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]
Catalogue details

Licence: In copyright

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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    tallisation from ethyl alcohol, formed glistening needles melting at 132—133°. 0-0266 gave 0-0812 C02 and 0-0292 H20. C = 83-3; H = 12-2. C26H440 requires C = 83-9 ; H = 11 *8 per cent. The colour reactions of this substance confirmed its identity as phytosterol. The Fatty Acids. The potassium salts obtained by the above hydrolysis were dissolved in water, the liquid acidified with sulphuric acid, and the liberated fatty acids taken up by ether. The ethereal solution was then washed, dried, and the ether removed, the last traces of the latter being eliminated by heating the residual oil at 100° for some time. On cooling, a hard, white cake was obtained, representing the total fatty acids. These gave the following values: melting point, 41 — 44°; [a]u in chloroform + 60-4°; acid value, 214*0 ; iodine value, 106-3. For the investigation of the mixture of fatty acids, 1000 grams of the fat were hydrolysed, the aqueous solution of the potassium salts acidified, and the solid cake of acids collected, washed with water, drained at the pump, and then dried between filter paper. The aqueous filtrate from the fatty acids was distilled in steam, and from the acid distillate a barium salt was prepared. The latter was very small in amount and consisted of the salts of acetic and butyric acids. The solid mixture of acids was fractionally crystallised from alcohol. The first crystalline crop which separated from the alcoholic solution of the whole of the acids from the 1000 grams of fat weighed 200 grams and melted at 46—48°. On further crystallisation, however, from alcohol and from ethyl acetate, it was obtained in the form of glisten¬ ing leaflets having the constant melting point of 67—68° and giving the following results on analysis : 0-0792 gave 0-2230 CO. and 0-0810 H20. C = 76'8; H = 11'4. 0-1030 „ 0-2904 C02 „ 0-1056 H,0. C = 76-9 ; H = 11*4. C18H3202 requires 0 = 77*1 ; H = 11*4 per cent. 0T412 absorbed 0T270 iodine. 1 = 90*0. C1SH3202, with one ethylenic linking, requires 1 = 90*6 per cent. 1*2032, in alcohol, required NaOH equivalent to 42-7 c.c. of a deci- normal solution, which is the calculated amount for C18H3202. A solution of P8127 in chloroform, made up to 25 c.c., gave in a 1-dcm. tube aD + 4°15', whence [a]D +58*6°. It was thus shown that this acid melting at 67—68° was in all respects identical with chaulmoogric acid, first obtained by Power and Gornall (loc. cit.) from chaulmoogra oil (from the seeds of Taraktogenos Kurzii, King).