Department of Organic Chemistry, Faculty of Science, Palacký University, 17. Listopadu 12, 779 00 Olomouc, Czech Republic.
Center for Glycomics, Institute of Chemistry, Slovak Academy of Sciences, Dúbravská Cesta 9, 84538 Bratislava, Slovakia.
Molecules. 2023 Mar 9;28(6):2516. doi: 10.3390/molecules28062516.
is the causative agent of American foulbrood (AFB), the most serious bacterial disease affecting developing honeybee larvae and pupas. In this study, a library of 24 (thio)glycosides, glycosyl sulfones, 6--esters, and ethers derived from d-mannose, d-glucose, and d-galactose having C10 or C12 alkyl chain were evaluated for their antibacterial efficacy against two strains. The efficacy of the tested compounds determined as minimal inhibitory concentrations (MICs) varied greatly. Generally, dodecyl derivatives were found to be more potent than their decylated analogs. Thioglycosides were more efficient than glycosides and sulfones. The activity of the 6--ether derivatives was higher than that of their ester counterparts. Seven derivatives with dodecyl chain linked (thio)glycosidically or etherically at C-6 showed high efficacy against both strains (MICs ranged from 12.5 μM to 50 μM). Their efficacies were similar or much higher than those of selected reference compounds known to be active against -lauric acid, monolaurin, and honeybee larval food components, 10-hydroxy-2-decenoic acid, and sebacic acid (MICs ranged from 25 μM to 6400 μM). The high efficacies of these seven derivatives suggest that they could increase the anti- activity of larval food and improve the resistance of larvae to AFB disease through their application to honeybee colonies.
是美洲幼虫腐臭病(AFB)的病原体,这是一种最严重的细菌性疾病,会影响发育中的蜜蜂幼虫和蛹。在这项研究中,评估了由 d-甘露糖、d-葡萄糖和 d-半乳糖衍生的 24 种(硫)糖苷、糖基砜、6--酯和醚类化合物对两种 菌株的抗菌功效。测试化合物的功效确定为最小抑菌浓度(MICs)差异很大。一般来说,十二烷基衍生物比其癸基类似物更有效。硫代糖苷比糖苷和砜更有效。6--醚衍生物的活性高于其酯类对应物。七种具有十二烷基链的衍生物通过 C-6 糖苷或醚键连接(硫)糖苷,对两种 菌株均显示出高效(MIC 范围为 12.5 μM 至 50 μM)。它们的功效与已知对 -月桂酸、月桂酸单甘油酯和蜜蜂幼虫食物成分 10-羟基-2-癸烯酸和癸二酸(MIC 范围为 25 μM 至 6400 μM)具有活性的选定参考化合物的功效相似或更高。这七种衍生物的高效性表明,通过将它们应用于蜜蜂群体,可以提高幼虫食物的抗药性,并通过提高幼虫对 AFB 疾病的抵抗力。