Sensitive and selective screening for 6'-O-malonylated glucoconjugates in plants

Using synthesized reference compounds a screening for benzyl, 2-phenylethyl, geranyl, citronellyl, and 2,5-dimethyl-4-hydroxy-3(2H)-furanone 6‘-O-malonyl β-d-glucopyranosides in various plant tissues was performed by high-performance liquid chromatography−electrospray ionization−tandem mass spectrometry (HPLC−ESI−MS/MS). The results obtained with fruits (guava; raspberry; strawberry), leaves (green tea; vine), and mountain papaya (Carica pubescens) peel indicate that malonylation of glycoconjugates is a common pathway in plant secondary metabolism. Keywords: Malonylated glycosides; benzyl 6‘-O-malonyl β-d-glucopyranoside; 2-phenylethyl 6‘-O-malonyl β-d-glucopyranoside; geranyl 6‘-O-malonyl β-d-glucopyranoside; citronellyl 6‘-O-malonyl β-d-glucopyranoside; 2,5-dimethyl-4-hydroxy-3(2H)-furanone 6‘-O-malonyl β-d-glucopyranoside; HPLC−MS/MS, electrospray ionization (ESI)