The constituents of the bulb of Buphane disticha / by Frank Tutin.

  • Tutin, Frank.
Date:
1911
Catalogue details

Licence: In copyright

Credit: The constituents of the bulb of Buphane disticha / by Frank Tutin. Source: Wellcome Collection.

Provider: This material has been provided by The Royal College of Surgeons of England. The original may be consulted at The Royal College of Surgeons of England.

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    Isolation of Chelidonic Acid, CTH.,Ofi. The alkaline aqueous liquid which had been deprived of alkaloids by means of ether and amyl alcohol, as previously described, was rendered nearly neutral by the addition of hydrochloric acid, and acidified with acetic acid; it was then evaporated under diminished pressure to a small bulk. During this operation about 20 grams of cuprous oxide were deposited. It is evident from this that an unusually large amount of copper was present in the bulb under examination. After removal of the cuprous oxide, the liquid was further evaporated to a syrup, when it was mixed with much hot alcohol, and kept for a few hours. The dark greenish-brown solid which had separated was collected, and washed with dilute alcohol, when it was found to contain a.n appreciable amount of organic matter, together with copper, sodium, and chlorine. It was dis- solved in hot, very dilute alcohol, from which it separated, on cooling, as a brown, partly crystalline powder, free from halogen, although it still contained copper and sodium. This partly purified product was then submitted to a very prolonged extraction in a Soxhlet apparatus with 80 per cent, alcohol, when a colourless solid was slowly removed. The latter was crystallised four times from dilute aqueous hydrochloric acid, when large, colourless, glistening needles of the acid sodium salt of chelidonic acid were obtained (compare Willstatter and Pummerer, Be.r., 1904, 37, 3744). The salt contained water of crystallisation: 0 0942 gave 0'1282 C02, 0 0249 H„0, and 0'0207 Na,,C03. C = 38’6; H = 2‘9; Na = 2'2. GjHjOgNa,C7H40#f2H20 requires C = 38'6; H = 2’8; Na = 2‘4 per cent. The above-mentioned compound was converted, through the silver salt, into chelidonic acid, which melted and decomposed at 262°. (Found, C = 45‘5; H = 23. Calc., C = 45'6; H = 2'2 per cent.) The original aqueous-alcoholic filtrate from the crude acid sodium salt of chelidonic acid was fully examined, but nothing crystalline could be separated from it. It readily yielded rf-phenylglucosazone, and therefore evidently contained sugar. A quantity of it was evaporated as far as possible, and acetylated by means of acetic anhydride, after which the acetyl derivative was dissolved in ether, and freed from a considerable proportion of acidic, resinous matter by means of aqueous alkalis. The purified acetyl derivative, which did not crystallise, was then hydrolysed by means of dilute aqueous sulphuric acid, when a sugar was obtained which could not. be crystallised, but, since it was strongly lsevorotatory and yielde r/-phenylglucosazone, it evidently consisted essentially of lx\ u ose
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