The Chemistry of Plant LifeThatcher, Roscoe Wilfred
Science
The Chemistry of Plant Life
Thatcher, Roscoe Wilfred
Botanical chemistry
=Coniferin=, C_{16}H_{22}O_{8} (glucose and coniferyl alcohol), is found in
the bark of fir trees. The coniferyl alcohol obtained from coniferin by
hydrolysis can be easily oxidized to _vanillin_, and is, therefore, the
source for the artificial flavoring extract used as a substitute for the
true extract of the vanilla bean.
=Populin=, C_{20}H_{22}O_{8} (glucose+saligenin+benzoic acid), found in the
bark of poplar trees, is used in medicine as an antipyretic. It can be
hydrolyzed, by a special enzyme, into salicin and benzoic acid.
The structure of the two typical closed-ring alcohols which are present in
these glucosides is indicated by the following formulas;
Coniferyl alcohol
Saligenin
CH=CH·CH_{2}OH
/\ /\
/ \ / \
| |CH_{2}OH | |
| |OX | |OCH_{3}
\ / \ /
\/ \/
OX
THE ALDEHYDE GLUCOSIDES
=Salinigrin=, C_{13}H_{16}O_{7} (glucose and _m_-oxy benzaldehyde), is
found in the bark of one species of willow (_Salix discolor_). Its isomer,
known as _helicin_ (glucose and _o_-oxy benzaldehyde, or salicylic
aldehyde), does not occur naturally in any plant, but is easily produced
artificially by the gentle oxidation of salicin. Their relationships are
shown on the following formulas;
Salicin Helicin Salinigrin
/\ /\ /\
/ \ / \ / \
| |CH_{2}OH | |CHO | |CHO
| |OX | |OX | |
\ / \ / \ /
\/ \/ \/
OX
=Amygdalin=, also contains a benzaldehyde group, but there is linked with
it a hydrocyanic acid group; hence, this glucoside is usually classed with
the cyanophoric glucosides (see page 86).
THE ACID GLUCOSIDES
The most common example of this group is =gaultherin=, C_{14}H_{18}O_{8},
which is found in the bark of the black birch and is a combination of
glucose with methyl salicylate. Both the glucoside itself and the methyl
salicylate ("oil of wintergreen") which is derived from it are used as
remedies for rheumatism.
=Jalapin=, C_{44}H_{56}O_{16} (glucose and jalapinic acid), and
=convolvulin=, C_{54}H_{96}O_{27} (glucose+rhodeose+convolvulinic acid),
are glucosides of very complex organic acids, found in jalap resin, which
are used in medicine as cathartics or purgatives.
THE OXY-CUMARIN GLUCOSIDES
Public-domain text, read in full here on John Shaqi.
Reviews
Reviews
No reviews yet
Be the first to share your thoughts on this work.
Elsewhere in the archive
Join the Discussion
Join the discussion
Sign in to leave a comment or review.
Sign InorCreate an account