Isoflavones from Camphorosma lessingii Inhibit the Organic Anion Transporters OAT1 and OAT3

Planta Med. 2019 Feb;85(3):225-230. doi: 10.1055/a-0740-3255. Epub 2018 Sep 24.

Abstract

Phytochemical investigation of Camphorosma lessingii has resulted in the isolation of four previously unreported isoflavones (1: -4: ) and eight known compounds (5: -12: ). Nine of these compounds (1: -6, 8: -10: ) are reported for the first time from members of the family Amaranthaceae. The structures of all isolated compounds were determined by spectroscopic methods, primarily one-dimensional and two-dimensional nuclear magnetic resonance and mass spectrometry. The absolute configuration of 6: was confirmed by circular dichroism. Inhibition of the organic anion transporters, OAT1 and OAT3, by the isolated compounds was evaluated. Among them, 7, 2'-dihydroxy- 6,8-dimethoxyisoflavone (1: ), 2'-hydroxy-6,7,8-trimethoxyisoflavone (2: ), 6,2'-dihydroxy-7,8-dimethoxyisoflavone (3: ), and 7-methoxyflavone (5: ) showed a significant inhibitory effect on 6-carboxyfluorescein uptake mediated by OAT1 and OAT3.

MeSH terms

  • Chenopodiaceae / chemistry*
  • Circular Dichroism
  • HEK293 Cells
  • Humans
  • Isoflavones / chemistry
  • Isoflavones / isolation & purification
  • Isoflavones / pharmacology*
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Organic Anion Transport Protein 1 / antagonists & inhibitors*
  • Organic Anion Transporters, Sodium-Independent / antagonists & inhibitors*

Substances

  • Isoflavones
  • Organic Anion Transport Protein 1
  • Organic Anion Transporters, Sodium-Independent
  • organic anion transport protein 3