Key Laboratory of Plant Resources Conservation and Sustainable Utilization, South China Botanical Garden, Chinese Academy of Sciences, Tianhe District, Guangzhou, People's Republic of China.
J Agric Food Chem. 2013 Jul 31;61(30):7309-14. doi: 10.1021/jf4017652. Epub 2013 Jul 16.
Four new thymol derivatives, 8,10-dihydroxy-9-benzoyloxythymol (1), 9-isobutyryloxy-10-hydroxythymol (2), 7,8,9,10-tetrahydroxythymol (3), and 7,8,10-trihydroxy-9-E-feruloyloxythymol (4), were isolated from the fresh roots of Mikania micrantha , along with 8,9,10-trihydroxythymol (5), 8,10-dihydroxy-9-acetoxythymol (6), 8,10-dihydroxy-9-isobutyryloxythymol (7), 8,10-dihydroxy-9-(2-methylbutyryloxy)thymol (8), 8,9-dehydro-10-hydroxythymol (9), 8-methoxy-9-hydroxythymol (10), ethyl caffeate (11), ethyl ferulate (12), 3,5-di-O-caffeoylquinic acid (13), and mikanin (14). Their structures were determined by spectroscopic methods. The known thymol derivatives (5-10) were obtained from the genus Mikania for the first time. Allelopathic effects of these compounds on Arabidopsis thaliana seeds were evaluated by a filter paper assay. After the treatment at 0.1 mM for 4 days, the seed germination rate with compound 8 was 48% and the inhibitory rates of shoot growth with compounds 1, 2, 7-10, and 12 were over 40%. The IC50 values of compounds 1 and 8 on shoot growth were 342.5 and 625 μM, respectively.
从新鲜的微花苘麻根中分离得到了 4 种新的百里香酚衍生物，分别为 8,10-二羟基-9-苯甲酰氧基百里酚（1）、9-异丁酰氧基-10-羟基百里酚（2）、7,8,9,10-四羟基百里酚（3）和 7,8,10-三羟基-9-E-阿魏酰氧基百里酚（4），此外还分离得到了 8,9,10-三羟基百里酚（5）、8,10-二羟基-9-乙酰氧基百里酚（6）、8,10-二羟基-9-异丁酰氧基百里酚（7）、8,10-二羟基-9-（2-甲基丁酰氧基）百里酚（8）、8,9-脱氢-10-羟基百里酚（9）、8-甲氧基-9-羟基百里酚（10）、咖啡酸乙酯（11）、阿魏酸乙酯（12）、3,5-二-O-咖啡酰奎宁酸（13）和米卡宁（14）。通过光谱方法确定了它们的结构。这些已知的百里酚衍生物（5-10）是首次从 Mikania 属中获得的。通过滤纸法评估了这些化合物对拟南芥种子的化感作用。在 0.1 mM 下处理 4 天后，化合物 8 处理的种子发芽率为 48%，化合物 1、2、7-10 和 12 处理的芽生长抑制率均超过 40%。化合物 1 和 8 对芽生长的 IC50 值分别为 342.5 和 625 μM。
