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传统上用于治疗单纯性尿路感染的药用植物:Zea mays L. 柱头提取物对尿路致病性大肠杆菌的抗黏附活性以及作为常见污染物的苄索氯铵的潜在抗菌活性是否归因于不常见的黄烷 -4-醇和鼠李糖基玉米黄素衍生物?

Traditionally used medicinal plants against uncomplicated urinary tract infections: Are unusual, flavan-4-ol- and derhamnosylmaysin derivatives responsible for the antiadhesive activity of extracts obtained from stigmata of Zea mays L. against uropathogenic E. coli and Benzethonium chloride as frequent contaminant faking potential antibacterial activities?

作者信息

Rafsanjany Nasli, Sendker Jandirk, Lechtenberg Matthias, Petereit Frank, Scharf Birte, Hensel Andreas

机构信息

University of Münster, Institute of Pharmaceutical Biology and Phytochemistry, Corrensstrasse 48, D-48149 Münster, Germany.

University of Münster, Institute of Pharmaceutical Biology and Phytochemistry, Corrensstrasse 48, D-48149 Münster, Germany.

出版信息

Fitoterapia. 2015 Sep;105:246-53. doi: 10.1016/j.fitote.2015.07.014. Epub 2015 Jul 22.

DOI:10.1016/j.fitote.2015.07.014
PMID:26210697
Abstract

The dried stigmata from Zea mays L. are used traditionally for the treatment of uncomplicated urinary tract infections. A recent screening has indicated that hydroalcoholic extract of the herbal material inhibits the adhesion of uropathogenic Escherichia coli (UPEC) to T24 bladder cells. For verification of these data EtOH-water (1:1) extracts from 4 different batches of Maydis stigmata were investigated. Within an in vitro adhesion assay (UPEC strain 2980 and human T24 bladder cells) a dose-dependent antiadhesive activity against UPEC was verified (IC50 1040μg/mL). Bioassay guided fractionation of M. stigmata, batch S1, by EtOH-water extraction, followed by chromatography on Sephadex LH20 revealed two active fractions (I and XI). Further purification of fraction I and structure elucidation of the isolated compound revealed the presence of significant amounts of the biocide benzethonium chloride as contaminant. Benzethonium chloride was also identified in subsequent investigations in 2 different batches of M. stigmata. The presence of such nondeclared and illegal contaminants in the herbal raw material market has to be discussed intensively. From benzethonium-free raw material (batch S2) as well as from batch S1 fraction XI was further fractionated by MPLC and preparative HPLC, leading to a still complex subfraction XIG, which was analyzed by UHPLC/+ESI-QTOF-MS analysis. Advanced data processing and species-metabolite relationship database revealed the tentatively existence of the unusual C-glycosidic flavones derhamnosylmaysin (6), 3'-deoxyrhamnosylmaysin (4), 3'-O-methylderhamnosylmaysin (3), apiferol (2) and alternanthin (8) which might be related to the antiadhesive activity of this subfraction against UPEC.

摘要

玉米(Zea mays L.)的干燥柱头在传统上用于治疗单纯性尿路感染。最近的一项筛选表明,该草药材料的水醇提取物可抑制尿路致病性大肠杆菌(UPEC)对T24膀胱细胞的黏附。为了验证这些数据,对来自4个不同批次玉米柱头的乙醇-水(1:1)提取物进行了研究。在体外黏附试验(UPEC菌株2980和人T24膀胱细胞)中,证实了对UPEC具有剂量依赖性的抗黏附活性(IC50为1040μg/mL)。通过乙醇-水提取对S1批次的玉米柱头进行生物测定导向的分级分离,随后在Sephadex LH20上进行色谱分离,得到两个活性级分(I和XI)。对级分I的进一步纯化和分离化合物的结构解析表明,存在大量作为污染物的杀生物剂苄索氯铵。在随后对2个不同批次玉米柱头的研究中也鉴定出了苄索氯铵。草药原料市场中此类未申报和非法污染物的存在必须进行深入讨论。从不含苄索氯铵的原料(S2批次)以及S1批次的XI级分通过MPLC和制备型HPLC进一步分级分离,得到仍然复杂的亚级分XIG,通过UHPLC/+ESI-QTOF-MS分析对其进行了分析。先进的数据处理和物种-代谢物关系数据库初步揭示了异常的C-糖苷黄酮类化合物鼠李糖基玉米黄素(6)、3'-脱氧鼠李糖基玉米黄素(4)、3'-O-甲基鼠李糖基玉米黄素(3)、芹菜素(2)和互生花素(8)的存在,这些化合物可能与该亚级分对UPEC的抗黏附活性有关。

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引用本文的文献

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