The constituents of the seeds of Hydnocarpus wightiana, Blume, and of Hydnocarpus anthelmintica, Pierre / by Frederick B. Power and Marmaduke Barrowcliff.

Frederick Belding Power

Date:: [1905]

Credit: The constituents of the seeds of Hydnocarpus wightiana, Blume, and of Hydnocarpus anthelmintica, Pierre / by Frederick B. Power and Marmaduke Barrowcliff. Source: Wellcome Collection.

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$The Fatty Acids. From the potassium salts afforded by the above hydrolysis, the mixture of total fatty acids was obtained in the same manner as described on p. 887. It formed a hard, white solid and gave the following values : melting point, 42—43° ; [a]D in chloroform, +53,6J ; acid value, 202-5 ; iodine value, 87*8. For the identification of the constituents of this mixture of acids 1000 grams of the fat were hydrolysed with alcoholic potassium hydroxide. The aqueous solution of the potassium salts was acidified, the resulting cake of solid acids separated and washed, and the filtrate from the latter distilled in a current of steam. From the acid distillate, a barium salt was prepared, which was very small in amount, and was found to consist of a mixture of barium formate and acetate. The solid mixture of acids, weighing about 850 grams, was frac¬ tionally crystallised from alcohol, just as in the case of the acids from Hydnocarpus Wightiana, and a quantity of a pure acid melting at 68° was thus obtained. This proved to be chaulmoogric acid. 0-1168 gave 0-3304 CO, and 0-1202 H,0. C = 77T ; H = ll-5. Ci8H3202 requires C = 77*l ; II =11-4 per cent. A solution of 1 *2014 in chloroform, made up to 25 c.c., gave in a 1-dcm. tube aD + 2°52/, whence [a]D + 59-5°. The alcoholic mother liquor from the chaulmoogric acid afforded a quantity of a substance melting at about 48°, which was apparently identical with the molecular mixture of chaulmoogric and hydnocarpic acids obtained by the crystallisation of the acids from Hydnocarpus Wightiana (p. 888). Just as in the latter instance, these two acids were separated by fractionally precipitating and crystallising their barium salts. The hydnocarpic acid thus obtained melted at 59—60°. 0-1330 gave 0-3698 CO, and 0-1336 H,0. C = 75-9 ; H = ll-2. 0-1224 „ 0*3405 C02 „ 0-1230 H20. C = 75*9 ; H = 11-2. Ci6H2802 requires C = 76’2 ; 11 = 11-1 percent. 0*2329 absorbed 0-2336 iodine. 1 = 100*3. Ci6H2802, with one ethylenic linking, requires I = 100’7 per cent. A solution of 0-68 in chloroform, made up to 25 c.c., gave in a 1-dcm. tube aD + 1°51', whence [a]D +68°. The alcoholic mother liquor from the mixture of chaulmoogric and hydnocarpic acids, which deposited nothing further of a crystalline character, was diluted with water. The resulting oily mixture of acids was dissolved in ether, the ethereal solution washed, dried, and the$