Hypoglycemic compound and method of preparing |
|||||||
| 申请号 | US53334774 | 申请日 | 1974-12-16 | 公开(公告)号 | US3922263A | 公开(公告)日 | 1975-11-25 |
| 申请人 | UNIV MISSISSIPPI; | 发明人 | TURNER CARLTON E; CRAIG JR JOHN C; | ||||
| 摘要 | A compound prepared from the extract of Xanthium strumarium (cockleburr) characterized by being a white crystalline glycoside having a decomposition point of 278*-279*C.; a molecular formula of C31H48O24S2, the aglycone portion of the molecule having a molecular formula of C19H28O4; substantially no ultraviolet absorption above 200 m Mu ; infrared spectrum showing hydrogen bonded OH absorption, 3440 cm 1; C-H stretch, 2940 cm 1; carbonyl stretch, 1735 cm 1; C-O stretch, 1250 cm 1; and other absorptions at 1640; 1460; 1380; 1040; 1000; 900; and 800 cm 1; a nuclear magnetic resonance spectrum in deuterium oxide showing a broad absorption at 304, 230, 162, 134, 92 and 58 cps relative to external tetramethylsilane standard; and the mass spectrum of the silylated derivative gives a mass fragment of 952 amu. Hypoglycemic compositions consisting essentially of the foregoing described compound prepared from cockleburrs in admixture with a non-toxic, pharmaceutically-acceptable carrier. A method of reducing blood sugar levels in animals comprising administering a therapeutically effective concentration of the inventive compound in a pharmaceutically suitable carrier intravenously, orally, intraperitoneally and intramuscularly. The method of preparing a hypoglycemic pharmacologically active therapeutic compound from cockleburrs (Xanthium strumarium). | ||||||
| 权利要求 | 1. THE METHOD OF PREPARING A COMPOUND GLYCOSIDIC FROM COCKLEBURRS (XANTHIUM STRUMARIUM) COMPRISING THE STEPS OF FIRST, COARSELY GRINDING THE COCDLEBURRS, EXTRACTING THE GROUND COCKLEBURRS WITH WATER, SECOND, SUCCESSIVELY TREATING THE BIOLOGICALLY ACTIVE AGENT IN SAID WATER EXTRACT WITH SOLVENTS OF DECREASING POLARITY FROM WATER TO A POINT WHEREIN THE POLARITY OF THE SOLVENT LIES WITHIN THE RANGE OF THE POLARITY OF A 5% SOLUTION OF CHLOROFORM IN METHANOL TO A 95% SOLUTION OF CHLOROFORM IN METHANOL TO OBTAIN A PRECIPITATE, THIRD, WASHING SAID PRECIPITATE WITH A SOLVENT SYSTEM COMPRISING WATER AND A LESS POLAR SOLVENT WHICH IS PARTIALLY MISCIBLE IN THE WATER, AND FOURTH CRYSTALLIZING THE SOLID RESIDUR RECOVERED FROM SAID SOLVENT SYSTEM. 2. The method of claim 1 wherein the successive solvents of the second step are water-ethanol, methanol and methanol-chloroform and wherein said less polar solvent of said third step is tetrahydrofuran. 3. The method of claim 2 wherein the top layer of said water-tetrahydrofuran solution formed in said third step is treated with an aqueous solution of ethyl acetate, the aqueous layer formed thereby is evaporated to form a biologically active material and triturating said material with methanol to form a crystalline solid. 4. H glycosidic compound propared in accordance with the process of claim 3 characterized by being in the form of a white crystalline solid having a decomposition point of 278*-279*C.; a molecular formula of C31H48O24S2, the aglycone portion of said molecule having the molecular formula C19H28O4; substantially no ultraviolet absorption above 200 m Mu ; an infrared spectrum showing a hydrogen bonded OH absorption, 3440 cm 1; C-H stretch, 2940 cm 1; carbonyl stretch, 1734 cm 1; C-O stretch, 1250 cm 1 and other absorptions at 1640; 1460; 1380; 1040; 1000; 900; and 800 cm 1; the nuclear magnetic resonance spectrum in deuterium oxide shows broad absorption at 304, 230, 162, 134, 92 and 58 cps relative to tetramethylsilane standard; and the mass spectrum of the silyl derivative gives a mass fragment of 952 amu. |
||||||
| 说明书全文 | |||||||
QQ群二维码
意见反馈
意见反馈