Kato Tadahiro, Saito Naoko, Kashimura Kaori, Shinohara Mariko, Kurahashi Takuma, Taniguchi Kohji
Department of Chemistry, Faculty of Science, Science University of Tokyo, 1-3 Kagurazaka, Shinjuku ku, Tokyo 162-8601, Japan.
J Agric Food Chem. 2002 Oct 23;50(22):6307-12. doi: 10.1021/jf0204755.
On the basis of our findings that the germination of intact wheat seeds (with husks) belonging to dormancy varieties was restrained as compared with that of the dehusked seeds (grains), the germination inhibitors in the husks were explored. The water-soluble extracts from the husks were separated by the aid of inhibition assay experiments, resulting in the characterization of 2-phenylethyl alcohol 1, 4-vinylphenol 2 and its 2-methoxy derivative 3, and dihydroactinidiolide 4, all of which showed clear inhibition of germination at 500 ppm in aqueous solution. The related compounds 1-phenylethyl alcohol 5 and tetrahydroactinidiolide 6 were as active as 1 and 4, while no noticeable difference in activity was detected among both enantiomers and the DL-form of compounds 4-6. Clear synergistic relations were observed between 4 and 1 and also 4 and 3. Since the present inhibitors have been isolated from various kinds of seed plants, they may be responsible for the general germination inhibition in the seed plants.
基于我们的研究发现,与脱壳种子(谷粒)相比,属于休眠品种的完整小麦种子(带壳)的萌发受到抑制,因此对壳中的萌发抑制剂进行了探索。借助抑制试验对壳的水溶性提取物进行分离,鉴定出2-苯乙醇1、4-乙烯基苯酚2及其2-甲氧基衍生物3和二氢猕猴桃内酯4,所有这些化合物在500 ppm水溶液中均表现出明显的萌发抑制作用。相关化合物1-苯乙醇5和四氢猕猴桃内酯6与1和4的活性相当,而化合物4-6的对映体和DL形式之间未检测到明显的活性差异。在4与1以及4与3之间观察到明显的协同关系。由于目前的抑制剂已从各种种子植物中分离出来,它们可能是种子植物普遍萌发抑制的原因。