The constituents of the seeds of Casimiroa edulis / by Frederick B. Power and Thomas Callan.

  • Frederick Belding Power
Date:
1911
Catalogue details

Licence: In copyright

Credit: The constituents of the seeds of Casimiroa edulis / by Frederick B. Power and Thomas Callan. 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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    Isolation of a Yellow Phenolic Substance, C16H1206. After the separation of the lactone, casimirolid, from the ] alcoholic solution of the ethereal extract of the resin, as previously 1 described, the solvent was removed, and the residue, which still I contained a small amount of lactone, dissolved in ether. The 1 ethereal liquid was then successively extracted with solutions of | ammonium carbonate, sodium carbonate, and sodium hydroxide. I The ammonium carbonate removed only a small amount of resinous I substance, from which nothing definite could be isolated. The I sodium carbonate extract also consisted chiefly of resinous material, I but by digesting the latter with alcohol, in which the resin was I very soluble, a small amount (0T5 gram) of a crystalline substance I was isolated. This substance, when recrystallised from dilute I alcohol, separated in small, yellow needles, melting at 215—218°. I Its solution gave a yellow colour with alkalis and with ferric I chloride. With concentrated sulphuric acid it yielded an orange- I red solution, slowly changing to pale yellow, but showing no I fluorescence: 0 0816 gave 0 1904 C02 and 0 0290 H20. C = 63'6; H = 3'9. C10H12O6 requires C=64’0; H = 4'0 per cent. The substance thus appears to possess the formula C18H,2Oc, but I the amount available did not permit of its further characterisation. I Although isomeric with the flavone derivatives, kaempferid (Ber., I 1881, 14, 2385) and the luteolin monomethyl ether prepared I synthetically by Diller and Kostanecki (Bcr., 1901, 34, 1452), it I is not identical with either of these compounds. The sodium hydroxide extract of the above-mentioned ethereal I liquid yielded on acidification a quantity (4'2 grams) of a crystalline 1 substance, which, when recrystallised from alcohol, separated in I glistening needles, melting at 207°. This substance was identified f as the previously described casimiroic acid, which had evidently been formed by the action of the alkali on the lactone present in the ethereal liquid. After the successive extraction of the ethereal ! liquid with the above-mentioned alkalis, the solvent was evaporated, . but only a slight, oily residue remained. Chloroform, Ethyl Acetate, and Alcohol Extracts of the llcsin. The chloroform extract of the resin formed a hard, black mass, and amounted to 18'6 grams. The only crystalline substance obtained from it was a small quantity (0 6 gram) of the previously described alkaloid, casimiroine. The ethyl acetate and alcohol