5-ヒドロキシ-1,4-ナフトキノン 化学特性,用途語,生産方法
外観
黄赤色～くすんだ黄色～暗い赤色粉末～結晶
説明
Juglone (5-hydroxynapthoquinone), is found in the
leaves and other parts of walnut, hickory and pecan (1,2).
Juglone is synthesized from isochorismic acid (a product
of the shikimic acid pathway) and 2-oxo-glutaric acid (3).
In plant tissue juglone exists as a free compound or
as a glycoside (3,4). Action of a glucosidase releases 1,4,5-trihydroxynapthalene, which is then oxidized to
juglone (3,4).
化学的特性
Orange to brown crystalline powder
使用
antineoplastic, antifungal, antioxidant, Pin 1 inhibitor
定義
ChEBI: A hydroxy-1,4-naphthoquinone that is 1,4-naphthoquinone in which the hydrogen at position 5 has been replaced by a hydroxy group.
一般的な説明
This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG
薬理学
Juglone is probably best known as the allelochemical
produced by black walnut. The glucoside of juglone leaches
from the leaves and branches of black walnut, where it
is converted to juglone in the soil. Juglone is toxic to
certain plant species and also inhibits the germination of
seeds (4). Thus its allelopathic activity may be the result
of both phytotoxicity and a germination inhibitor.
Juglone is also antifungal (1,5) and attempts to
correlate its presence with disease resistance in pecan,
black walnut, and hickory to several fungal pathogens
have been reported (1,2,5,6). Positive correlations have
been found for resistance of juvenile leaves of black walnut
to anthracnose caused by Gnomia leptostyla (5) and of
some Carya species to the scab pathogen Cladosporium
carygenum (2). In some pecans (C. illinoensis), juglone
may act as both a preformed and an induced defense factor
because concentrations of juglone increase after infection
by fungi (2). No correlation between juglone glycoside
concentration in pecan leaves and resistance pecan to
C. carygenum has been reported (6). Free juglone and the
glycosides increase after infection, but these increases
could not be correlated with scab resistance (6).
純化方法
Crystallise Juglone from *benzene/pet ether or pet ether. [Beilstein 8 III 2558, 8 IV 2368.]
5-ヒドロキシ-1,4-ナフトキノン 上流と下流の製品情報
原材料
準備製品