Triterpene glycosides of Thalictrum squarrosum. III. Structures of squarrogenins 1 and 2

• DOI: 10.1007/bf00597652
• Publication Date: 2004-12-10T13:12:47Z
• Authors: V. I. Lutskii; E. A. Khamidullina; A. S. Gromova; A. A. Semenov
• Keywords: 01 natural sciences; 0104 chemical sciences

Two genins — squarrogenin 1 and squarrogenin 2 — have been isolated from nodding meadow rue by the hydrolysis of squarrosides A1 and A2. The compounds are epimeric at C-21 and have the following structures: 1 — (21R, 22S, 23R)-21-methoxy-21,23-epoxycycloart-24-ene-3β,22β-30-triol, C31H50O5, mp 169–171°C (hexane-acetone), [α]54620 −11.06° (c 4.52; pyridine); and 2 — (21S, 22S, 23R)-21-methoxy-21,23-epoxycycloart-24-ene-3β,22β,30-triol, C31H50O5, mp 190–193°C (hexane-acetone), [α]54620 +106.6° (c 0.3; pyridine). The results of1H and13C NMR spectroscopy and of mass spectrometry for the new compounds are given.