Cardiac Glycosides
The
cardiac glycosides are basically steroids with an inherent ability to afford a very specific and
powerful action mainly on the cardiac muscle when administered through injection into man or animal.
Small amount would exhibit a
much needed stimulation on a diseased heart, whereas an
excessive dose may cause even
death.
Lactones ring is very important for therapeutic activity.
Removal of lactone ring or even a slight disturbance to the lactone ring means that the activity
of the activity
is lost.
Cardiac glycosides contain a special sugar called digitoxose; through they
do carry
other sugar like glucose and
rhamnose.
Very
often diuretic action is also associated with steroidal glycosides as they also
promote improved circulation
of blood through kidneys.
Classification of cardiac glycosides
Cardenolides:
They are C23 steroids that have a 17–β side chain and
α, unsaturated β–membered lactone ring.
Example:
Digitalis,
Quabain, Strophanthin,
etc
Bufadienolide:
The
bufadienolides are C24 homologues of the cardenolides and carry a doubly unsaturated 6– membered lactone ring
at the 17–position.
The bufadienolides derived
their name from the genetic name for the
toad, Bufo (the prototype compound bufalin was isolated from the skin of toads).
Example:
Squill, etc
Chemical tests
for cardiac glycosides:
1. Raymond’s test:
To
the drug, add a few ml of 50% ethanol
and 0.1 ml of 1 % solution of m– dinitrobenzene in
ethanol.
To this solution,
add 2–3 drops
of
20% sodium hydroxide solution.
Violet colors
appears,
this is due to presence of active methylene group.
2. Legal test:
To
the drug, add few ml of pyridine and 2drops of
nitroprusside and a drop of
20% sodium hydroxide solution.
A deep red colour is produced.
3. Killer killiani test:
Glycoside is dissolved in a mixture of 1 % ferric sulphate solution in (5%) glacial acetic acid. Add
one or two drop of concentrated sulphuric acid. A blue colour develops due to the presence
of deoxy sugar.
4. Xanthydrol test:
The crude is heated with 0.1 to 5% solution of Xanthydrol in glacial acetic acid containing 1% hydrochloric
acid.
A red colour
is produced due to the presence of 2–deoxysugar.
5. Baljet test:
Take a piece of
lamina or
thick section of the leaf and add sodium picrate reagent. If glycoside is
present yellow to orange colour will be seen.