Feruloyloacetone can be the main curcumin transformation product.

Affiliation

Faculty of Chemistry, Maria Curie Sklodowska University, 20-031 Lublin, Pl. Maria Curie Sklodowska 3, Poland. Electronic address: [Email]

Abstract

Curcumin is a phenolic compound produced by some plants, among which Curcuma longa is the reachest in this principal curcuminoid. At elevated temperature curcumin degrades to trans-6-(4'-hydroxy-3'-methoxyphenyl)-2,4-dioxo-5-hexenal, vanillin, ferulic acid and feruloylmethane, however, the formation of feruloyloacetone ((5E)-6-(4-hydroxy-3-methoxyphenyl)hex-5-ene-2,4-dione) in the curcumin degradation process has not been reported yet. As results from experiments, even 28.8% or 20.6% of the degraded curcumin is transformed to feruloyloacetone during 2 h heating of alkaline or acidic curcumin solution, respectively. The structure of the identified feruloyloacetone was confirmed by MSn, HRMS and NMR data. The presented results are important for food processing as feruloyloacetone is formed during food products preparation and its biological activity has not been fully recognized.

Keywords

Curcumin degradation,Curcumin derivative,Feruloyloacetone,Feruloyloacetone MS(n) analysis,Feruloyloacetone NMR spectra,

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