Isolation and Absolute Configuration of ent-Halimane Diterpenoids from Hymenaea courbaril from the Suriname Rain Forest
Journal of Natural Products2001Vol. 65(1), pp. 11–15
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Maged S. Abdel‐Kader, John M. Berger, Carla Slebodnick, Jeannine Hoch, Stan Malone, Jan H. Wisse, Marga C. M. Werkhoven, Steven W. Mamber, David G. I. Kingston
Abstract
Bioactivity-directed fractionation of a methanol extract of Hymenaea courbaril afforded the three new diterpenoids (13R)-13-hydroxy-1(10),14-ent-halimadien-18-oic acid (1), (2S,13R)-2,13-dihydroxy-1(10),14-ent-halimadien-18-oic acid (2), and (13R)-2-oxo-13-hydroxy-1(10),14-ent-halimadien-18-oic acid (3). The configurations of these compounds were determined from X-ray crystallography of 1, circular dichroism of 2 and 3, and spectral studies of prepared derivatives. Compound 1 exhibited weak cytotoxicity toward the 1138 mutant yeast strain and the A2780 human ovarian cancer cell line.
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