Chemical examination of the root of Ipomoea orizabensis / by Frederick B. Power and Harold Rogerson.

  • Frederick Belding Power
Date:
1912
Catalogue details

Licence: In copyright

Credit: Chemical examination of the root of Ipomoea orizabensis / by Frederick B. Power and Harold Rogerson. 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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    I. 0-0956 gave0-2092 C02 and 0 0792 H20. C = 59'6; H = 92. II. 0-1084 „ 0 2358 C02 „ 0-0884 H20. C = 59 3; H = 90. III. 0 1434 „ 0 3176 C02 „ 0T190 H20. 0 = 60 4; H = 9 2. IV. 0 1704 „ 0 3730 C02 „ 0 1394 H20. C = 59'7; H = 91. Ci0Hj8O4 requires C = 59 4; H = 8 9 per cent. CnH20O4 „ 0 = 61*1; H = 9-3 „ „ These results would thus indicate that the non-volatile acids produced by the oxidation of the above-described glucosidic sub- stance consist of a mixture of sebacic and 7i-nonanedicarboxylic acids. The first mother liquors from the crystallisation of these acids also contained a small amount of oxalic acid, which was evidently produced from the sugar complex of the glucoside. Kromer {J. pr. Chem., 1898, [ii], 57, 448), in investigating the jalapinolic acid obtained from the so-called “ false jalap,” observed it to yield, on oxidation with alkaline potassium permanganate, a-methylbutyric and sebacic acids, together with an acid melting at 89—91°, which was thought to be isomeric with the latter. From these results he concluded that the constitution of jalapinolic acid could be represented as follows: CHMeEt,CH(OH)*[CH2]10,CO2H. As already noted, it has now been ascertained that jalapinolic acid is optically active, but inasmuch as the oxidation products of the above-described glucosidic substance appear to consist most largely of sebacic acid and a hexoic acid, it is more probable that the respective acid possesses the following formula: CHMeEt-CH2-CH(0H)-[CH2]9-C02H. III.—Chloroform Extract of the Resin. This was a dark, resinous product, amounting to only 8 grams. It was heated with dilute sulphuric acid in aqueous alcohol, but no crystalline substance could be isolated after this treatment, and although the resulting aqueous liquid reduced Fehling’s solution, no osazone could be prepared from it. IV.—Ethyl Acetate Extract of the Resin. This extract, after the removal of the solvent, formed a dark- coloured mass, and amounted to 295 grams. When dissolved in alcohol, and treated with animal charcoal, a product was obtained which could be reduced to a nearly white powder. Its optical rotatory power was determined, with the following result: A solution in absolute alcohol, of which 5 c.c. contained 0’5086 gram of substance, gave aD — 2°51' in a. 1-dcm. tube, whence [a]D -28-01°.