物。我们使用傅立叶变换红外光谱、¹H-NMR 和 ¹³C-NMR 光谱分析了这些衍生物。分子对接显示,化合物 3、4a 和 5e 与 DNA 回旋酶有良好的相互作用,其结合亲和力高于青霉素 G 和氨苄西林。这些发现表明它们具有作为未来抗菌剂的潜力。所测试的化合物对细菌菌株,尤其是大肠杆菌和金黄色葡萄球菌具有疗效,其中化合物 4a、4e、5d 和 5e 具有显著的活性。使用 DPPH 法评估抗氧化活性时,发现双化合物的抗氧化效果极佳,可与抗坏血酸媲美。这有助于进一步研究探索它们的潜力。总之,合成的双噁唑酮衍生物显示出更强的药用活性,并具有作为未来抗菌剂和抗氧化剂的巨大潜力。关键词:双恶唑酮、双苯甲酰胺、双咪唑酮、对接研究、抗菌、抗氧化 Bull.Chem.Soc.2024, 38(5), 1393-1404. DOI: https://dx.doi.org/10.4314/bcse.v38i5.15
Design, synthesis and molecular docking study of novel bis-oxazolone derivatives as potent antioxidant and antibacterial agents
In response to the challenge of antibiotic-resistant microorganisms, oxazolone analogs are frequently used for bacterial, antiviral, and anti-inflammatory treatments. However, few studies have shown bis-oxazolone analogs possess antibacterial activities. In this study, we modified bis-oxazolone molecules with various aromatic amines to create new bis-benzamide and bis-imidazolone derivatives. These derivatives were analyzed using FT-IR, ¹H-NMR, and ¹³C-NMR spectroscopy. Molecular docking revealed favorable interactions with DNA gyrase, with compounds 3, 4a, and 5e showing higher binding affinities than penicillin G and ampicillin. These findings suggest their potential as future antimicrobial agents. The tested compounds demonstrated efficacy against bacterial strains, particularly E. coli and S. aureus, with significant activity observed in compounds 4a, 4e, 5d, and 5e. Antioxidant activity, assessed using the DPPH method, showed bis-compounds with excellent results comparable to ascorbic acid. This encourages further studies to explore their potential. Overall, the synthesized bis-oxazolone derivatives demonstrated increased medicinal activity and high potential as future antimicrobial and antioxidant agents.
KEY WORDS: Bis-oxazolone, Bis-benzamide, Bis-imidazolone, Docking study, Antibacterial, Antioxidant
Bull. Chem. Soc. Ethiop. 2024, 38(5), 1393-1404.
DOI: https://dx.doi.org/10.4314/bcse.v38i5.15
期刊介绍:
The Bulletin of the Chemical Society of Ethiopia (BCSE) is a triannual publication of the Chemical Society of Ethiopia. The BCSE is an open access and peer reviewed journal. The BCSE invites contributions in any field of basic and applied chemistry.