文摘
A combination of advanced nuclear magnetic resonance (NMR) methodologies for the analysis ofcomplex phenolic mixtures that occur in natural products is described, with particular emphasis oncaffeic acid and its ester derivative, rosmarinic acid. The combination of variable-temperature two-dimensional proton-proton double quantum filter correlation spectroscopy (1H-1H DQF COSY)and proton-carbon heteronuclear multiple quantum coherence (1H-13C HMQC) gradient NMRspectroscopy allows the identification and tentative quantification of caffeic and rosmarinic acidsat 243 K in extracts from plants of the Lamiaceae family, without resorting to previouschromatographic separation of the components. The use of proton-carbon heteronuclear multiplebond correlation (1H-13C HMBC) gradient NMR spectroscopy leads to the complete assignment ofthe correlations of the spins of H2a and H3a with the ester and carboxyl carbons of rosmarinic andcaffeic acid, even at room temperature, and confirms the results of the above methodology.Quantitative results are in reasonable agreement with reverse phase HPLC measurements.Keywords: Antioxidants; Lamiaceae plants; caffeic acid; rosmarinic acid; DQF-COSY; HMQC;HMBC; NMR spectroscopy; RP-HPLC