Shirota Osamu, Sekita Setsuko, Satake Motoyoshi, Morita Hiroshi, Takeya Koichi, Itokawa Hideji
Division of Pharmacognosy and Phytochemistry, National Institute of Health Sciences, 1-18-1 Kamiyoga, Setagaya, Tokyo 158-8501, Japan.
Chem Biodivers. 2004 Sep;1(9):1296-307. doi: 10.1002/cbdv.200490092.
Nine new isoxuxuarine-type triterpene dimers, named isoxuxuarines B alpha (1), B beta (2), 7,8-dihydro-B alpha (3), C alpha (4), C beta (5), 7,8-dihydro-C alpha (6), D alpha (7), D beta (8), and 7,8-dihydro-D alpha (9), were isolated from the South American medicinal plant 'xuxuá' (Maytenus chuchuhuasca). The structures were elucidated on the basis of several spectroscopic analyses, including 2D-NMR experiments, MS spectra, and CD spectral studies. The isolations and structure elucidations of the new triterpene dimers are presented, and a rationale for the divergent formation of the regiochemical and stereochemical isomers of triterpene dimers is discussed.