Gynocardin : a new cyanogenetic glucoside / by Frederick B. Power and Frederic H. Lees.

  • Frederick Belding Power
Date:
[1905]
Catalogue details

Licence: Attribution 4.0 International (CC BY 4.0)

Credit: Gynocardin : a new cyanogenetic glucoside / by Frederick B. Power and Frederic H. Lees. 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.

    10/16 (page 356)
    separated a quantity of well-formed crystals ; these were collected and recrystallised from water, when they were found to consist of a double compound of cZ-glucose and sodium chloride. By recrystallisation from methyl alcohol, it was possible to remove some of the salt and obtain crystals containing 85 per cent, of the sugar. That this crystalline substance consisted chiefly of (Z-glucose was definitely proved by the formation from it of a phenylglucosazone melting at 206°, and by the determination of its specific rotatory power, when the phenomenon of mutarotation was observed, the value falling to one-half of that first recorded. A solution of 0'672 in water, made up to 10 c.c., gave, in a 1 dm. tube, aD + 5°52', and, after the addition of a trace of alkali, aD + 2°57', whence [a]D + 87‘3° and + 439° respectively. Action of Barium Hydroxide on Gynocardin. Formation of Gynocar- dinic Acid, C12H190g'C0.2H. Ten grams of gynocardin were dissolved in a hot solution of 20 grams of barium hydroxide in 100 c.c. of water. Ammonia was immediately evolved, and the solution was therefore boiled until the latter was entirely expelled. The excess of barium was then com- pletely removed as carbonate, and the clear, faintly-coloured solution pf the barium salt concentrated to a syrupy consistency. By adding alcohol, again evaporating, and repeating this operation several times, the barium gynocardinate formed a hard, white, crystalline cake. For analysis, it was heated at 115—120°. 05845 gave 0-1605 BaS04. Ba = 16-2. C26H3s022Ba requires Ba= 16-4 per cent. Gynocardinic acid was prepared from the barium salt by exact removal of the barium by sulphuric acid. A strongly acid liquid was thus obtained. This, on concentration under diminished pressure, afforded a nearly colourless syrup, which, even on standing for several days, showed no tendency to crystallise. Gynocardinic acid does not reduce Fehling’s solution ; its aqueous solution is dextrorotatory. Action of Dilute Sulphuric Acid on Gynocardinic Acid. Formation of d-Glucose and an Acid. A quantity of gynocardinic acid was heated for several hours on a water-bath with dilute sulphuric acid. The latter was then exactly removed as barium sulphate and the faintly-coloured acid liquid con- centrated under diminished pressure. A syrup was thus obtained