Molecular structures of nonvolatile components in the Haihong fruit wine and their free radical scavenging effect

Food Chem. 2021 Aug 15:353:129298. doi: 10.1016/j.foodchem.2021.129298. Epub 2021 Feb 16.

Abstract

In order to investigate the correlation between free radical scavenging effect and the related molecular structures of active substances in the Haihong fruit (Malus Micromalus Makino) wine, sixteen kinds of components were isolated from the fruit wine. The structures of thirteen components were identified by UV, FTIR, LC-MS, 1D-NMR and 2D-NMR. The scavenging abilities of the fruit wine on DPPH (2,2-Diphenyl-1 -picrylhydrazyl radical), OH, O2- and the protective effects on red blood cell, SOD (Superoxide Dismutase), CAT(Catalase) and GPX(glutathione peroxidases) in aging mice tissues were studied. Results showed that the structures of o-diphenol and m-diphenol play an important role in scavenging free radicals. A larger conjugation system in functional molecule is conducive to getting a higher scavenging rate of free radicals. When the chemical shift of phenol hydrogen is lower, the anti-oxygenation ability is stronger. The fruit wine exhibits a strong scavenging ability on free radicals. It can inhibit the damage of red blood cells caused by OH radical.

Keywords: Anti-oxidation; Caffeic acid, (PubChem CID: 689043); Catechin, (PubChem CID: 9064); Chemical shift; Chlorogenic acid, (PubChem CID: 1794427); Conjugation effect; Epicatechin, (PubChem CID: 72276); Free radical; Gallic acid, (PubChem CID: 370); Gentianic acid, (PubChem CID: 5281636); Haihong fruit wine; Hyperoside, (PubChem CID: 5281643); Naringin dihydrochalcone, (PubChem CID:9894584); Nonvolatile components; Oleanolic acid, (PubChem CID: 10494); Rutin, (PubChem CID: 5280805); Ursolic acid, (PubChem CID: 64945); Vanillic acid, (PubChem CID: 8468); β-sitosterol, (PubChem CID: 222284).

MeSH terms

  • Animals
  • Antioxidants / chemistry
  • Biphenyl Compounds / chemistry
  • Female
  • Free Radicals / chemistry
  • Fruit / chemistry
  • Male
  • Malus / chemistry*
  • Mice
  • Molecular Structure
  • Phenols / chemistry
  • Volatile Organic Compounds / chemistry
  • Wine / analysis*

Substances

  • Antioxidants
  • Biphenyl Compounds
  • Free Radicals
  • Phenols
  • Volatile Organic Compounds
  • diphenyl