Vojtech Michal, Petrusová Mária, Sláviková Elena, Bekesová Slávka, Petrus Ladislav
Institute of Chemistry, Slovak Academy of Sciences, SK-84538 Bratislava, Slovakia.
Carbohydr Res. 2007 Jan 15;342(1):119-23. doi: 10.1016/j.carres.2006.10.019. Epub 2006 Oct 27.
A series of 2-glycosyl-benzimidazoles with alpha-d-arabinopyranosyl, beta-d-galactopyranosyl, beta-d-glucopyranosyl, beta-d-mannopyranosyl, and beta-l-rhamnopyranosyl configurations were obtained in 52-73% yields from the corresponding C-glycosylmethanal dimethyl acetals and o-phenylenediamine under catalysis with hydrogen chloride or a strongly acidic cation-exchange resin. Intermediate benzimidazolines were spontaneously oxidized by air to produce the final products in the one-pot procedure. The prepared compounds did not show any inhibitory effect on the growth of 12 strains of five different species of pathogenic yeasts.
一系列具有α - d - 阿拉伯吡喃糖基、β - d - 吡喃半乳糖基、β - d - 吡喃葡萄糖基、β - d - 甘露吡喃糖基和β - l - 鼠李吡喃糖基构型的2 - 糖基 - 苯并咪唑，由相应的C - 糖基甲醛二甲基缩醛和邻苯二胺在氯化氢或强酸性阳离子交换树脂催化下以52 - 73%的产率得到。中间体苯并咪唑啉在一锅法中被空气自发氧化生成最终产物。所制备的化合物对五种不同致病酵母的12个菌株的生长未显示出任何抑制作用。
