The constituents of olive leaves / by Frederick B. Power and Frank Tutin.

  • Power, Frederick B. (Frederick Belding), 1853-1927.
Date:
[1908]
Catalogue details

Licence: Attribution 4.0 International (CC BY 4.0)

Credit: The constituents of olive leaves / 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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    (m. p. 217°), together with tannic matter, brown, amorphous products, and an amount of (i-mannitol equivalent to about 3’4 per cent, of the weight of the air-dried leaves. The portion of the alcoholic extract which was dissolved by boiling water, but separated on cooling, consisted of amorphous resins. The material insoluble in water contained, together with chlorophyll and some resinous matter, small amounts of the hydrocarbons hentri- acontane, (m. p. 68—69°), and pentatriaeontane, CgjH^g (m. p. 74*5°), a little of a mixture of fatty acids, and a new mono- carhoxylic acid, OggH^g-COgH (rn. p. 68—69°). In addition to these, it yielded three new crystalline alcohols, which 'appear to be related to the phytosterols, namely, oleasterol, CggHg^O (m. p. 174°), which crystallises in tufts of colourless needles; olestranol, (m. p. 217—218°), and homo-olestranol, Cgyll^gOg (m. p. 210°; [a]o +71°). The two last-mentioned alcohols crystallise in hard, wart-like masses, and appear to be hydroxyphytosterols. Furthermore, a new colourless, crystalline substance, oleanol, CgjIl480(0H)2,H.,0 m. p. 303—304°; [a]o +78‘3°), was obtained in an amount equivalent to nearly 3'4 per cent, of the weight of the air-dried leaves. Oleanol contains two hydroxyl groups, one of which possesses phenolic properties. When treated with sodium ethoxide and methyl iodide, it yields a monomethyloleanol, C3jH4g0(0H)’0*CH3 (m. p. 194—195°), and this, on acetylation, gives acetylrmthyloleanol, C3iH,802(0-CH3)-C0-CHg (m. p. 215'5°). Diacetyloleanol, C3jH4g03(C0*0Hg)2, fuses at about 208°, and suffers a change which is accompanied by the evolution of gas and the formation of a crystalline substance, Cgj^H^gOg, which does not melt at 310°. Monoacetyloleanol, C3jH4g02(0H)’C0*CH3 (m. p. 258°), was prepared by heating the diacetyl derivative with aqueous alcohol. The Wellcome Chemical Reseaech Labokatoeies, London, E.C. R. CLAY AND SONS. LTD. , UHBAD ST. HILL E.O. AND UUNOAY SUt'YOLK