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首页> 外文期刊>The Journal of Antibiotics: An International Journal >Reinvestigation of the structure of monensin A phenylurethane sodium salt based on X-ray crystallographic and spectroscopic studies, and its activity against hospital strains of methicillin-resistant S. epidermidis and S. aureus.
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Reinvestigation of the structure of monensin A phenylurethane sodium salt based on X-ray crystallographic and spectroscopic studies, and its activity against hospital strains of methicillin-resistant S. epidermidis and S. aureus.

机译:基于X射线晶体学和光谱学研究对莫能菌素A苯基氨基甲酸钠盐的结构进行了重新研究,并研究了其对耐甲氧西林表皮葡萄球菌和金黄色葡萄球菌医院菌株的活性。

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摘要

Monensin A phenylurethane sodium salt (MON-UR1-Na) crystals were studied by the X-ray, NMR, FT-IR and PM5 semi-empirical methods. The X-ray data show that the compound forms a pseudocyclic structure, stabilized by three intramolecular hydrogen bonds, and the sodium cation coordinated by five oxygen atoms in the hydrophilic sphere. The NMR and FT-IR data demonstrate that this pseudocyclic structure is also conserved in CH(2)Cl(2) solution. This structure of MON-UR1-Na is significantly different than the ones previously proposed by Westley et al. and Tanaka et al. The semi-empirical calculations of the MON-UR1-Na structures indicate that the one of the crystal is the most energetically favorable one. Other parameters, such as the size, chemical and biological nature of the urethane substituent, and especially the free carbonyl urethane group, may have a role in the biological activity of MON-UR1-Na. The in vitro microbiological tests provide evidence that MON-UR1-Na shows higher antibacterial activity against human pathogenic bacteria, including antibiotic-resistant Staphylococcus aureus and Staphylococcus epidermidis than the parent unmodified antibiotic-Monensin A.
机译:通过X射线,NMR,FT-IR和PM5半经验方法研究了莫能菌素A苯氨基甲酸钠盐(MON-UR1-Na)晶体。 X射线数据表明该化合物形成假环结构,通过三个分子内氢键稳定,并且钠阳离子在亲水球中由五个氧原子配位。 NMR和FT-IR数据表明,该伪环状结构在CH(2)Cl(2)溶液中也保守。 MON-UR1-Na的这种结构与Westley等人先前提出的结构明显不同。和田中等。 MON-UR1-Na结构的半经验计算表明,一种晶体是最有利于能量的晶体。其他参数,例如氨基甲酸酯取代基的大小,化学和生物学性质,尤其是游离的羰基氨基甲酸酯基团,可能对MON-UR1-Na的生物活性有影响。体外微生物学试验提供了证据,表明MON-UR1-Na对人类病原菌(包括抗药性金黄色葡萄球菌和表皮葡萄球菌)的抗菌活性高于未修饰的母体抗生素-莫能菌素A.

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