Hop has been attracting scientific attention due to its favorable bioactivity properties. It is thus desirable to relate these properties to the specific hop compounds and extract these compounds in highly purified form in order to enhance the effect. The aim of the present study is the isolation of a sufficient amount of the highly purified prenylated minor hop compound xanthohumol C (XNC) for characterizing its bioactivity. Two strategies for the production of XNC were evaluated. The first strategy involved a capture of natural XNC from a xanthohumol (XN)-enriched hop extract (XF) by countercurrent chromatography. In the second approach, a one-step semi-synthesis of XNC was performed starting from XN, which had previously been separated from a natural XN-enriched hop extract. Both methods delivered XNC in sufficient amount and purity (>95%, HPLC), whereas the second strategy was preferable in terms of purity (>99%, HPLC) as well as productivity and solvent consumption. The methods were validated by identifying and quantifying XNC using LC-MS, LC-MS/MS and ¹H NMR analysis. The XNC obtained in this way was supplied to several bacterial, yeast and fungal cultures in order to evaluate its antimicrobial effects. For comparison, microorganisms were also treated with the natural XN-enriched hop extract, as well as the prenylated hop compound XN. While still reducing cell proliferation, XNC was found to be less effective than both XF and XN for all studied bacteria and yeasts. Furthermore, for Bacillus subtilis, a strongly pH-dependent minimal inhibition concentration was observed for all three bioactive compounds, lowest at a pH of 5 and highest at a pH of 7.

啤酒花具有良好的生物活性，因此受到了科学的关注。因此，期望将这些性质与特定的蛇麻草化合物相关联，并以高度纯化的形式提取这些化合物以增强效果。本研究的目的是分离足够量的高度纯化的烯丙基化次要蛇麻草化合物黄腐酚C（XNC）来表征其生物活性。评价了生产XNC的两种策略。第一种策略涉及通过逆流色谱法从富含黄腐酚（XN）的蛇麻草提取物（XF）中捕获天然XNC。在第二种方法中，从XN开始执行XNC的一步半合成，XN先前已从富含XN的天然蛇麻草提取物中分离出来。两种方法均以足够的数量和纯度（> 95％，HPLC），而就纯度（> 99％，HPLC）以及生产率和溶剂消耗而言，第二种策略更为可取。通过使用LC-MS，LC-MS / MS和¹ H NMR分析。将以此方式获得的XNC提供给几种细菌，酵母和真菌培养物，以评估其抗微生物作用。为了进行比较，还用富含天然XN的蛇麻草提取物以及异戊二烯醇化的蛇麻草化合物XN处理了微生物。在仍然减少细胞增殖的同时，发现对于所有研究的细菌和酵母菌，XNC的效力均不及XF和XN。此外，对于枯草芽孢杆菌，对所有三种生物活性化合物均观察到了强烈的pH依赖性最小抑菌浓度，在5的pH值下最低，在7的pH值下最高。