D0042

CONFORMATIONAL STUDY ON SOME OLEANANE AND MIGRATED OLEANANE TRITERPENOIDS. Tamiko Kiyotani, Yôko Arai and Hiroyuki Ageta, Showa College of Pharmaceutical Sciences

Machida, Tokyo 194, Japan

Oleanane and migrated oleanane triterpenoids with an oxygen function at C-3 are distributed in many higher plants. In the course of chemotaxonomic study on ferns, we have reported some triterpenoid hydrocarbons belonging to the oleanane and migrated oleanane triterpenoids from only Polypodiaceous ferns.1) We also reported the conformational study on the related compounds by means of 2D-NMR and a molecular mechanics (MM2) calculation by Chem3D plus.2)

To confirm the conformations of the compounds, we applied an X-ray crystallographic analysis of them. As a result, an X-ray analysis indicates that the results obtained by 2D-NMR and MM2 calculation are applicable to solve their conformations.

Oleanane and migrated oleanane triterpenoids:

1) Ageta, H & Arai, Y (1983). Phytochemistry 22, 1801-1808.

2) Ageta, H., Arai, Y., Suzuki, H., Kiyotani, T. & Kitabayashi, M.

(1995). Chem. Pharm. Bull. 43, 198-203.