Cardiac glycosides of theCheiranthus allioni. XII

The seeds ofCheiranthus allioni hort. have yielded three new cardenolides the structures of which have been established and which have been named as 4-dehydrosarmentogenin (II), 4-dehydrosarmentogenin rhamnoside (I), and 4-dehydrosarmentogenin rhamnoglucoside (IV). (II) — C₂₃H₃₂O₅. m.p. 296–302°, ] _D ²⁰ +26.2±3° (in pyridine) is 3,11,14-trihydroxy-14-card-4,20(22)-dienolide. (I) C₂₉-H₄₂O₉, m.p. 268–275°, ] _D ²⁰ –38.2±3° (chloroform-ethanol) is 11,14-dihydroxy-3--L-rhamnopyranosyloxy-14-card-4,20(22)-dienolide.(IV) C₃₅H₅₂O₁₄, ] _D ^20D –44.1±3° (methanol), is 3-(4-O--D-glucopyranosyl--L-rhamnopyranosyloxy)-14-card-4, 20(22)-dienolide. An independent synthesis of 4-dehydrosarmentogenin (II) has been carried out, starting from 3,5,11,14-tetrahydroxy-5,14-card-20(22)-enolide, which has confirmed its structure.For Communication XI, see 1].All-Union Scientific-Research Drug Institute, Kharkov. Kharkov State Pharmaceutical Institute. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 119–125, January–February, 1987.