The Chemistry of Plant LifeThatcher, Roscoe Wilfred
Science
The Chemistry of Plant Life
Thatcher, Roscoe Wilfred
Botanical chemistry
H
|
C H_{2}C---CH_{2}
/ \\ | |
HC C------HC CH_{2}
║ | \ /
HC CH N
\ // |
N CH_{3}
=Hygrine=, C_{7}H_{13}NO, from coca leaves, is an acetic acid salt of
pyrrolidine, represented by the following formula:
H_{2}C---CH--OC·CH_{3}
| |
H_{2}C CH_{2}
\ /
N
|
CH_{3}
=Atropine= and =hyoscyamine=, C_{17}H_{23}NO_{3}, are optical isomers.
Atropine is an extremely poisonous, white crystalline compound, which is
obtained from deadly nightshade and henbane, and used in medicine, in
minute doses, as an agent for reducing temperature in acute cases of
fevers. Structurally, it is a tropic acid ester of tropane, represented
by the following formula:
H_{2}C---CH--------CH_{2} C_{6}H_{5}
| | | |
| N-CH_{3} CHOOC---CH
| | | |
H_{2}C---CH--------CH_{2} CH_{2}OH
=Cocaine=, C_{17}H_{21}NO_{4}, is found in coca leaves. It is a white
crystalline solid, which is largely used as a local anæsthetic for minor
surgical operations. Its structural formula is
H_{2}C---CH--------HC-OOC·CH_{3}
| | |
| N-CH_{3} HC-OOC·C_{6}H_{5}
| | |
H_{2}C---CH---------CH_{2}
It is, therefore, a di-ester of acetic and benzoic acids with tropane.
=Cinchonine=, C_{19}H_{22}N_{2}O, and =quinine=, C_{20}H_{24}N_{2}O_{2},
are alkaloids found in cinchona bark. They are white crystalline solids,
which are extensively used in medicine. They have been shown to contain a
quinoline group combined with modified piperidine groups, as represented in
the following formulas:
H
|
N C
/ \ / \ /|\
| | | / | \
| | | H_{2}C HCH CH-CH=CH_{2}
\ / \ / | | |
CH-CHOH-HC HCH CH_{2}
\ | /
N
Cinchonine
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