Antioxidants and α-glucosidase inhibitors from Ipomoea batatas leaves identified by bioassay-guided approach and structure-activity relationships

Food Chem. 2016 Oct 1:208:61-7. doi: 10.1016/j.foodchem.2016.03.079. Epub 2016 Mar 23.

Abstract

Sweet potato (Ipomoea batatas) leaf (SPL) is an underused commercial vegetable with considerable bio-activities. By means of DPPH scavenging ability and α-glucosidase inhibitory oriented isolation, 9 and 7 compounds were isolated and identified, respectively. Among them, trans-N-(p-coumaroyl)tyramine (1), trans-N-feruloyltyramine (2), cis-N-feruloyltyramine (3), 4,5-feruloylcourmaoylquinic acid (8), caffeic acid ethyl ester (10), 7-hydroxy-5-methoxycoumarin (11), 7,3'-dimethylquercetin (13) and indole-3-carboxaldehyde (15), were firstly identified from SPL, and four of them (1, 2, 3 and 10) were firstly identified from genus Ipomoea. Phenethyl cinnamides and 3,4,5-triCQA exhibited the strongest α-glucosidase inhibition, while 3,4,5-triCQA and diCQAs were the dominant antioxidants. Structure-activity relationship revealed that higher caffeoylation of quinic acid and lower methoxylation of flavonols resulted in stronger antioxidant activity, and methylation and cis-configuration structure of phenethyl cinnamides weaken the α-glucosidase inhibition. Aforementioned results could help to explain the antioxidant activity and anti-diabetic activity of SPL, and provide theoretical basis for its further application.

Keywords: Antioxidant activity; Identification; Ipomoea batatas leaves; α-Glucosidase.

MeSH terms

  • Antioxidants / analysis*
  • Biological Assay
  • Caffeic Acids / analysis
  • Coumaric Acids / analysis
  • Flavonols / analysis
  • Glycoside Hydrolase Inhibitors / analysis*
  • Indoles / analysis
  • Ipomoea batatas / chemistry*
  • Plant Leaves / chemistry*
  • Quinic Acid / analysis
  • Structure-Activity Relationship
  • Tyramine / analogs & derivatives
  • Tyramine / analysis
  • alpha-Glucosidases / analysis

Substances

  • Antioxidants
  • Caffeic Acids
  • Coumaric Acids
  • Flavonols
  • Glycoside Hydrolase Inhibitors
  • Indoles
  • N-(4-hydroxy-beta-phenethyl)-4-hydroxycinnamide
  • Quinic Acid
  • feruloyltyramine
  • ethyl caffeate
  • indole-3-carbaldehyde
  • alpha-Glucosidases
  • Tyramine