4.7 Article

Structure and Absolute Configuration of Diterpenoids from Hymenaea stigonocarpa

Journal

JOURNAL OF NATURAL PRODUCTS
Volume 78, Issue 6, Pages 1451-1455

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.jnatprod.5b00166

Keywords

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Funding

  1. National Council for Scientific and Technological Development (CNPq) [563286/2010-5]
  2. Coordination for the Improvement of Higher Education Personnel (CAPES)
  3. Foundation for Research Support of the State of Goias (FAPEG)
  4. Sao Paulo Research Foundation (FAPESP) [2010/52326-9, 2013/07600-3, 2014/50304-9]
  5. Fundacao de Amparo a Pesquisa do Estado de Sao Paulo (FAPESP) [13/07600-3] Funding Source: FAPESP

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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 H-1 and C-13 NMR data assignments are also reported for labd-13-en-8 beta-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.

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