Structure and Absolute Configuration of Diterpenoids from Hymenaea stigonocarpa

J Nat Prod. 2015 Jun 26;78(6):1451-5. doi: 10.1021/acs.jnatprod.5b00166. Epub 2015 Jun 3.

Abstract

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 (1)H and (13)C 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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Brazil
  • Diterpenes / chemistry*
  • Diterpenes / isolation & purification*
  • Flowers / chemistry
  • Hymenaea / chemistry*
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Leaves / chemistry

Substances

  • 18-hydroxy-ent-halima-1(10),13-(E)-dien-15-oic acid
  • Diterpenes