New 3,4 -seco- diterpene and coumarin derivative from the leaves of Trigonostemon flavidus Gagnep

Nat Prod Res. 2022 Jul;36(13):3247-3254. doi: 10.1080/14786419.2020.1851225. Epub 2020 Nov 28.

Abstract

Two new compounds named trigoflavidus A (1) and trigoflavidus B (2), and eight known compounds, trigoflavidone (3), heterophypene (4), howpene C (5), 3,4-seco-sonderianol (6), trigonochinene C (7), fraxidin (8), isofraxidin (9), and isofraxetin (10) were isolated from the leaves of Trigonostemon flavidus Gagnep. by various chromatographic methods. Their chemical structures were elucidated via UV, IR, HR-ESI-MS and NMR spectroscopic methods and divided into two groups including six 3,4-seco-diterpenes (1, 3-7) and four coumarins (2, 8-10). Absolute configurations at stereocenters of compound 1 were confirmed by comparison of its CD spectra with those of the TD-DFT calculations. At a concentration of 30 µM, compounds 1-10 exhibited weak cytotoxic activity toward LU1, HepG2, MCF7, and SKMel2 human cell lines (cell viability all over 50%).

Keywords: Trigonostemon flavidus; coumarin; cytotoxicity; secoditerpene; trigoflavidus A; trigoflavidus B.

MeSH terms

  • Coumarins / analysis
  • Coumarins / pharmacology
  • Diterpenes* / chemistry
  • Euphorbiaceae* / chemistry
  • Humans
  • Molecular Structure
  • Plant Leaves / chemistry

Substances

  • Coumarins
  • Diterpenes