The identification of ipuranol and some allied compounds as phytosterol glucosides / by Frederick B. Power and Arthur H. Salway.

  • Power, Frederick B. (Frederick Belding), 1853-1927
Date:
[1913?]
Catalogue details

Licence: Public Domain Mark

Credit: The identification of ipuranol and some allied compounds as phytosterol glucosides / by Frederick B. Power and Arthur H. Salway. Source: Wellcome Collection.

    5/12 (page 401)
    28, 317). At the same time, and with similar considerations, ipuranol was thought to be more correctly represented as a tribydric alcohol, having the formula C29H4702(0H)3, instead of C23H3802(0H)2, as originally adopted. The amounts of the various above-mentioned compounds which have hitherto been isolated were in most cases comparatively small, and, with a few exceptions, did not permit of the analysis of their derivatives. The characters of the substances nevertheless rendered it evident that they represented a new class of compounds, and as they gave well-crystallised acetyl and benzoyl derivatives, having definite melting points, it was apparent that they were of alcoholic nature. It may also be noted that, although ipuranol was first obtained from an ethyl acetate extract of the resinous constituents of the respective plant, it has subsequently, as well as the related compounds, been isolated either from the petroleum or the ether extract of the resin. In one instance (citrullol, loc. cit.), the sub¬ stance was separated from an aqueous liquid, in which it appeared to be contained in a colloidal state. Furthermore, in a considerable number of cases the various compounds were isolated from a petroleum extract of the resinous constituents after the extract had been heated for some time with an alcoholic solution of potassium hydroxide, and this fact seemed especially to confirm the view respecting the alcoholic nature of the compounds. It has naturally been deemed desirable to obtain, if possible, some further information regarding the character of the numerous compounds here considered, but the small amounts of material hitherto available had precluded any extended experiments in this direction. Some recent observations, however, have served to reveal the nature of the compounds in question, inasmuch as it has been found that several of them, when heated in amyl-alcoholic solution with aqueous hydrogen chloride, become hydrolysed with the formation of a phytosterol and dextrose. It is thus evident that the substances are phytosterol glucosides, and their percentage composition is also in harmony with this view. In order that the results obtained by the analysis of these various compounds and some of their derivatives, as previously recorded, may be compared with the calculated percentage figures for phytosterol glucosides and the respective acetyl and benzoyl derivatives of the latter, they have been arranged in a tabular form, and at the same time the source pf the compounds has been indicated, together with the names and formulae hitherto assigned I to them. In addition to the list on p. 402, substances resembling ipuranol i have also been obtained from the fruit of Ecballium Elaterium