Peroxynitrite-Scavenging Glycosides from the Stem Bark of Catalpa ovata

J Nat Prod. 2017 Aug 25;80(8):2240-2251. doi: 10.1021/acs.jnatprod.7b00139. Epub 2017 Aug 8.

Abstract

Ten new glycosides, 6,10-O-di-trans-feruloyl catalpol (1), 6,6'-O-di-trans-feruloyl catalpol (2), 3,4-dihydro-6-O-di-trans-feruloyl catalpol (10), (8R,7'S,8'R)-lariciresinol 9'-O-β-d-(6-O-trans-feruloyl)glucopyranoside (17), and ovatosides A-F (18-22, 24), were isolated from the stem bark of Catalpa ovata along with 19 known compounds. All isolates, except 6 (catalposide) and 9 (6-O-veratroyl catalpol), were found to scavenge peroxynitrite (ONOO-) formed by 3-morpholinosydnonimine. In particular, 12 compounds showed potent activity, with IC50 values in the range 0.14-2.2 μM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bignoniaceae / chemistry*
  • Furans / chemistry*
  • Furans / isolation & purification*
  • Glucosides / chemistry*
  • Glucosides / isolation & purification*
  • Glycosides / chemistry*
  • Glycosides / isolation & purification*
  • Inhibitory Concentration 50
  • Iridoid Glucosides / chemistry*
  • Iridoid Glucosides / isolation & purification*
  • Iridoids / chemistry*
  • Iridoids / isolation & purification*
  • Lignans / chemistry*
  • Lignans / isolation & purification*
  • Molecular Structure
  • Peroxynitrous Acid / chemistry*
  • Peroxynitrous Acid / isolation & purification*
  • Plant Stems

Substances

  • 3,4-dihydro-6-O-di-trans-feruloyl catalpol
  • 6,10-O-di-trans-feruloyl catalpol
  • 6-O-veratroyl catalpol
  • Furans
  • Glucosides
  • Glycosides
  • Iridoid Glucosides
  • Iridoids
  • Lignans
  • Peroxynitrous Acid
  • catalpol
  • lariciresinol
  • catalposide