Nitric oxide inhibitory coumarins from the roots and rhizomes of Notopterygium incisum

Fitoterapia. 2018 Nov:131:65-72. doi: 10.1016/j.fitote.2018.10.002. Epub 2018 Oct 3.

Abstract

Phytochemical study on the roots and rhizomes of Notopterygium incisum resulted in the isolation of six new coumarins, notoptetherins A - F (1-6), and 20 known analogues (7-26). Their structures were elucidated on the basis of extensive analyses of NMR and HRMS data, and the absolute configurations of 5 and 6 were established by Mo2(AcO)4-induced CD and exciton chirality, respectively. Moreover, a biomimetic synthesis of 6 from 21 was employed to confirm its absolute configuration. In a subsequent activity screening, compounds 12 and 17 exhibited potent inhibition against LPS-induced nitric oxide production in RAW 264.7 cells with IC50 values of 12.7 and 10.2 μM, respectively.

Keywords: Coumarins; Nitric oxide; Notopterygium incisum.

MeSH terms

  • Animals
  • Apiaceae / chemistry*
  • China
  • Coumarins / isolation & purification
  • Coumarins / pharmacology*
  • Mice
  • Molecular Structure
  • Nitric Oxide / metabolism*
  • Phytochemicals / isolation & purification
  • Plant Roots / chemistry*
  • RAW 264.7 Cells
  • Rhizome / chemistry*

Substances

  • Coumarins
  • Phytochemicals
  • Nitric Oxide