5-Hydroxy-1,4-naphthochinon Chemische Eigenschaften,Einsatz,Produktion Methoden
R-Sätze Betriebsanweisung:
R25:Giftig beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Beschreibung
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).
Chemische Eigenschaften
Orange to brown crystalline powder
Verwenden
antineoplastic, antifungal, antioxidant, Pin 1 inhibitor
Definition
ChEBI: A hydroxy-1,4-naphthoquinone that is 1,4-naphthoquinone in which the hydrogen at position 5 has been replaced by a hydroxy group.
Allgemeine Beschreibung
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
Pharmakologie
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).
läuterung methode
Crystallise Juglone from *benzene/pet ether or pet ether. [Beilstein 8 III 2558, 8 IV 2368.]
5-Hydroxy-1,4-naphthochinon Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
