The constituents of the seeds of Hydnocarpus wightiana and of Hydnocarpus anthelmintica : isolation of a homologue of chaulmoogric acid / by Frederick Belding Power and Marmaduke Barrowcliff.

  • Power, Frederick B. (Frederick Belding), 1853-1927.
Date:
[1905]
Catalogue details

Licence: Attribution 4.0 International (CC BY 4.0)

Credit: The constituents of the seeds of Hydnocarpus wightiana and of Hydnocarpus anthelmintica : isolation of a homologue of chaulmoogric acid / by Frederick Belding Power and Marmaduke Barrowcliff. 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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    The alcoholic mother liquor from the above-mentioned first crystal- line crop afforded, by successive concentrations, several further crops of crystals, and then a final mother liquor. The latter, although still containing a considerable amount of substance in solution, deposited nothing further of a crystalline character. The treatment of this mother liquor is subsequently described. The further crops of crystalline acids were then subjected to a systematic and extended process of fractional crystallisation. All the fractions so obtained were found to melt approximately at 48—50°, but when separating from solution they presented an appearance which, although identical for all the fractions, did not satisfy us that we were dealing with an individual acid. Moreover, evidence of a quantitative nature indicated that the above fractions consisted of a molecular mixture of uchaulmoogric acid, CjgH3202, and a homologous acid having the formula CjgH2g02. This supposition was subsequently verified, for it has been possible to separate these acids by resorting to a process of fractional precipitation and crystallisation of their barium salts. Isolation of a Homologm of Chauhnoogric Acid—Hydnocarpic Acid, ^16^28^2’ Two hundred and fifty grams of the above fractions melting at 48—50° were dissolved in 1 litre of alcohol. To this solution there was added a solution of 25 grams of barium acetate in the smallest possible quantity of water, the amount of barium acetate thus employed being suflficient to convert one-fifth of the total weight of the fatty acids into barium salts. The fraction of barium salts, which was at once precipitated as a sticky mass, was then dissolved by heating the liquid. On cooling, it again separated, but in a crystalline form ; it was collected at the pump and washed with alcohol. The mother liquor from this, first fraction of barium salts was then treated with another 25 grams of barium acetate, and a second fraction of barium salts obtained in precisely the same manner as was the first. The whole process was then twice repeated, and the remaining one-fifth of the acids, not being converted into barium salts, was obtained by removing the solvent. The four fractions of barium salts and the acids from the mother liquor from the fourth fraction of these salts were respectively digested with dilute hydrochloric acid. The regenerated acids were then dis- solved in ether, the ethereal solutions washed, dried, the ether removed, and the residues recrystallised from alcohol. The melting points of the several fractions of acids, placed in the order in which the latter were obtained, were as follows: (1) 53—56°; (2) 60—62°; (3)