Borel C, Welti D H, Fernandez I, Colmenares M
Nestec Ltd., Nestlé Research Centre, Lausanne, Switzerland.
J Nat Prod. 1993 Jul;56(7):1071-7. doi: 10.1021/np50097a010.
Extracts of nine mosses, collected in Switzerland, were screened for antimicrobial, antioxidative, and 15-lipoxygenase (15-lpo) inhibitory activities. The CH2Cl2 extract of Dicranum scoparium was found to possess pronounced antimicrobial activity against Bacillus cereus, Bacillus stearothermophilus, Bacillus subtilis, Staphylococcus aureus, and Escherichia coli. In addition, inhibition of soybean 15-lpo occurred at very low concentration. Phytochemical investigation of this extract afforded Z,Z,Z-octadeca-6-yne-9,12,15-trienoic acid [1] by a combination of chromatographic techniques. This compound, named dicranin [1], was found to be responsible for most of the biological activity. The strongest antimicrobial effect was observed against Streptococcus faecalis (disc diffusion assay). In contrast to the CH2Cl2 extract of D. scoparium, dicranin was inactive against E. coli. Dicranin was identified by ir, ms, and nmr spectroscopy. A 2D INADEQUATE experiment confirmed the structure and yielded the assignment of all 13C-nmr signals.
对采自瑞士的9种苔藓提取物进行了抗菌、抗氧化和15-脂氧合酶（15-lpo）抑制活性筛选。发现曲尾藓（Dicranum scoparium）的二氯甲烷提取物对蜡样芽孢杆菌、嗜热脂肪芽孢杆菌、枯草芽孢杆菌、金黄色葡萄球菌和大肠杆菌具有显著的抗菌活性。此外，在极低浓度下就能抑制大豆15-lpo。通过色谱技术相结合，对该提取物进行植物化学研究得到了Z,Z,Z-十八碳-6-炔-9,12,15-三烯酸[1]。这种化合物，命名为曲尾藓素[1]，被发现是大部分生物活性的原因。在粪肠球菌上观察到最强的抗菌效果（纸片扩散法）。与曲尾藓的二氯甲烷提取物不同，曲尾藓素对大肠杆菌无活性。通过红外光谱、质谱和核磁共振光谱鉴定了曲尾藓素。二维INADEQUATE实验证实了其结构并确定了所有13C-核磁共振信号的归属。
