Characterization of major and minor alk(en)ylresorcinols from mango (Mangifera indica L.) peels by high-performance liquid chromatography/atmospheric pressure chemical ionization mass spectrometry.
5-Alkyl- and 5-alkenylresorcinols, as well as their hydroxylated derivatives, were extracted from mango (Mangifera indica L.) peels, purified on polyamide and characterized by high-performance liquid chromatography/atmospheric pressure chemical ionization mass spectrometry (HPLC/APcI-MS) for the first time. Among the 15 compounds analyzed, 3 major and 12 minor C(15)-, C(17)-, and C(19)-substituted resorcinols and related analogues, showing varying degrees of unsaturation, were characterized by their specific fragmentation patterns in collision-induced dissociation experiments. This marks the first report on the occurrence of mono-, di-, and triunsaturated C(15)-homologues, saturated and triunsaturated C(17)-homologues, and mono- and diunsaturated C(19)-homologues in mango peels. Additionally, several hydroxylated C(15)- and C(17)-homologues, also not yet described in mango, and a C(14)-monoene, unique because of its even-numbered side chain, were tentatively identified on the basis of their fragmentation patterns. The results obtained in the present study indicate that HPLC-DAD-APcI-MS(n), combined with the newly developed solid-phase extraction, is a powerful tool for the analysis of alk(en)ylresorcinols and could therefore be used for their determination in various matrices.
Knödler
Matthias
M
Institute of Food Technology, Section Plant Foodstuff Technology, Hohenheim University, August-von-Hartmann Strasse 3, D-70599 Stuttgart, Germany.
Berardini
Nicolai
N
Kammerer
Dietmar R
DR
Carle
Reinhold
R
Schieber
Andreas
A
D000475:Alkenes / Q000737:chemistry*; D001274:Atmospheric Pressure; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D003198:Computer Simulation; D005638:Fruit / Q000737:chemistry*; D031022:Mangifera; D008956:Models, Chemical; D008958:Models, Molecular; D010936:Plant Extracts / Q000737:chemistry*; D012118:Resorcinols / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods*
D000475:Alkenes; C501277:Mangifera indica extract; D010936:Plant Extracts; D012118:Resorcinols