Jasmonate-induced changes in flavonoid metabolism in barley (Hordeum vulgare) leaves.
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.
Ishihara
Atsushi
A
Division of Applied Life Sciences, Graduate School of Agriculture, Kyoto University, Kyoto 606-8502, Japan. aishiha@kais.kyoto-u.ac.jp
Ogura
Yuki
Y
Tebayashi
Shin-ichi
S
Iwamura
Hajime
H
D003373:Coumaric Acids / Q000378:metabolism; D003517:Cyclopentanes / Q000494:pharmacology*; D005419:Flavonoids / Q000096:biosynthesis*; D018506:Gene Expression Regulation, Plant / Q000187:drug effects*; D001467:Hordeum / Q000378:metabolism*; D006868:Hydrolysis; D009682:Magnetic Resonance Spectroscopy; D054883:Oxylipins; D010649:Phenylalanine / Q000378:metabolism; D010937:Plant Growth Regulators / Q000494:pharmacology*; D018515:Plant Leaves / Q000378:metabolism*
D003373:Coumaric Acids; D003517:Cyclopentanes; D005419:Flavonoids; D054883:Oxylipins; D010937:Plant Growth Regulators; D010649:Phenylalanine; C011006:jasmonic acid