当前位置: X-MOL 学术J. Nat. Prod. › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
Structures and Antibacterial Properties of Isorugosins H–J, Oligomeric Ellagitannins from Liquidambar formosana with Characteristic Bridging Groups between Sugar Moieties
Journal of Natural Products ( IF 5.1 ) Pub Date : 2017-10-11 00:00:00 , DOI: 10.1021/acs.jnatprod.7b00496
Yuuki Shimozu 1 , Teruo Kuroda 2 , Tomofusa Tsuchiya 3 , Tsutomu Hatano 1
Affiliation  

Three new ellagitannin oligomers, isorugosins H (1), I (2), and J (3), together with 11 known hydrolyzable tannins were isolated from an aqueous acetone extract of the fresh leaves of Liquidambar formosana. Their chemical structures were elucidated based on spectroscopic data and chemical conversion into known hydrolyzable tannins. The bridging mode of the valoneoyl groups between their sugar moieties has been identified only in this plant species. Additionally, the effects of the isorugosins isolated from this species on drug-resistant bacteria were evaluated and showed that isorugosin A (4) exhibited the most potent antibacterial activity against methicillin-resistant Staphylococcus aureus (MRSA). The isorugosins also had a suppressing effect on pigment formation in Pseudomonas aeruginosa. The isorugosin–protein complexes were analyzed using size-exclusion chromatography and polyacrylamide gel electrophoresis to clarify the relationship of their antibacterial properties with their protein interaction potency as hydrolyzable tannins. The results suggested that the antibacterial properties of hydrolyzable tannins are not simply a result of their binding activity to proteins, but are due to other factors such as the accessibility of polyphenolic acyl groups to bacterial membranes.

中文翻译:

枫香异色寡糖H–J,寡聚鞣花单宁的结构和抗菌特性及其糖基之间的特征性桥联基团

枫香的新鲜叶片的丙酮提取液中分离出三种新的鞣质单宁酸酯低聚物,异球菌素H(1),I(2)和J(3),以及11种已知可水解单宁。根据光谱数据和化学转化为已知的可水解单宁,阐明了它们的化学结构。仅在该植物物种中已经确定了瓦隆酰基在其糖部分之间的桥接模式。此外,评估了从该菌种中分离出的异果糖素对耐药菌的影响,结果表明,异果糖素A(4)对耐甲氧西林的金黄色葡萄球菌表现出最强的抗菌活性。(MRSA)。异果糖素也对铜绿假单胞菌的色素形成有抑制作用。使用尺寸排阻色谱和聚丙烯酰胺凝胶电泳分析了异果糖蛋白复合物,以阐明它们的抗菌特性与其作为可水解单宁的蛋白质相互作用能力之间的关系。结果表明,可水解单宁的抗菌性能不仅仅是其与蛋白质的结合活性的结果,而且还归因于其他因素,例如多酚酰基对细菌膜的可及性。
更新日期:2017-10-11
down
wechat
bug