STEROIDS OF THE SPIROSTAN AND FUROSTAN SERIES FROM PLANTS OF THE GENUS Allium. II. THE STRUCTURE OF ALLIOSPIROSIDE B FROM Allium cepa

Article abstract of DOI:10.1007/BF00599259

A new steroid glycoside - alliospiroside B (I) - has been isolated from the collective fruit of Allium cepa L.On the basis of chemical transformations and with the aid of physicochemical measurements it has been established that compound (I) has the structure of (25S)spirost-5-ene-1β,3β-diol 1-O- 2)-β-D-galactopyranoside.Compound (I) C39H62O3, mp 200-202 deg C (from ethanol), <α>_D²⁰ -110.9 +/- 2 deg (c 1.01; pyridine) was obtained by extracting the collective fruit of A. cepa with ethanol followed by the column chromatographic separation of the combined glycosides on silica gel.The acid hydrolysis of (I) gave (25S)-ruscogenin (II), C27H42O4, mp 189-191 deg C, <α>_D²³ -104.1 +/- 2 deg (c 0.98; pyridine).The 1H and 13C NMR spectra are given for both compounds and the IR spectrum for compound (I).