Some Constituents of the Poison Ivy Plant (Rhus Toxicodendron)Syme, William Anderson
Science
Some Constituents of the Poison Ivy Plant (Rhus Toxicodendron)
Syme, William Anderson
Poison ivy
At this stage of the work a portion of the resin obtained from lead
precipitate A was tested and found to be not poisonous as already
mentioned. By this test, all the substances contained in the lead
precipitate A after its extraction with ether in the Soxhlet apparatus,
were eliminated from the possible poisonous substances. The poison must
therefore have been extracted by the ether.
A fresh portion of the original poisonous material was treated with 50
per cent. alcohol and filtered from insoluble tar. The filtrate was
precipitated in six fractions by lead acetate. The last fractions were
lighter in color and apparently much purer than the first. The sixth
lead precipitate was decomposed by hydrogen sulphide, the light-yellow
water solution was tested and found to be not poisonous. It gave the
characteristic reactions for gallic acid. The poison, if precipitated at
all by lead acetate, must have gone down in one of the preceding
fractions. Later experiments showed that it is brought down partly
mechanically and partly as a lead compound in the first precipitates.
FISETIN.
Having identified gallic acid, and not finding any other phenol
derivative in the lead precipitate, some of the original material was
extracted with hot water to remove gallic acid and filtered from tar
while hot. The filtrate had a deep yellow color. On cooling over night,
an olive green precipitate separated out which was dried and found to be
a light powder. It was practically insoluble in cold water, soluble
with great difficulty in boiling water from which it separated in yellow
flakes, slightly soluble in ether and in acetic acid, but readily
soluble in alcohol. The solutions were not acid to litmus, gave a dark
color with ferric chloride, an orange-red precipitate with lead acetate
which was easily soluble in acetic acid, and an orange-yellow
precipitate with stannous chloride. These properties and reactions
indicated that the substance was the dye-stuff fisetin and that it
occurs in the free state in this plant though it is usually found as a
glucoside of fisetin combined with tannic acid. A compound of this kind
was found in _Rhus cotinus_ and named "fustin-tannide" by Schmid[22]. He
showed that the fustin-tannide could be decomposed by acetic acid into
tannic acid and a glucoside, fustin C_{46}H_{42}O_{21}. Fustin, on
heating with dilute sulphuric acid, gave fisetin and a sugar supposed to
be rhamnose. Fisetin was also found as a glucoside compound in _Rhus
rhodanthema_ by Perkin.[23]
The yellow substance which separated from the boiling water solution was
further purified by dissolving in a small quantity of hot alcohol and
adding hot water. On cooling, the yellow substance separated out in a
flocculent condition. Examined under the microscope, the flakes appeared
to be made up of masses of fine crystals.
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.
Join the Discussion
Join the discussion
Sign in to leave a comment or review.
Sign InorCreate an account