36 植物の光屈性に関する化学的研究(口頭発表の部)

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Most people are familiar with the sight of a young seedling bending towards a window or the brightest source of light to which it is exposed. This directional growth response is known as phototropism. Went (1928) proposed that phototropism is caused by a lateral gradient of growth-promoting auxin in the bending organ. This led to the Cholodny-Went theory of photo- and geotropic curvatures (1937). In contrast to the C.-W. theory, Brinsma and Hasegawa recently found that the shaded half did not contain more auxin than the illuminated ones. Instead it was found that the even distribution of auxin was accompained by a lateral gradient of growth-inhibitory substances during phototropic curvature. We have isolated some photoinduced growth inhibitory substances related to phototropism, raphanusanins from radish (Raphanus sativus var. hortensis f. gigantissimus Makino) hypocotyls, 6-methoxy-2-benzoxazolinone from light-grown maize (Zea mays L.) shoots, 3-hydroxy-β-ionone from light-grown dwarf bean (Phaseolus vulgaris) shoots, and p-hydroxy cinnamic acid from light-grown bean (Vigno mungo L.) shoots, and carried out some chemical studies on these precursors, 4-methylthio-3-butenyl-isothiocyanate (4-MTBI), 2,4-dihydroxy-7-methoxy-2H-1,4-benzozazin-3(4H)-one (DIMBOA) and related compounds. From a view point of phototropism, 4-methylthio-3-butenyl glucosinolate could be initially hydrolyzed with endogeneous myrosinase (thioglucosidase) to afford 4-MTBI at the light exposure side, which is spontaneously converted into some five-membered thiolactams in radish hypocotyls. 2β-Glucoside of DIMBOA is initially hydrolyzed with endogeneous glucosidase to afford DIMBOA at the light exposure side, further emzymatic acylation of which immediately affords MBOA, wherein the resulting MBOA interestingly inhibits the coleoptile growth of maize.
天然有機化合物討論会の論文
1995-09-01

36 植物の光屈性に関する化学的研究(口頭発表の部)

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