The Chemistry of Plant LifeThatcher, Roscoe Wilfred
Science
The Chemistry of Plant Life
Thatcher, Roscoe Wilfred
Botanical chemistry
H H H H
| | | |
C C C C
// \ / \\ // \ / \\
HC C CH HC C CH
| ║ | | ║ |
HC C CH HC C N
\\ / \ // \\ / \ //
C N C C
| | |
H H H
Quinoline, C_{9}H_{8}N Isoquinoline, C_{9}H_{8}N
The common alkaloids are distributed in the several groups as follows:
Pyrridine--piperidine group; piperine, coniine, nicotine.
Pyrrolidine group; hygrine and stachydrine.
Tropane group; atropine, hyoscine, cocaine, lupinine.
Quinoline group; quinine, cinchonine, strychnine, brucine.
Isoquinoline group; papaverine, hydrastine, morphine, codeine, berberine.
The composition and properties of the individual alkaloids have been
extensively studied, because of their medicinal uses. As they have no known
metabolic use to the plants which elaborate them, it will not be worth
while to consider all of these investigations in detail here. The following
facts with reference to certain typical members of each group will serve to
illustrate the general constitution and properties of the alkaloids.
=Piperine=, C_{17}H_{19}O_{3}, is found in black peppers. Its constitution
is represented by the following formula, the group which is united to the
piperidine ring, in this case, being piperic acid:
H_{2}
║
C
/ \
H_{2}C CH_{2}
| | /\ --O
H_{2}C CH_{2} | | \
\ / | | CH_{2}
N----OC·CH=CH·CH=CH--| | /
\/ --O
=Coniine=, C_{8}H_{17}N, is found in the umbelliferous plant, _Conium
maculatum_. Structurally, it is a propyl-piperidine, represented by the
following formula:
H_{2}
║
C
/ \
H_{2}C CH_{2}
| |
H_{2}C CH-C_{3}H_{7}
\ /
N
|
H
=Nicotine=, C_{10}H_{14}N_{2}, is the alkaloid of tobacco leaves. It is an
extremely poisonous, oily liquid, with a strong odor and a burning taste.
Its structural formula shows it to contain both a pyrridine ring and a
pyrrolidine ring, linked together thus
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