Abstract

Horseradish degradation products, mainly isothiocyanates (ITC) and nitriles, along with their precursors glucosinolates, were characterized by GC-MS and UHPLC-MS/MS, respectively. Volatiles from horseradish leaves and roots were isolated using microwave assisted-distillation (MAD), microwave hydrodiffusion and gravity (MHG) and hydrodistillation (HD). Allyl ITC was predominant in the leaves regardless of the isolation method while MAD, MHG, and HD of the roots resulted in different yields of allyl ITC, 2-phenylethyl ITC, and their nitriles. The antimicrobial potential of roots volatiles and their main compounds was assessed against sixteen emerging food spoilage and opportunistic pathogens. The MHG isolate was the most active, inhibiting bacteria at minimal inhibitory concentrations (MICs) from only 3.75 to 30 µg/mL, and fungi at MIC50 between <0.12 and 0.47 µg/mL. Cytotoxic activity of volatile isolates and their main compounds were tested against two human cancer cell lines using MTT assay after 72 h. The roots volatiles showed best cytotoxic activity (HD; IC50 = 2.62 μg/mL) against human lung A549 and human bladder T24 cancer cell lines (HD; IC50 = 0.57 μg/mL). Generally, 2-phenylethyl ITC, which was tested for its antimicrobial and cytotoxic activities along with two other major components allyl ITC and 3-phenylpropanenitrile, showed the best biological activities.

Highlights

  • Food and pharmaceutical industries exert significant effort in exploring natural metabolites as novel solutions for the improvement of food safety, as well as for introduction of alternative regimens in the treatment of various infections [1,2]

  • A549 was more resistant than T24 cell line, the results show that all horseradish volatiles obtained by different types of isolation have very high cytotoxic activity, which is consistent with the previous study [41]

  • Different isolation techniques of horseradish roots and leaves isolates resulted in different yields of allyl isothiocyanate (AITC), Phenylethyl isothiocyanate (PEITC), and corresponding nitriles in the roots; whilst in the leaves, AITC was predominant regardless of the isolation method

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Summary

Introduction

Food and pharmaceutical industries exert significant effort in exploring natural metabolites as novel solutions for the improvement of food safety, as well as for introduction of alternative regimens in the treatment of various infections [1,2]. Degradation of GSLs generates different chemical structures: isothiocyanates (ITCs), thiocyanates, nitriles, epithionitriles, and oxazolidinethiones [6,7]. Horseradish was studied by many authors and sinigrin (1) was found as the most dominant GSL in all parts of the plant, followed by gluconasturtiin (5) and glucobrassicin (6) [9,10,11,12,13], while the major volatiles were allyl- and 2-phenylethyl ITCs [14,15,16]

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