New coumarin from the roots of Prangos pabularia

Nat Prod Res. 2018 Oct;32(19):2325-2332. doi: 10.1080/14786419.2017.1413558. Epub 2017 Dec 11.

Abstract

The new coumarin 1, yuganin A (7-methoxy-8-((1S,2S)-1,2,3-trihydroxy-3-methylbutyl)-2H-chromen-2-one) along with nine known coumarins, heraclenol 3'-O-β-D-glucopyranoside (2), oxypeucedanin hydrate 3'-O-β-D-glucopyranoside (3), heraclenol (4), oxypeucedanin hydrate (5), osthole (6), oxypeucedanin (7), heraclenin (8), isoimperatorin (9), imperatorin (10) and the disaccharide sucrose (11), have been isolated from the roots of Prangos pabularia, and the structures of these isolated compounds were elucidated by spectroscopic means, especially, UV, HR-ESIMS, and 1D and 2D NMR spectroscopy. Furthermore, the anti-melanogenic effect of yuganin A and its inhibitory effect on B16 cells were evaluated. Yuganin A may be useful in the treatment of hyperpigmentation and as a skin-whitening agent in the cosmetics industry.

Keywords: B16 melanoma cells; NMR; Prangos pabularia; coumarins; furanocoumarins; yuganin A.

MeSH terms

  • Animals
  • Antineoplastic Agents / chemistry
  • Apiaceae / chemistry*
  • Cell Line, Tumor
  • Cosmetics
  • Coumarins / chemistry
  • Coumarins / isolation & purification*
  • Indoles / antagonists & inhibitors
  • Mice
  • Molecular Structure
  • Plant Extracts / chemistry
  • Plant Roots* / chemistry
  • Spectrum Analysis

Substances

  • Antineoplastic Agents
  • Cosmetics
  • Coumarins
  • Indoles
  • Plant Extracts
  • melanogen