Antioxidant principles from Bauhinia tarapotensis

J Nat Prod. 2001 Jul;64(7):892-5. doi: 10.1021/np0100845.

Abstract

A new cyclohexenone (1) and a new caffeoyl ester derivative (2), together with the known compounds (-)-isolariciresinol 3-alpha-O-beta-D-glucopyranoside (3), (+)-1-hydroxypinoresinol 1-O-beta-D-glucopyranoside (4), isoacteoside (5), luteolin 4'-O-beta-D-glucopyranoside (6), and indole-3-carboxylic acid (7), were isolated from the leaves of Bauhinia tarapotensis. The structures of these new compounds were determined by spectroscopic data analysis. The antioxidant activities of 1-7 were determined by measuring their free radical scavenging effects, using the 1,1-diphenyl-2-dipicrylhydrazyl free radical (DPPH) and Trolox equivalent antioxidant activity (TEAC) methods, and the coupled oxidation of beta-carotene and linoleic acid. Compounds 3-5 showed good activities in the DPPH and TEAC tests, while compounds 1 and 2 were active in the coupled oxidation of beta-carotene and linoleic acid bioassay.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antioxidants / chemistry
  • Antioxidants / isolation & purification*
  • Antioxidants / pharmacology
  • Benzothiazoles
  • Bepridil / analogs & derivatives*
  • Bepridil / pharmacology
  • Biphenyl Compounds
  • Caffeic Acids / chemistry
  • Caffeic Acids / isolation & purification*
  • Caffeic Acids / pharmacology
  • Chromans / pharmacology
  • Chromatography, High Pressure Liquid
  • Cyclohexanones / chemistry
  • Cyclohexanones / isolation & purification*
  • Cyclohexanones / pharmacology
  • Ecuador
  • Fabaceae / chemistry*
  • Flavonoids / chemistry
  • Flavonoids / isolation & purification
  • Flavonoids / pharmacology
  • Free Radical Scavengers / chemistry
  • Free Radical Scavengers / isolation & purification*
  • Free Radical Scavengers / pharmacology
  • Glucosides / chemistry
  • Glucosides / isolation & purification*
  • Glucosides / pharmacology
  • Indoles / chemistry
  • Indoles / isolation & purification
  • Indoles / pharmacology
  • Luteolin*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Phenols*
  • Picrates*
  • Plant Leaves / chemistry
  • Plants, Medicinal / chemistry*
  • Sulfonic Acids / chemistry

Substances

  • 1-hydroxypinoresinol 1-O-glucopyranoside
  • Antioxidants
  • Benzothiazoles
  • Biphenyl Compounds
  • Caffeic Acids
  • Chromans
  • Cyclohexanones
  • Flavonoids
  • Free Radical Scavengers
  • Glucosides
  • Indoles
  • Phenols
  • Picrates
  • Sulfonic Acids
  • cyclohexanone, caffeoyl ester
  • isolariciresinol 3-O-glucopyranoside
  • luteolin 4'-O-glucoside
  • 2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid
  • isoacteoside
  • indole-3-carboxylic acid
  • cyclohexanone
  • Bepridil
  • 1,1-diphenyl-2-picrylhydrazyl
  • Luteolin
  • 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid