Structures of Degradation Products and Degradation Pathways of Aflatoxin B1 by High-Voltage Atmospheric Cold Plasma (HVACP) Treatment

J Agric Food Chem. 2017 Aug 2;65(30):6222-6230. doi: 10.1021/acs.jafc.7b01604. Epub 2017 Jul 18.

Abstract

High-voltage atmospheric cold plasma (HVACP) is a novel nonthermal decontamination technology that has potential for use in the food industry. In this study, HVACP was applied to treat pure aflatoxin B1 (AFB1) powder on a glass slide. AFB1 was degraded by 76% using a 5 min HVACP treatment in air having 40% relative humidity. The degradation products of AFB1 were separated, and their molecular formulas were elucidated using liquid-chromatography time-of-flight mass spectrometry (HPLC-TOF-MS). Six main degradation products were observed. The structures of the degradation products were further clarified via orbitrap mass spectrometry by means of fragmentation of the parental ions. Two degradation pathways were proposed on the basis of the structure of the degradation products. Among the six degradation products, two were ozonolysis products of AFB1. The appearance of the other four degradation products indicates that AFB1 was degraded by other reactive species besides ozone that were generated during HVACP treatment. Reactive oxygen gas species are suggested as the major agents for aflatoxin degradation during HVACP treatment. Two degradation pathways of AFB1 by HVACP treatment were proposed. One pathway involves reactions in which H, OH, CHO radicals are added. The other involves epoxidation by HO2 radicals and oxidation of AFB1by the combined effects of the oxidative species OH, H2O2, and O3. According to the structure-bioactivity relationship of AFB1, the bioactivity of the AFB1 samples subjected to HVACP treatment is significantly reduced because of the disappearance of the C8═C9 double bond in the furofuran ring in all of the major degradation products as well as the modification of the lactone ring, cyclopentanone, and the methoxyl group.

Keywords: aflatoxin B1; degradation products; high-voltage cold plasma (HVACP); orbitrap.

MeSH terms

  • Aflatoxin B1 / chemistry*
  • Chromatography, High Pressure Liquid
  • Kinetics
  • Mass Spectrometry
  • Molecular Structure
  • Oxidation-Reduction
  • Plasma Gases / chemistry*

Substances

  • Plasma Gases
  • Aflatoxin B1