New ACE-Inhibitory Peptides from Hemp Seed (Cannabis sativa L.) Proteins

J Agric Food Chem. 2017 Dec 6;65(48):10482-10488. doi: 10.1021/acs.jafc.7b04522. Epub 2017 Nov 17.

Abstract

A hemp seed protein isolate, prepared from defatted hemp seed meals by alkaline solubilization/acid precipitation, was subjected to extensive chemical hydrolysis under acid conditions (6 M HCl). The resulting hydrolysate was fractionated by semipreparative RP-HPLC, and the purified fractions were tested as inhibitors of angiotensin converting enzyme (ACE). Mono- and bidimensional NMR experiments and LC-MS analyses led to the identification of four potentially bioactive peptides, i.e. GVLY, IEE, LGV, and RVR. They were prepared by solid-phase synthesis, and tested for ACE-inhibitory activity. The IC50 values were GVLY 16 ± 1.5 μM, LGV 145 ± 13 μM, and RVR 526 ± 33 μM, confirming that hemp seed may be a valuable source of hypotensive peptides.

Keywords: ACE-inhibitors; Cannabis sativa L.; LC-MS/MS; bioactive peptides; hemp seed protein hydrolysate.

MeSH terms

  • Angiotensin-Converting Enzyme Inhibitors / chemistry*
  • Angiotensin-Converting Enzyme Inhibitors / isolation & purification
  • Cannabis / chemistry*
  • Chromatography, High Pressure Liquid
  • Hydrolysis
  • Mass Spectrometry
  • Peptides / chemistry*
  • Peptides / isolation & purification
  • Peptidyl-Dipeptidase A / chemistry
  • Plant Proteins / chemistry*
  • Protein Hydrolysates / chemistry
  • Seeds / chemistry

Substances

  • Angiotensin-Converting Enzyme Inhibitors
  • Peptides
  • Plant Proteins
  • Protein Hydrolysates
  • Peptidyl-Dipeptidase A