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精油中肉桂醛和丁香酚对临床多重耐药铜绿假单胞菌生物膜的抑制作用:体外和计算机模拟分析

Inhibition of Clinical Multidrug-Resistant Pseudomonas aeruginosa Biofilms by Cinnamaldehyde and Eugenol From Essential Oils: In Vitro and In Silico Analysis.

作者信息

Benaissa Asma, Bouali Wafaa, Ngenge Tamfu Alfred, Ammara Bousselham, Kucukaydin Selcuk, Latti Nawel, Khadir Abdelmounaim, Bendahou Mourad, Anouar El Hassane, Ceylan Ozgur

机构信息

Laboratory of Applied Microbiology in Food, Biomedical, and Environment (LAMAABE), Department of Biology, Faculty of Sciences of Nature, Life, Earth, and Universe, Abou Bekr Belkaïd University of Tlemcen, Tlemcen, Algeria.

Laboratory Antifungal, Antibiotic, Physico-chemical, Synthesis and Biological Activity, Department of Biology, Faculty of Natural Sciences and Life, Sciences of the Earth and the Universe, University Abou Bekr Belkaid Tlemcen, Tlemcen, Algeria.

出版信息

Chem Biodivers. 2025 May;22(5):e202402693. doi: 10.1002/cbdv.202402693. Epub 2025 Jan 7.

Abstract

Pseudomonas aeruginosa causes nosocomial infections and chronic diseases. Cinnamomum cassia and Syzygium aromaticum are used natural antimicrobials. Essential oil (EO) from C. cassia (CCEO) and S. aromaticum (CEO) was characterized using GC-MS analysis. Eugenol (82.31%), eugenol acetate (10.57%), and β-caryophyllene (3.41%) were major constituents in CEO while cinnamaldehyde (88.18%), cinnamyl acetate (2.85%) and 2-methoxy cinnamaldehyde (1.77%) were main components in CCEO. The EOs and major constituents exhibited good antimicrobial activity against clinical strains of P. aeruginosa. Cinnamaldehyde exhibited the best antimicrobial effect with minimal inhibitory concentration (MIC) as low as 0.031% ± 0.07% (v/v) and inhibition zones reaching 30 ± 0.5 mm diameter. Test samples showed antibiofilm activities against two culture types and seven clinical strains of P. aeruginosa at concentrations of 2MIC to MIC/4. CCEO and its major constituent cinnamaldehyde were more active, compared to CEO and its major constituent eugenol. Scanning electron microscopy images showed untreated colonies with well-developed biofilms while there was significant reduction of biofilms with distorted architecture and cell shrinkage upon treatment with test samples. In silico studies indicated great interactions between the major compounds, eugenol and cinnamaldehyde, with the receptor proteins of P. aeruginosa revealed by negative binding energies. Eugenol and cinnamaldehyde exhibited appreciable druglikeness.

摘要

铜绿假单胞菌可引发医院感染和慢性疾病。肉桂和丁香是常用的天然抗菌剂。采用气相色谱 - 质谱联用(GC - MS)分析对肉桂(CCEO)和丁香(CEO)的精油进行了表征。丁香酚(82.31%)、乙酸丁香酚酯(10.57%)和β-石竹烯(3.41%)是CEO的主要成分,而肉桂醛(88.18%)、乙酸肉桂酯(2.85%)和2 - 甲氧基肉桂醛(1.77%)是CCEO的主要成分。这些精油及其主要成分对铜绿假单胞菌的临床菌株表现出良好的抗菌活性。肉桂醛表现出最佳的抗菌效果,最低抑菌浓度(MIC)低至0.031%±0.07%(v/v),抑菌圈直径达30±0.5毫米。测试样品在2MIC至MIC/4的浓度下,对两种培养类型和七种铜绿假单胞菌临床菌株表现出抗生物膜活性。与CEO及其主要成分丁香酚相比,CCEO及其主要成分肉桂醛的活性更强。扫描电子显微镜图像显示,未处理的菌落有发育良好的生物膜,而用测试样品处理后,生物膜显著减少,结构扭曲且细胞收缩。计算机模拟研究表明,主要化合物丁香酚和肉桂醛与铜绿假单胞菌的受体蛋白之间存在很强的相互作用,负结合能揭示了这一点。丁香酚和肉桂醛表现出明显的类药物性质。

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