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Fortschritte Der Chemie Organischer Naturstoffe / Progress in the Chemistry of Organic Natural Products (English, German, Paperback, Softcover reprint of the original 1st ed. 1970)
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Fortschritte Der Chemie Organischer Naturstoffe / Progress in the Chemistry of Organic Natural Products (English, German, Paperback, Softcover reprint of the original 1st ed. 1970)
Series: Fortschritte der Chemie Organischer Naturstoffe / Progress in the Chemistry of Organic Natural Products, 28
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The cyanogenic glycosides, here defined as glycosidic derivatives
of iX-hydroxynitriles, represent a rather limited class of natural
products, which are widely distributed in the plant kingdom and, to
a small ex- tent, even in animals. A characteristic feature of
these glycosides is their ability to release hydrocyanic acid on
treatment with dilute acids or appropriate enzymes. The term
"cyanogenic" is used to designate this property, regardless of
whether pure substances, plants, or animals, are serving as the
source. In the latter cases the term "cyanophoric" is occasionally
employed synonymously. Cyanogenesis in plants was probably first
discovered by SCHRADER in 1803 (Io3) working with bitter almonds.
In 1830, ROBIQUET and BOUTRON-CHARLARD (IOO) succeeded in isolating
the parent glycoside, namely amygdalin. Over the years, a total of
18 cyanogenic glycosides have been isolated and characterized more
or less completely (Table I, p. 76). It will be noted that the
majority of these compounds has been isolated in the era of
classical organic chemistry and that progress in .discovering new
compounds, not to mention new structural types, has been
surprisingly slow. It is worth remembering here that the mechanism
*of cyanogenesis has been established only in the minority of known
cyanogenic species. The cyanogenic glycosides have last been
reviewed in 1958 by DILLE- MANN (36). Since then, no complete
reviews in this field have appeared. It is the purpose of the
present article to survey the more recent ad- vances and,
hopefully, to stimulate continued interest in these interesting
.compounds.
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