Structure and Absolute Configuration of Diterpenoids from Hymenaea stigonocarpa
journal contributionposted on 2015-06-26, 00:00 authored by Afif F. Monteiro, João M. Batista, Michelle A. Machado, Richele P. Severino, Ewan W. Blanch, Vanderlan S. Bolzani, Paulo C. Vieira, Vanessa G. P. Severino
Chemical investigations of the ethanolic extracts from the flowers and leaves of Hymenaea stigonocarpa Mart. ex Hayne afforded one new ent-halimane diterpenoid, 18-hydroxy-ent-halima-1(10),13-(E)-dien-15-oic acid (1), together with five known compounds (2–6). The structural elucidation was performed by means of NMR (COSY, HSQC, HMBC, and NOESY) and MS analyses. Complete 1H and 13C NMR data assignments are also reported for labd-13-en-8β-ol-15-oic (2) and labd-7,13-dien-15-oic (3) acids. The absolute configurations of 1 and 2 were established by comparison of experimental and calculated Raman optical activity spectra.