Ishihara Atsushi, Ogura Yuki, Tebayashi Shin-ichi, Iwamura Hajime
Division of Applied Life Sciences, Graduate School of Agriculture, Kyoto University, Kyoto 606-8502, Japan.
Biosci Biotechnol Biochem. 2002 Oct;66(10):2176-82. doi: 10.1271/bbb.66.2176.
The effects of jasmonic acid (JA) on secondary metabolism in barley (Hordeum vulgare L.) were investigated. A reversed-phase HPLC analysis revealed that the amount of a particular compound increased in excised barley leaf segments that had been treated with JA. This compound was purified and identified as 6'''-feruloylsaponarin (1) by spectroscopic analyses and alkaline hydrolysis. A related compound, 6'''-sinapoylsaponarin (2), was also found to accumulate in excised leaves independently of the JA treatment. The accumulation of these compounds was accompanied by a decrease in the saponarin (3) content. [8,9-(13)C]p-Coumaric acid and [2,3,4,5,6-(2)H]L-phenylalanine were effectively incorporated into the hydroxycinnamoyl moieties in 1 and 2, while the degree of incorporation of the labeled precursors into the saponarin part was small. These findings indicate that the hydroxycinnamoyl moieties of 1 and 2 are synthesized de novo from phenylalanine via the phenylpropanoid pathway, and that the saponarin part is mainly provided by the constitutive pool of 3.
研究了茉莉酸(JA)对大麦(Hordeum vulgare L.)次生代谢的影响。反相高效液相色谱分析显示,经JA处理的离体大麦叶片切段中一种特定化合物的含量增加。通过光谱分析和碱性水解对该化合物进行纯化并鉴定为6'''-阿魏酰皂草苷(1)。还发现一种相关化合物6'''-芥子酰皂草苷(2)在离体叶片中积累,与JA处理无关。这些化合物的积累伴随着皂草苷(3)含量的降低。[8,9-(13)C]对香豆酸和[2,3,4,5,6-(2)H]L-苯丙氨酸有效地掺入到1和2中的羟基肉桂酰部分,而标记前体掺入皂草苷部分的程度较小。这些发现表明,1和2的羟基肉桂酰部分是通过苯丙烷途径由苯丙氨酸从头合成的,并且皂草苷部分主要由3的组成库提供。