The constituents of olive bark / by Frederick B. Power and Frank Tutin.
- Frederick Belding Power
- Date:
- [1908]
Licence: Attribution 4.0 International (CC BY 4.0)
Credit: The constituents of olive bark / by Frederick B. Power and 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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![probably existed in the bark in combination with some constituent of the chlorophyll which suffered hydrolysis whilst in solution in the dilute aqueous sodium hydroxide. The original ethereal liquid from which the ipuranol had been obtained was evaporated, and the residue boiled for some time with an alcoholic solution of an excess of potassium hydroxide. The alcohol was then removed, water added, and the liquid extracted with ether. A small quantity of a flocculent precipitate collected in the lower portion of the ethereal layer, which was found to consist of an insoluble potassium salt. The acid obtained from this salt crystallised from ethyl acetate in plates melting at 67°, but the amount was not sufficient for analysis. The alkaline aqueous liquid was separated and found to contain, besides formic and butyric acids in small amount, only chlorophyll and amorphous matter. The ethereal solution of the unsaponifiable substances was bright yellow. The solvent was removed, and the residue fractionally crystallised from absolute alcohol, when a very small amount of a substance was obtained, which, after distil- lation under diminished pressure, crystallised in small plates melting kt 74—75°: 0-0804 gave 0*2503 COg and 0*1071 HgO. C = 84*9 ; H = 14*8. requires C = 85*4; H = 14*6 per cent. This substance was thus identified as pentatriacontane. - The mother liquors from this hydrocarbon yielded a substance which, after several recrystallisations, separated from a mixture of ethyl acetate and dilute alcohol in long, fiattened needles, which melted at 134° After being distilled under diminished pressure, and again crystallised as before, the substance melted at 136°: 0*1076, on drying at 110°, lost 0*0053 HgO. H20 = 4*9. 0*0917 gave 0*2804 COg and 0*1008 HgO. C = 83*4; H = 12*2. C27H4q0,H20 requires H2O = 4*5. requires 0 = 83*9 ; H = 11 *9 per cent. The substance therefore was evidently a phytosterol, and, when dissolved in chloroform and treated with acetic anhydride and sulphuric acid, it yielded the colour reaction characteristic of these alcohols. It differed, however, in appearance from the phytosterols usually obtained, since it crystallised in long, flattened needles, and not in plates. A determination of its optical rotatory power gave the following result: 0*3965 of anhydrous substance, dissolved in 25 c.c. of chloroform gave [a]i) - 1°7' in a 2-dcm. tube, whence [a]o - 35*2°. I'he melting point and rotation of this phytosterol agree approxi- mately with those of sitosterol {Zeitsch. physiol. Chem., 1902, 34, 461), which melts at 137° and has [a]p - 33*9°. The acetate of the phyto-](https://iiif.wellcomecollection.org/image/b22425305_0010.jp2/full/800%2C/0/default.jpg)
