Oligostilbenoids in Vitis vinifera L. Pinot Noir grape cane extract: Isolation, characterization, in vitro antioxidant capacity and anti-proliferative effect on cancer cells

Food Chem. 2018 Nov 1:265:101-110. doi: 10.1016/j.foodchem.2018.05.050. Epub 2018 May 10.

Abstract

The following oligostilbenoids were isolated from extracts of Vitis vinifera L. Pinot Noir grape canes produced at a pilot-plant scale: (E)-ε-viniferin, (E)-resveratrol, (E)-piceatannol, ampelopsin A, vitisin B, pallidol, (E)-δ-viniferin, (E)-ω-viniferin, (E)-trans-cis-miyabenol C, isorhapontigenin, scirpusin A, and a new isomer named isoscirpusin A. The antioxidant capacity of the isolated stilbenoids was studied by three different assays, and their 50% inhibition concentration (IC50) against cancer cells was determined by MTT reduction assay. Besides (E)-resveratrol, stilbenoids have outstanding antioxidant capacity in the ORAC-FL assay. The strongest antiproliferative effect was observed for (E)-piceatannol and ampelopsin A against the bladder cancer cell line J82. (E)-Piceatannol has inhibitory effect on human lung cancer SK-MES-1 cells. Moreover, the whole extract has antiproliferative effect on all tested cell lines. In conclusion, beside (E)-resveratrol, grape cane extract contains oligostilbenoids with potential health benefits. This underexploited viticultural residue has the potential to produce valuable phytochemicals or ingredients in functional foods.

Keywords: (E)-Piceatannol (PubChem CID 667639); (E)-Resveratrol; (E)-Resveratrol (PubChem CID 445154); (E)-δ-Viniferin (PubChem CID 11487842); (E)-ε-Viniferin (PubChem CID 5315233); (E)-ω-Viniferin (PubChem CID 72551484); Ampelopsin A (PubChem CID 182999); Antioxidant capacity; Antiproliferative effect; Grape cane; Isorhapontigenin (PubChem CID 5318650); Oligostilbenoids; Pallidol (PubChem CID 484757); Scirpusin A (PubChem CID 5458896); Vitisin B (PubChem CID 71308302).

MeSH terms

  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology*
  • Antioxidants / chemistry
  • Antioxidants / isolation & purification*
  • Antioxidants / pharmacology*
  • Cell Line, Tumor
  • Cytoprotection / drug effects
  • Humans
  • Stilbenes / chemistry
  • Stilbenes / isolation & purification*
  • Stilbenes / pharmacology*
  • Vitis / chemistry*

Substances

  • Antineoplastic Agents
  • Antioxidants
  • Stilbenes